The 12 top family road trips to embark on this summer

The classic American road trip is a time-honored family tradition.
Traveling along the nation’s picturesque highways and stopping to explore whatever piques your interest—be it a breathtaking overlook, a roadside lobster shack, or a historical site—offers a fantastic way to discover the United States with your family this summer.
It's also a fantastic method to save money while you explore, whether you utilize points, rent an RV, or seek out budget-friendly hotels, motels, or campgrounds along your route. Depending on how popular your destination is during peak season, it might be wise to reserve your first few nights in advance. After that, give yourself the freedom to be spontaneous. For instance, finding an affordable last-minute hotel in Hilton Head during summer can be challenging, but being flexible in Missouri should be easier.
Naturally, road trips with kids come with their own set of challenges, such as keeping them entertained and managing potential car sickness.
Consider using one of the entertaining, kid-friendly voices in the Waze app for directions to keep everyone amused. Bringing iPads that attach to the backs of the headrests can enhance the experience, and having a list of classic car games to play is a must. Timeless favorites like I Spy, 20 Questions, and spotting license plates are always a hit. Don’t forget to pack snacks that your kids enjoy, plenty of water, and extra clothing, along with plastic bags, paper towels, or wipes ... just in case anyone feels a bit queasy from motion sickness.
It’s also wise to have a reliable credit card for gas station stops. Check out TPG's guide to the best cards for fuel purchases. The GasBuddy app can assist you in finding nearby stations with the best prices.
Now that we've covered the essentials, here are 12 classic summer road trips to take in the U.S.
From Appalachia to Nashville

Discover Appalachia with a grand finale in Nashville as you journey through West Virginia and Kentucky. Begin your adventure in Charleston, the capital of West Virginia, located at the intersection of three major state highways. You can fly into West Virginia International Yeager Airport (CRW).
Day One: Charleston
Tour West Virginia's stunning Capitol building, which boasts a gold leaf dome that stands 5 feet taller than the U.S. Capitol's. Also, visit the West Virginia State Museum to delve into Appalachian history and culture, and check out the Avampato Discovery Museum, an engaging science museum suitable for all ages.
Take a leisurely walk down the tree-lined Capitol Street and pop into one of the many restaurants, or head to the renowned Dem 2 Brothers and a Grill for some delicious barbecue.
Charleston is home to all the major hotel chains. Use your Marriott Bonvoy points at the Charleston Marriott Town Center (with rates starting at $124 or 15,500 points per night) or Four Points by Sheraton Charleston (with rates starting at $114 or 15,500 points per night), or redeem Hilton Honors points at Embassy Suites by Hilton Charleston (with rates starting at $131 or 36,000 points per night).
Day Two: Journey from Lexington to Louisville
Departing from Charleston, embark on a three-hour drive to Lexington, the heart of Kentucky's horse culture. Don’t miss the renowned Keeneland Racecourse and the Kentucky Horse Park, followed by a visit to the revitalized Distillery District, where you can enjoy pizza, ice cream, beer, live music, and bourbon.
Afterward, make your way to Louisville with a 1.5-hour drive — be sure to stop by the Claudia Sanders Dinner House (yes, that Sanders; Claudia was the Colonel's wife) for a traditional Southern family-style meal.
Louisville offers a plethora of family-friendly activities, such as the Louisville Slugger Museum & Factory and the Kentucky Science Center. Kids will especially enjoy cruising the Ohio River on the Belle of Louisville, the oldest steamboat still in operation.
Consider staying at the original 21c Museum Hotel, part of the Accor Live Limitless rewards program (rooms start at $212 per night). This unique hotel features a contemporary art museum and is home to the acclaimed Proof on Main restaurant. Alternatively, check out The Seelbach Hilton Louisville, a Beaux Arts-style hotel dating back to 1869, with rates starting at $133 or 36,000 Hilton Honors points per night. It boasts elegantly decorated rooms and stunning public areas, including a lavish lobby adorned with Renaissance-inspired mahogany and bronze carvings, capped with a stunning vaulted dome composed of 800 glass panels.
Day Three: Exploring Nashville
Conclude your journey with a three-hour drive south to Nashville, the heart of Music City. Consider staying at Hotel Fraye, part of Hilton's independent Curio Collection (rates start at $190 or 57,000 Hilton Honors points per night). Nashville also features a location of Hilton's new Tempo lifestyle brand, which opened in February (rates begin at $169 or 50,000 Hilton Honors points per night). Both hotels are centrally located, just steps away from the iconic Ryman Auditorium, numerous restaurants, and the lively honky-tonk bars on Broadway.
Visitors can immerse themselves in the city's diverse culture by checking out attractions like the Country Music Hall of Fame and Museum, Radnor Lake State Park, Nashville Zoo, and the Grand Ole Opry. Both kids and adults will love the innovative tech-driven minigolf at Puttshack. Additionally, the Nashville Yards, which will be opening gradually, promises a variety of offerings, including a music venue, cinema, and 350,000 square feet dedicated to retail, dining, and entertainment.
Don’t forget to pick up some locally made chocolate treats at the Goo Goo Clusters Shop before your departure from Nashville International Airport (BNA).
Highlights of Lake Michigan

Follow the scenic lakeshore on this route that begins in Milwaukee, travels south to Chicago, and then winds back north through Michigan, concluding in Traverse City.
Day One: Discovering Milwaukee
Arrive at Milwaukee Mitchell International Airport (MKE) and dive into the city's attractions, including the Lynden Sculpture Garden, Milwaukee Art Museum, Milwaukee Public Museum, and the interactive Discovery World Science and Technology Center. Don’t miss out on a famous frozen custard from Kopp's, and kids will surely enjoy the spy-themed burger restaurant, SafeHouse.
Hyatt fans can utilize points or their free night certificates for a stay at the Hyatt Regency Milwaukee (rates starting at $115 or 6,500 World of Hyatt points per night). Alternatively, redeem Marriott points at the Milwaukee Marriott Downtown (rates start at $159 or 34,000 Marriott Bonvoy points per night).
Day Two: Exploring Chicago
Travel south from your starting point, and in roughly two hours, you'll reach Chicago, home to outstanding family-friendly attractions such as Shedd Aquarium, the Field Museum of Natural History, Lincoln Park Zoo, and Millennium Park, among others. If you choose to stay overnight, there are numerous hotel options, but we recommend the Pendry Chicago (rates starting at $242 per night) and the Kimpton Gray Hotel Chicago (rates start at $160 or 38,000 IHG One Rewards points per night) for families.
Day Three: From Indiana Dunes National Park to Traverse City
Leaving Chicago, follow the lakeshore and make a stop at the newly established Indiana Dunes National Park for some fun by the lake before heading to the charming town of Holland, Michigan. This Dutch-founded community on Lake Macatawa features a historic windmill, a tulip festival, and delicious Dutch-inspired cuisine, including classic pastries from deBoer Bakkerij & Dutch Brothers Restaurant.
The stunning lakeshore features attractions like Holland State Park, Laketown Beach, Tunnel Park, and a delightful red lighthouse.
Traverse City is located 168 miles to the north, and you'll find plenty of quaint towns and the scenic Huron-Manistee National Forests to explore along the way.
Upon arriving in Traverse City, indulge in some well-deserved beach relaxation. If you plan your visit for late June or early July, don't miss the annual National Cherry Festival.
For an exciting family getaway, consider staying at the Great Wolf Lodge, which features an indoor water park, or use IHG One Rewards points to book at Hotel Indigo Traverse City (rates starting at $144 or 26,000 IHG One Rewards points per night).
You can fly out from Cherry Capital Airport (TVC).
Big Bend National Park in Texas

Stretching 150 miles along the Texas-Mexico border, this national park promises a stunning and adventurous road trip experience.
Day One: El Paso to Marathon
Arrive at El Paso International Airport (ELP) and drive approximately 300 miles southeast to reach the secluded park, stopping for lunch at either the Sentinel or Convenience West for some barbecue in the artistic town of Marfa. Once in Marathon, you can stay at the charming Gage Hotel (rates starting at $229 per night) and dine at Brick Vault Brewery and Barbecue.
Days Two and Three: Big Bend National Park
Inside the sprawling 800,000-acre park, every turn of the breathtaking drive reveals charming attractions. The majority of the park consists of the Chihuahuan Desert, nestled alongside the Rio Grande and featuring the majestic Chisos mountain range. Key experiences include navigating the Ross Maxwell Scenic Drive, exploring the Terlingua Ghost Town, walking the Santa Elena nature trail, zip-lining at Lajitas, and delving into Boquillas Canyon.
Best of all, there are numerous family-friendly hiking paths and boat excursions along the Rio Grande.
If camping isn’t your preference, consider the family-operated Big Bend Holiday Hotel, which offers vintage accommodations and charming, well-decorated casitas (rates starting at $97 per night). For a resort experience with family-friendly amenities like a golf course and swimming pool, opt for the expansive Lajitas Golf Resort (rates starting at $224 per night).
Central California Coast

California's stunning coastline offers endless adventure. Kids will love exploring the central region, teeming with wildlife, rich history, and, of course, crashing waves. You can arrive and depart from Meadows Field Airport in Bakersfield (BFL) or San Luis Obispo County Regional Airport (SLO).
Day One: Pismo Beach
Start your journey in Pismo Beach. If you visit between October and February, when monarch butterflies migrate through, be sure to check out the Monarch Butterfly Grove. Then, stroll along the Pismo Pier and rent a multiperson surrey to pedal down the boardwalk. Dine at Splash Cafe and indulge in treats from Old West Cinnamon Rolls.
Spend the night using your Hilton Honors points at the Hilton Garden Inn San Luis Obispo/Pismo Beach (rates starting at $128 or 34,000 Hilton Honors points per night), or consider the charming and budget-friendly SeaCrest OceanFront Hotel (rates starting at $189 per night).
Day Two: Morro Bay to San Simeon
From there, hop onto the Pacific Coast Highway and drive 30 minutes north to Morro Bay, where you can admire the impressive Morro Rock, the last of the Seven Sisters—an ancient volcanic chain between Morro Bay and San Luis Obispo. Try to catch the sunset for a truly breathtaking view.
Next, head to Cambria for some farm fun. Spend time cuddling goats, watch cows being milked, and sample cheese at Stepladder Ranch and Creamery. Enjoy a ride on a Clydesdale horse at Covell Ranch, explore the lovely Moonstone Beach, and grab a meal at Robin's.
Continue your journey north to San Simeon, where you can’t miss the barking seals at the Piedras Blancas Elephant Seal Rookery, located just off the highway. After that, venture inland to tour the renowned Hearst Castle, set on 127 acres of gardens, pools, and pathways. If you’re fortunate, you might even spot some zebras during your tram ride up to the castle.
You can stay at the affordable Quality Inn Near Hearst Castle using 16,000 Choice Privileges points (or for $78 per night), or opt for a more upscale experience at the Cavalier Oceanfront Resort, with rates starting at $169 per night.
Dramatic coastal Maine

The eastern coast of Maine is characterized by rugged cliffs, crashing waves, and charming lobster shacks, making it a perfect destination for a scenic drive along the winding roads that offer breathtaking views of the Atlantic.
Day One: Portland
Begin your adventure in Portland, a vibrant and walkable city known for its excellent culinary scene. For your arrival, you can fly into Portland International Jetport (PWM) or Boston Logan International Airport (BOS), which is just a two-hour drive south. Manchester-Boston Regional Airport (MHT) in New Hampshire is also a convenient option for Southwest Airlines travelers.
Wander through the city's Old Port district, where you can treat the kids to some fudge while browsing pottery and jewelry shops. Afterward, visit the Children's Museum and Theatre of Maine, and don’t miss climbing the Portland Observatory for panoramic views of the harbor.
Portland boasts a vibrant culinary scene, with family-friendly eateries such as Two Fat Cats Bakery, Duckfat, Salvage BBQ, and the relatively new Neapolitan pizza spot, Quanto Basto.
Utilize your Marriott Bonvoy points for an overnight stay at the Residence Inn Portland Downtown/Waterfront, where rates begin at $125 or 41,000 points per night, and enjoy amenities like an indoor pool. Alternatively, consider the trendy and historic Press Hotel, part of the Autograph Collection, with rates starting at $195 or 52,000 Marriott Bonvoy points per night.
Day Two: Rockland to Bar Harbor
Travel northward through Freeport and make a stop at the L.L. Bean Outlet before reaching Rockland. Here, you can explore the Farnsworth Art Museum, the Maine Lighthouse Museum, and the Coastal Children's Museum.
Grab a quick bite at Wasses for hot dogs, or stock up on picnic essentials at the Good Tern co-op before heading to Birch Point State Park. Additionally, Rockland is home to the Maine Lobster Festival, taking place every summer from July 31 to August 4.
From Rockland, head north to Bar Harbor and explore the nearby Acadia National Park, where you can spend a few days hiking, biking, sailing, kayaking, and swimming in Echo Lake. Don’t miss out on the state's best popovers at the renowned Jordan Pond House. For a local seafood experience, try the Travelin' Lobster, which has recently opened a new location on Main Street.
You can use your Hilton Honors points for a stay at the seasonal Hampton Inn Bar Harbor, which operates from May to October. Rates start at $281 or 87,000 points per night. This hotel offers breathtaking panoramic views of the ocean and mountains, along with two swimming pools.
Nature-based fun in Florida

Florida offers much more than just theme parks, providing ample family-friendly activities that celebrate the natural world. This 118-mile journey highlights some of the state’s top natural attractions, stretching from Tampa to Fort Myers. Additionally, you’ll discover some of the finest sugar-sand beaches along the Gulf Coast. For this adventure, fly into Tampa International Airport (TPA) and out of Southwest Florida International Airport (RSW).
Day One: Tampa to Sarasota
Begin your journey on Highway 60 heading west from Tampa to Clearwater Beach, then continue south to Pass-a-Grille. The scenic road winds along a 20-mile stretch of captivating beaches and eateries where you can enjoy fresh grouper caught from the Gulf.
As you make your way back east toward the mainland, look for signs directing you to Fort De Soto Park, which boasts 1,136 acres of stunning beaches, mangroves, biking trails, and historic remnants of a Spanish-American War fort. After exploring, drive an hour south to Sarasota for the night.
Consider using your Marriott Bonvoy points for a stay at the Westin Sarasota downtown (rates starting at $195 or 31,000 points per night) or treat yourself to a night at The Ritz-Carlton, Sarasota (rates starting at $538 or 59,500 points per night) for a beachfront experience. Additionally, the St. Regis Longboat Key Resort is set to open this year, so it’s a great time to start accumulating your Bonvoy points.
Sarasota is abundant with natural wonders. Kids can explore a rainforest at the Ann Goldstein Children's Rainforest Garden, part of the Marie Selby Botanical Gardens located along Sarasota's bayfront, offering a delightful experience for parents too.
Explore the wonders of the Gulf of Mexico at Mote Marine Laboratory & Aquarium, located across Sarasota Bay, and embark on one of their eco-boat tours led by marine biologists to learn more about Sarasota Bay's ecosystem.
When it's time to eat, head to O'Leary's Tiki Bar and Grill next to Bayfront Park, which features a playground and scenic walking trails, or visit The Old Salty Dog right on Sarasota Bay, where kids enjoy their meals served on frisbees.
Day Two: Sarasota to Fort Myers
On the following day, travel inland via Highway 72 to Myakka River State Park, where the star attraction is the sunbathing alligators along the riverbanks. Stroll along the boardwalks and canopy trails that weave through the wetlands and treetops. You can rent kayaks to paddle through the waterways or take a boat tour for a guided experience.
Continue your journey south on Highway 41 to Fort Myers, where you can observe the gentle giants of the underwater world at Manatee Park and further explore the wetlands at Six Mile Cypress Slough Preserve.
Stop by Shrimp Shack for a delicious and quick seafood lunch, and don't miss the chance to savor the award-winning pies at Fine Folk Pizza for dinner.
Utilize your Hilton Honors points for a stay at Hilton Garden Inn Fort Myers (rates begin at $119 or 33,000 points per night) or at Hampton Inn & Suites Fort Myers-Colonial Blvd. (rates start at $115 or 33,000 points per night).
Enjoying the Finger Lakes

The Finger Lakes region of Western New York features 11 stunning lakes nestled between Syracuse, Rochester, and Elmira-Corning. Although the sizes of the lakes vary, each is surrounded by delightful towns and a variety of wineries. You can plan a round trip flying in and out of Frederick Douglass Greater Rochester International Airport (ROC), located about an hour and a half from Skaneateles, your first destination.
Day One: Skaneateles
Begin your journey in the eastern town of Skaneateles (pronounced SKINNY-atlas), and make your first stop at Skaneateles Bakery for some delicious freshly baked doughnuts and blueberry muffins. Grab these tasty treats to enjoy as you stroll along the pier and by the lake.
Reserve a boat ride on the lake with Mid-Lakes Navigation — you can even lend a hand to the Barbara S. Wiles mail boat as it delivers mail to homes along the shoreline.
In the evening, catch a film at New York State's oldest drive-in, the Finger Lakes Drive-In. Afterward, rest for the night at the charming bed-and-breakfast The Bond 1835 or at Skaneateles Suites. While points hotels are limited in this area, the Hilton Garden Inn Auburn (rates starting at $132 or 38,000 Hilton Honors points per night) is located north of Owasco Lake, the next lake over.
Day Two: Seneca Falls to Canandaigua Lake
Travel 22 miles west to Seneca Falls and visit the Women's Rights National Historical Park, the site of the first women's rights convention held in 1848.
Continue along Route 20 to Seneca Lake, a hotspot for kitesurfing and windsurfing, and enjoy a sailing adventure with Sail Seneca.
At the northern tip of the lake, the town of Geneva offers delightful dining and shopping options, such as F.L.X. Fry Bird and Kindred Fare. Don’t miss exploring the Seneca Lake Wine Trail, where you can stop by vineyards like Hermann J. Wiemer Vineyard, Red Tail Ridge Winery, Barnstormer Winery, and Fox Run Vineyards. At the southern end of the lake, Watkins Glen State Park is famous for its stunning waterfalls, canyons, and hiking trails.
Head west to Canandaigua Lake, where you’ll find the elegant Lake House Canandaigua (rates starting at $280 per night), part of the Preferred Hotels & Resorts network. It features a lakefront pool and hot tub, the Rose Tavern serving farm-to-table cuisine, kayaks, and a yacht for leisurely rides on the lake, along with other luxurious amenities.
If you prefer to earn or use Hilton Honors points, consider the Hotel Canandaigua, Tapestry Collection by Hilton (rates starting at $124 or 36,000 points per night), conveniently located on the lakefront with a pool and direct access to the Canandaigua Lady at Steamboat Landing. Drive to the bottom of the lake to Naples for a taste of its famous grape pie.
Day Three: Rochester
Conclude your journey in Rochester, located just 28 miles northwest of Canandaigua. While you're there, visit the George Eastman Museum, dedicated to the founder of Kodak and focused on photography; explore the Strong National Museum of Play, an interactive venue celebrating toys and games that expanded significantly in 2023; check out the Susan B. Anthony House, a museum honoring the renowned suffragette; and enjoy the beauty of Highland Park, known for its annual flower festivals.
For a taste of local cuisine, stop by the Rochester City Public Market, an expansive farmers market featuring vendors from all over the region. Don't miss the city's iconic "garbage plate" at Nick Tahou Hots, the original creator of this one-plate meal consisting of potatoes, meat, and a variety of sides.
Utilize your Hyatt points to stay at the newly renovated Hyatt Regency Rochester (rates starting at $105 or 5,000 points per night) or reserve a room at the Courtyard by Marriott Rochester Downtown (rates starting at $167 or 16,000 points per night) for a convenient central location.
The South Carolina coast

The South Carolina coastline boasts some of the finest beaches in the South, accompanied by incredible culinary delights along the way. This adventure kicks off on Hilton Head Island, where you can fly into Hilton Head Island Airport (HHH) or Savannah/Hilton Head International Airport (SAV). Your journey will conclude 220 miles to the north in Myrtle Beach, so remember to book your return flight from Myrtle Beach International Airport (MYR).
Day One: Hilton Head Island
Begin your stay on Hilton Head Island and soak up the sun at the lively Coligny Beach Park. For a more serene atmosphere, consider visiting Alder Lane or Burkes Beach instead.
Discover the rich Lowcountry and Gullah history and culture at the Coastal Discovery Museum, and take in the stunning natural scenery at the Pinckney Island National Wildlife Refuge and Sea Pines Forest Preserve.
Afterward, indulge in authentic Gullah cuisine at Ruby Lee's or savor seafood at Skull Creek Boathouse. For a stay, consider the luxurious Omni Hilton Head Oceanfront Resort (rates starting at $280 per night) or if you have Marriott Bonvoy points to spend, look into the Westin Hilton Head Island Resort & Spa (rates starting at $183 or 40,000 points per night).
Day Two: Charleston
Travel north along Route 17 to the picturesque city of Charleston. Once there, explore Museum Mile, a scenic path featuring attractions like the Charleston Museum, the Children's Museum of the Lowcountry, and several historic homes and parks. The International African American Museum, which opened in June 2023 at a former shipping wharf where enslaved individuals arrived, is also a highlight.
At the southern tip of the Charleston peninsula, visit The Battery and White Point Gardens, where you’ll find Civil War artillery displays, views of Fort Sumter, and beautiful live oak trees. Kids will enjoy the South Carolina Aquarium, known for its fantastic touch tank.
For more beach fun, head to the 6-mile stretch of Folly Beach and treat yourself to a Lowcountry favorite, Frogmore stew, at Bowens Island Restaurant.
Charleston is renowned for its vibrant food scene, where you can indulge in authentic Southern cuisine and seafood. Notable spots include Rodney Scott's BBQ, Leon's Oyster Shop, and Bertha's Kitchen. A favorite from D.C., Makan has opened a second location here, offering genuine Malaysian dishes with a focus on local seafood. If your kids are craving pancakes, Daps Breakfast & Imbibe serves them all day, even mixing in Fruity Pebbles into the batter for a fun twist.
All major hotel chains are represented here, so you can choose to stay at places like the Charleston Marriott (rates starting at $152 or 30,000 Marriott Bonvoy points per night) or the Hyatt Place Charleston/Historic District (rates starting at $212 or 15,000 World of Hyatt points per night), depending on your loyalty program.
If you prefer something with more character, Charleston boasts several charming boutique hotels and historic accommodations such as the Palmetto Hotel, The Loutrel, Planters Inn, and The Dewberry. For a blend of luxury and local flavor, consider the Mills House Charleston, Curio Collection by Hilton (rates starting at $283 or 75,000 Hilton Honors points per night).
Day Three: Myrtle Beach
As you approach the North Carolina border, you'll reach Myrtle Beach, one of South Carolina's most beloved beach destinations. While it features some kitschy attractions like water parks and amusement parks (which your kids are sure to enjoy), along with chain restaurants and shopping centers, it also boasts 60 miles of stunning coastline known as the Grand Strand.
Explore the Golden Mile for a hotel-free stretch of beach, or relax on the sand near 82nd Avenue, known as the gay beach. Beyond the shoreline, enjoy a leisurely walk along the Murrells Inlet Marsh Walk, where you can listen to live music and sip drinks, or take a stroll down the vibrant Myrtle Beach Boardwalk. Don't forget to save some appetite for authentic barbecue at True BBQ, run by locals Joseph and Sheila Evans.
Utilize your Hilton Honors points at the all-suite Hilton Grand Vacations Club Ocean Enclave Myrtle Beach (rates starting at $161 or 76,000 Hilton Honors points per night), located just two blocks from the boardwalk. The resort features two pools, a kids' activity center, and an oceanfront restaurant.
Pacific Northwest parks trip

Oregon boasts some of the nation's most pristine landscapes, including the breathtaking Crater Lake National Park. Nearby, the quaint town of Bend offers small-town charm set against stunning natural scenery. For this adventure, book round-trip flights into and out of Rogue Valley International-Medford Airport (MFR), which is 75 miles from the park and 172 miles from Bend.
Days One and Two: Crater Lake National Park
Begin your adventure at Crater Lake National Park in Oregon, which is home to the deepest lake in the United States. This lake is renowned for its clarity, formed by rain and snow filling a caldera created by a volcanic eruption thousands of years ago. Drive along the park's 33-mile loop road, pausing to take in breathtaking views and enjoy various hiking trails. You can camp at Farewell Bend Campground or use 30,000 Choice Privileges points to stay at Sleep Inn & Suites in nearby Chiloquin (or book a room starting from $150 per night).
Days Three and Four: Bend
On the following day, drive 100 miles north to the desert town of Bend, Oregon. Discover the Bend Ale Trail, which features 30 breweries, and if you visit in the fall, check out Smith Rock Ranch for its corn maze and pumpkin patches. Wander through the shops and eateries of the Old Mill District along the Deschutes River and explore the High Desert Museum to learn about the area's wildlife, history, and art.
Stay overnight at Hampton Inn & Suites Bend (rates start at $124 or 35,000 Hilton Honors points per night) or Residence Inn by Marriott Bend (rates start at $140 or 30,000 Marriott Bonvoy points per night).
Finally, make your way to the McKenzie River Valley, where the highlight is the McKenzie River National Recreation Trail. Enjoy the beauty of Sahalie and Koosah Falls before heading south on Highway 5 back to Medford.
Discovering Missouri along Route 66

While interstates have largely taken over this iconic highway, this travel plan will guide you along sections of the historic Route 66 in Missouri.
Day One: St. Louis
Begin your journey in St. Louis, known as the Gateway to the West. After landing at St. Louis Lambert International Airport (STL), make sure to visit Gateway Arch National Park, which features the iconic arch and the courthouse where Dred Scott, a Black enslaved man, filed his freedom lawsuit in the late 1840s.
Don't miss the Missouri Botanical Garden, the Saint Louis Art Museum, and the engaging City Museum, an interactive space created from repurposed industrial materials within a former shoe factory.
If you have children in tow, the Magic House children's museum is a fantastic stop. For dining, check out City Foundry Food Hall, Balkan Treat Box, Louie, and the James Beard Award-winning Gioia's Deli. For genuine St. Louis barbecue, Pappy's Smokehouse is a must-visit.
Utilize your Hilton Honors points at Embassy Suites by Hilton St. Louis Downtown (starting at $121 or 40,000 points per night) or use World of Hyatt points at the Hyatt Regency St. Louis at the Arch (starting at $188 or 8,000 points per night) for stunning views of the iconic arch. Alternatively, Marriott Bonvoy points can be redeemed at the Magnolia Hotel St. Louis, a Tribute Portfolio Hotel (from $135 or 31,000 points per night), a historic establishment housed in a 1924 building that once welcomed Cary Grant. In 2023, St. Louis introduced the 21c Museum Hotel in the former YMCA building, where you can stay using Accor Live Limitless points or from $183 per night.
Day Two: St. Louis to Lebanon
Travel west on Interstate 44, which took the place of Route 66 in Missouri. Be sure to stop at Route 66 State Park and explore quirky roadside attractions like Meramec Caverns and the second-largest rocking chair in the world.
As you drive, you’ll pass through the charming town of Cuba, known as Route 66 Mural City, where 14 murals showcasing the town's history adorn various buildings along the route.
If you have a hankering for barbecue, make a pit stop at Missouri Hick Bar-B-Que while you're in the area. Once back on the road, enjoy a stretch of the original Route 66 winding through the picturesque Mark Twain National Forest and the Devil's Elbow bend of the Big Piney River. Treat the kids to some fudge at the Uranus Fudge Factory, which is full of humorous toilet puns that will surely entertain them. For a truly nostalgic experience, spend the night in a Route 66-themed room at the vintage Munger Moss Motel in Lebanon.
Day Three: Springfield
Before departing Lebanon, be sure to visit the Route 66 Museum located inside the county library. The following day, drive approximately 60 miles southwest to Fantastic Caverns, one of Missouri's largest caves, situated just outside Springfield. After that, head to Springfield, where both kids and adults can enjoy attractions like the Discovery Center, Wonders of Wildlife, and the Dickerson Park Zoo. Savor some burgers at Black Sheep, and for dessert, stop by Askinosie Chocolate for a sweet treat.
Stay at the Best Western Coach House, with rates starting at $109 or 20,000 Best Western Rewards points per night, or opt for the Hilton Garden Inn Springfield, MO, where rates begin at $132 or 36,000 Hilton Honors points per night. You'll fly home from Springfield-Branson National Airport (SGF).
Exploring the Badlands and Black Hills of South Dakota

This area of South Dakota is rich in history and stunning landscapes, making it a perfect destination for family vacations.
Day One: Journey from Rapid City to Badlands National Park
Arrive at Rapid City Regional Airport (RAP), then pick up your rental car and drive 55 miles east to Wall Drug in Wall, South Dakota. This iconic stop offers free ice water, 5-cent coffee, and scrumptious maple doughnuts. You'll find an array of souvenirs (consider giving your kids a budget), an animated dinosaur, and a giant jackalope in the backyard.
Continue south on Highway 240 to reach Badlands National Park, where your family can discover ancient fossils and observe wildlife such as bighorn sheep, pronghorn antelope, eagles, and buffalo across its expansive 244,000 acres of prairies, rugged cliffs, and pinnacles. In the evenings, the park hosts programs where kids can meet Smokey the Bear, enjoy stargazing, and learn about the geological history of the area.
You don’t need to sacrifice comfort to stay within Badlands. Cedar Pass Lodge offers cozy pinewood cabins (rates starting at $220) with Wi-Fi and porches equipped with deck chairs, and there are campgrounds available if you prefer. Alternatively, the Best Western Plains Motel in Wall offers rooms starting at $120 or 20,000 Best Western Rewards points per night, located just a 10-minute drive north of the Pinnacles Entrance.
Day Two: Journey from Mount Rushmore to Custer State Park
Next, head west to Mount Rushmore National Memorial in Keystone. This renowned monument, sculpted into the South Dakota mountain, took 14 years to complete and showcases the faces of four presidents: George Washington, Thomas Jefferson, Abraham Lincoln, and Theodore Roosevelt. Take a walk along the Presidential Trail to get up close to the sculpture while spotting animals such as mountain goats, marmots, and various birds.
Approximately 20 miles to the south, you’ll encounter thousands of buffalo roaming freely in Custer State Park (be cautious — they often wander onto the roads), alongside pronghorn antelope, mountain goats, bighorn sheep, deer, elk, wild turkeys, and burros. Enjoy hiking on one of the numerous trails or take a peaceful boat ride on the serene Sylvan Lake.
Take a break from driving by booking the evening Blue Bell Lodge hayride and chuck wagon cookout, which includes a scenic three-hour wildlife tour accompanied by singing cowboys and a hearty steak dinner with all the traditional sides. Alternatively, dine at the State Game Lodge Restaurant, located within Calvin Coolidge's "Summer White House," where you can explore an eclectic menu featuring dishes like rabbit and rattlesnake sausage, elk osso bucco, and buffalo short ribs. You can also stay overnight at the State Game Lodge (rates starting at $183 per night), where the rooms were recently renovated in 2024. Outside the park, consider Comfort Inn & Suites in Custer from Choice Hotels (rates starting at $127 or 25,000 Choice Privileges points per night).
Day Three: Journey from Crazy Horse Memorial to Rapid City
Travel along the Needles Highway, flanked by towering granite spires, leading you to the Crazy Horse Memorial to witness the remarkable ongoing sculpture dedicated to the legendary Native American chief. While visiting, explore the Indian Museum of North America and the Native American Educational and Cultural Center. Enjoy lunch at the Laughing Water Restaurant, offering Native American dishes like tatanka stew and fry bread tacos.
Conclude your trip in Rapid City. Be sure to start your day with breakfast at Tally's Silver Spoon, which serves breakfast until 2 p.m. and offers delicious options such as whole wheat oatmeal waffles and buffalo hanger steak with eggs. Make time to explore the expansive Prairie Edge Trading Company & Galleries, which features handmade Plains Indian arts and crafts, Native American galleries, and an Italian glass bead library.
Stay overnight at the historic Hotel Alex Johnson, part of the Hilton Curio Collection (with rates starting at $75 or 21,000 Hilton Honors points per night). Take a moment to appreciate the lobby, adorned with Native American motifs, including a chandelier crafted from spears and a beautifully painted ceiling.
Exploring the Blue Ridge Parkway from Virginia to North Carolina

The 469-mile Blue Ridge Parkway, linking Shenandoah National Park and Skyline Drive in Virginia to Great Smoky Mountains National Park in North Carolina, is renowned as one of the most picturesque drives in the United States. Your journey begins by flying into either Charlottesville Albemarle Airport (CHO) or the larger Dulles International Airport (IAD). The adventure concludes in Asheville, allowing you to depart from Asheville Regional Airport (AVL) or the nearby Greenville-Spartanburg International Airport (GSP), just an hour's drive across the border in South Carolina, which often provides more affordable flight options.
Day One: From Charlottesville to Blowing Rock
Begin your journey in Charlottesville, Virginia. If your family enjoys presidential history, be sure to visit Thomas Jefferson's Monticello, the former president's residence and a UNESCO World Heritage Site. The Virginia Discovery Museum and IX Art Park also offer engaging experiences for everyone. As you explore downtown, wander along the pedestrian mall to discover shops, cafes, and eateries such as Citizen Bar Burger and The Nook. The Dairy Market food hall is another great family-friendly venue, featuring a variety of options all in one location.
Continue along the parkway to Natural Bridge, a towering limestone arch affectionately known as "Nature's Cathedral." Stop in Roanoke for lunch at Mama Jeans BBQ or the nostalgic Pop's Ice Cream & Soda Bar, which boasts an extensive grilled cheese menu in addition to their ice cream and soda selections. If time permits, explore the Taubman Museum of Art, showcasing a collection of sparkling Judith Leiber handbags.
Capture a photo at the scenic Mabry Mill, one of the parkway's most iconic landmarks. Established in 1905, this charming millhouse sells freshly ground buckwheat flour — a perfect souvenir to take home.
As you cross into North Carolina, make your way to Blowing Rock. Take a stroll along Main Street, where you'll find an array of gift and souvenir shops, fudge stores, and antique shops. For dinner, consider dining at Blowing Rock Brewing Company & Inn or Egg Rollin', which offers creative spins on the classic egg roll, as well as sandwiches and a dedicated kids menu.
Use your IHG One Rewards points to spend the night at Holiday Inn Express Blowing Rock South (rates starting at $112 or 19,000 points per night). Alternatively, enjoy amenities like a spa, kayaks, paddleboats, tennis courts, lawn games, and weekend bonfires at Chetola Resort (with rates beginning at $219 per night).
Days Two and Three: Asheville
On the following morning, head to Tweetsie Railroad, a train-themed amusement park featuring historic steam engines, Wild West performances, rides, and much more. If your kids are up for a challenge, consider hiking one of the 11 trails at Grandfather Mountain. For those who aren’t afraid of heights, the Mile High Swinging Bridge offers breathtaking views.
Next, make your way to Linville Falls to witness the stunning twin waterfalls cascading into Linville Gorge. Finally, continue your journey to Asheville, your ultimate destination. Asheville is a charming mountain town boasting attractions like the Biltmore, the expansive estate of the Vanderbilts; the Asheville Art Museum; the Asheville Pinball Museum; the Western North Carolina Nature Center; and the vibrant River Arts District, home to numerous artist studios, as well as the surrounding Pisgah National Forest.
Asheville also features a renowned culinary scene — some kid-friendly favorites include Chai Pani, Neng Jr.'s, Luella's BBQ, White Duck Taco Shop, Baby Bull, Sunny Point Cafe, and Asheville Pizza & Brewing. Don't forget to indulge in treats from Hole Doughnuts, OWL Bakery, and the French Broad Chocolate Factory & Cafe.
For accommodations, use your Marriott Bonvoy points at the conveniently located AC Asheville Hotel Downtown (rates start at $187 or 62,000 points per night). In August, the city will welcome a Moxy hotel, with rates starting as low as $216 per night (point values are not yet available). You can also redeem Hilton Honors points at the Foundry Hotel, a converted industrial building now part of the Curio Collection (with rates starting at $207 or 60,000 points per night).
In summary
Road trips don’t have to entail racing down the highway all day to cover as much territory as possible. Some of the most memorable journeys embrace a different approach, prioritizing stunning sights and unique experiences along the way.
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5/5