The finest Hotels.com accommodations for your autumn getaway

With fall just around the corner, it's the ideal moment to plan a trip to witness the seasonal transformation. Whether you love leaf-peeping, indulging in pumpkin-flavored treats, or simply enjoying the crisp, cool air that sweeps across much of the country in autumn, there are plenty of destinations to explore.
Must-visit places in the U.S. to soak in the beauty of fall include New England, the Pacific Northwest, and the Blue Ridge Mountains in North Carolina. No matter where you choose to travel this autumn, Hotels.com has the ideal accommodation for you and your companions — and with the Hotels.com Rewards program, you’ll earn stamps towards free nights with every booking you make.
Booking your fall getaway with Hotels.com puts you on the fast track to earning a reward night, and for a bit of inspiration, here are some of our top picks in prime U.S. destinations that are definitely worth considering.
Vermont
Depending on the region of Vermont you visit, the fall foliage can be enjoyed from late September through the end of October. The northern areas see autumn arrive early, while southern Vermont typically showcases its vibrant colors around mid-October. Thankfully, wherever you choose to explore in the state, you’ll find excellent accommodations at Hotels.com.
Vermont also offers a wealth of attractions for history enthusiasts.

Windsor Mansion Inn located in Windsor, VT
Windsor, Vermont, is recognized as the birthplace of the state, being the site where Vermont declared its independence from the British Empire in 1771. Situated in the southeastern part of the state, it's an ideal spot to witness the autumn colors in mid-October. Once a thriving hub for trade and agriculture, visitors can delve into the region's history of innovation and industry at the American Precision Museum, conveniently located within walking distance of the Windsor Mansion Inn.
Windsor Mansion Inn is a charming bed and breakfast housed in a century-old mansion. Originally constructed in the 1800s, this historical home is set on a private 14-acre estate that boasts views of Lake Runnemede and Mount Ascutney. With nearby hiking and biking trails, it’s the perfect base for enjoying the stunning autumn scenery. The Windsor Mansion Inn has recently undergone a significant restoration, bringing it back to its original splendor.
With only 17 guest rooms available, your stay includes continental breakfast, Wi-Fi, and parking. As a Hotels.com VIP Access property, Gold and Silver members can enjoy a 20% discount on food and beverages at the lounge or coffee shop during their stay. Additionally, Gold members benefit from a guaranteed two-hour late check-out and a complimentary room upgrade (subject to availability) at this property.
Rooms start at $175 per night in October, so a two-night stay would earn you two stamps worth $175 each.

Mountain chalet located in West Dover, VT
West Dover, situated in the southern part of the state, is a great addition to any New England itinerary due to its close proximity to Mt. Snow, the region's most popular ski resort. The area is near the Southern Vermont Natural History Museum and a conservation area that protects over 600 acres of forest. Visitors can also explore stunning fall foliage at nearby locations like Green Mountain National Forest and Molly Stark State Park, both within 14 miles of West Dover.
This spacious rental home near Mount Snow features a four-bedroom, three-bathroom mountain chalet that can host up to 9 guests. It includes a furnished wrap-around deck and a private hot tub, making it the perfect retreat for hikers and outdoor lovers to unwind after a long day. Your stay also includes complimentary Wi-Fi, a fully-equipped kitchen, a wood-burning fireplace, and an outdoor living space.
You can rent the entire chalet starting at $471 per night in early October, meaning a two-night stay would earn you two stamps valued at $471 each.

Manchester Mountain Home located in Manchester, VT
Manchester, Vermont, is just a four-hour drive from New York City and two hours from Boston, making it a perfect destination for a weekend getaway this fall. Renowned for the historic Equinox Hotel and Hildene, the estate of Robert Lincoln, son of Abraham Lincoln, this charming town offers plenty to explore. With numerous restaurants, harvest festivals, and a rich history—including a haunted hike in nearby Glastenbury Mountain—there's something for everyone.
Manchester Mountain Home is ideally situated just minutes from Main Street, making it a perfect rental for large groups visiting this southern Vermont area. The home features six bedrooms and three bathrooms, accommodating up to 12 guests comfortably. Included amenities are complimentary Wi-Fi, options for private catering or a personal chef, as well as in-room massages and various concierge services.
In early October, you can rent this home starting at $750. Booking a three-night stay would earn you three stamps valued at $750 each.

The Mountain Top Inn & Resort located in Chittenden, VT
Located just an hour north of Manchester is Chittenden, Vermont, the largest town in the state by area. This unique town is divided by a ridge of the Green Mountains, providing a particularly fascinating setting for observing fall foliage, as only half of it is developed.
The Mountain Top Inn & Resort offers a picturesque waterfront location with stunning views of the Green Mountains and extensive trails. This property provides a variety of fall activities, including fishing, kayaking, and tennis. Nearby, you'll also find horseback riding trails and local markets. The resort features its own restaurant and bar, with additional dining options just a short distance away.
In October, room rates begin at $400 per night, meaning that booking a three-night stay would earn you three stamps valued at $400 each.
Total value
If you reserve all four of the aforementioned options for a 10-day getaway, here's what you would accumulate:
- Two stamps worth $175
- Two stamps worth $471
- Three stamps worth $750
- Three stamps worth $400
This means your 10-night stay would earn you a reward night valued at $474.20 — keep in mind that this amount applies only to the room rate, excluding taxes and fees.
While not everyone may have the chance to book a week-and-a-half-long escape this fall, this example illustrates how quickly you can accumulate stamps towards reward nights in the Hotels.com Rewards program.
Blue Ridge Mountains
Home to over 4,000 species of plants and more than 100 types of trees, the Blue Ridge Mountain range is among the most botanically diverse areas in the world. Expect to witness vibrant fall colors from late September through early November, depending on your location along the route that spans North Carolina, Tennessee, Virginia, and North Georgia.
Similar to Vermont, Hotels.com offers a diverse range of accommodations for every type of autumn traveler, along with the same rewarding system for collecting stamps.

The Windsor Boutique Hotel located in Asheville, NC
Asheville, the largest city in western North Carolina, is brimming with attractions. Nestled in the Blue Ridge Mountains just two hours from Charlotte, Asheville boasts two historic landmarks — the Biltmore Estate and the Basilica of Saint Lawrence — alongside a vibrant art and dining scene.
The Windsor Boutique Hotel in downtown Asheville features 14 guest rooms and a full-service spa. Guests enjoy complimentary Wi-Fi, onsite parking, and concierge services. As a VIP Access property, Gold and Silver members in the Hotels.com Rewards program also receive one complimentary bottle of wine per stay. Additionally, Gold members benefit from a guaranteed two-hour late check-out and complimentary room upgrades (subject to availability).
The hotel is conveniently located near shops and restaurants, and is less than an hour's drive from Great Smoky Mountains National Park.
Rates start at $429 per night from October 4-6, so a three-night stay would earn you three stamps valued at $429 each.

Bear Bottom Cabin located in Horse Shoe, NC
Just outside downtown Asheville lies the next property on our list, offering the perfect blend of peaceful seclusion with quick access to the amenities of larger towns (both Asheville and Hendersonville are under 30 minutes away). Bear Bottom Cabin is a three-bedroom rental that comfortably accommodates eight guests but can host up to 10.
This home features a wrap-around porch and a private hot tub, along with outdoor spaces and a game room for kids. Bear Bottom Cabin is also just minutes away from The Blue Ridge Parkway, a picturesque route that stretches from Virginia to North Carolina and traverses the southern and central Appalachians. Notable stops along the parkway include Linville Gorge, the deepest gorge east of the Grand Canyon, and Mount Mitchell, the highest peak in the eastern United States.
You can rent this cabin in early October starting at $287 per night, which means a three-night stay would earn you three stamps valued at $287 each.

The Esmeralda Inn located in Chimney Rock, NC
Lake Lure is another picturesque destination to experience the beauty of autumn. This man-made lake is encircled by mountain peaks, granite cliffs, and the iconic Chimney Rock — all within a short drive of less than an hour from Asheville. In addition to hiking and lake activities, visitors can also enjoy ziplining through the foothills of the Blue Ridge Mountains, offering a unique perspective on the fall foliage.
The Esmeralda Inn provides an excellent lodging option for those visiting the area. It features 17 cabins of different sizes, including three-bedroom cabins with stunning mountain views. Guests can also enjoy an on-site spa and complimentary breakfast served daily. Additional amenities include a billiards room, hiking trails, and opportunities for fishing and kayaking nearby, ensuring plenty of activities to enjoy during your stay.
In October, room rates begin at $319 per night, meaning a four-night stay would earn you four stamps valued at $319 each.
Total value
By reserving three nights at both the Windsor Boutique Hotel and Bear Bottom Cabin, followed by four nights at the Esmeralda Inn (at the rates mentioned), you would accumulate a reward night valued at $342.40.
Pacific Northwest
The charm of autumn isn't confined to the eastern United States. The Pacific Northwest also provides a stunning backdrop for appreciating fall colors, with some areas starting as early as September. The prime time to witness the vibrant leaves along Oregon's Columbia River is from late September to mid-October, with the hues typically lasting around two weeks.
The following Hotels.com listings are located in or around Portland, Oregon, an excellent launch point for any autumn adventure in the Pacific Northwest. Be sure to enroll in the Hotels.com Rewards program to start accumulating those stamps for reward nights.

The Benson Hotel located in Portland, OR
While Portland is Oregon's largest city, it boasts a quirky, counter-culture atmosphere (the phrase "Keep Portland weird" is a popular bumper sticker). Additionally, the city is a favored destination for food enthusiasts, offering plenty of outdoor activities nearby. Portland is just an hour and a half from Mount Hood and roughly an hour from the Columbia River Gorge, which is recognized as America's largest national scenic area.
Ideally situated near Powell's Bookstore, a must-visit attraction in Portland, The Benson Hotel is centrally located in downtown, within easy walking distance of a variety of restaurants, museums, and a waterfront park. As the largest hotel on this list with 287 rooms, it offers an array of amenities typical of a full-service hotel, including a 24-hour fitness center, along with dry cleaning and laundry services.
As a Hotels.com VIP Access property, both Gold and Silver members benefit from complimentary valet parking during their stay. Gold members also enjoy guaranteed late check-out and complimentary room upgrades based on availability.
Room rates begin at $707 per night in October, meaning a three-night stay would earn you three stamps, each valued at $707.

Skamania Lodge located in Stevenson, WA
Stevenson, Washington serves as a gateway to a variety of stunning locations, including Beacon Rock State Park, Gifford Pinchot National Forest, and Mount St. Helens. Positioned on the north bank of the Columbia River, it's perfect for activities such as white water rafting, kayaking, and windsurfing.
Skamania Lodge is nestled within the Columbia River Gorge National Scenic Area, approximately an hour's drive from Portland. Guests can rent bicycles or hike the nearby trails to fully appreciate the autumn splendor of this Pacific Northwest gem. The Columbia River is just a 20-minute stroll from the lodge, and several dining options in downtown Stevenson are located within two miles.
Room rates begin at $179 per night in early October, which means a three-night stay would earn you three stamps, each valued at $179.

Mountain cabin located in Welches, OR
Welches, Oregon is situated along the Mount Hood Scenic Byway, home to a dormant volcano and the state's highest peak. Mt. Hood features 12 glaciers and is the source of five rivers that flow into the larger Columbia River. Welches is a quaint resort town where visitors can ski, play golf, and enjoy live music, with numerous kid-friendly hiking trails available.
The Welches mountain cabin offers a pet-friendly rental that includes a hot tub and a sauna — ideal for unwinding after a day of hiking. This two-bedroom, two-bathroom accommodation can host up to six guests and is just a short walk from the 33-mile Salmon River and the Cascade Mountain Range, which extends from Northern California to British Columbia.
Room rates start at $159 per night, meaning a four-night stay would earn you four stamps, each worth $159.
Total value
In this example of a 10-day trip — spending three nights at the first two properties and four nights at the last one — you would earn a reward night valued at $329.40.
Hotels.com rewards program
Earning rewards at Hotels.com is simple: you can earn them for stays booked through the website or by using the Hotels.com® Rewards Visa® Credit Card (check rates & fees).
At Hotels.com, rewards are referred to as stamps. You earn one stamp for each paid night booked and stayed through their website or mobile app (stamps are credited within 72 hours of check-out). Each stamp corresponds to the cost of the paid night. Once you've accumulated 10 stamps, you receive a reward night equal to the average price of the 10 nights you've booked.
Here’s an example:
- You pay for five nights at $250 each (earning five stamps worth $250).
- You pay for another five nights at $150 each (earning five stamps worth $150).
- This results in a reward night valued at $200 (the average of all 10 stamps' values).
The details regarding the Hotels.com Rewards Visa have been independently gathered by Dinogo. The information provided on this page has not been reviewed or endorsed by the card issuer.
Your journey toward earning reward nights can be expedited with the Hotels.com credit card. Cardholders receive one stamp for every $500 spent, and each stamp is valued at $110. To earn the 10 stamps required for a reward night worth $110, you would need to spend $5,000 on the card.
You can also accumulate reward nights by combining paid hotel stays with credit card expenses. Here’s an example of how that might work:
- You book five nights through Hotels.com at $250 each (earning five stamps worth $250 each).
- You earn five stamps after spending $2,500 on your Hotels.com credit card (worth $110 each).
- This totals a reward night valued at $180 (the average of the 10 stamps' worth).
In addition to earning stamps for reward nights, regular customers can achieve Silver status after collecting 10 stamps in a calendar year and Gold status after gathering 30 stamps within a year. As noted with some of the previously mentioned locations, Silver and Gold members receive additional benefits when booking VIP Access properties.
VIP Access properties consistently earn top guest ratings from Hotels.com users and adhere to strict quality standards, while also providing exclusive perks for Silver and Gold members. Just keep an eye out for the VIP badge when making your reservations.
Moreover, earning stamps towards reward nights isn't the only incentive to join the Hotels.com Rewards program. All members can access instant savings through the website — just look for the "Your Secret Price" label while searching for accommodations.
These discounts can reach up to 10%, and you’ll still earn stamps on these stays — a fantastic way to maximize your benefits with Hotels.com.
In summary
With fall approaching, now is an ideal time to plan your autumn getaway to witness the changing leaves. If you're seeking a wide range of lodging options along with a rewarding loyalty program, Hotels.com has you covered.
The site features 1 million properties where you can earn stamps towards reward nights, with 500,000 of those locations allowing members to redeem their reward nights — all with no blackout dates. From opulent hotels to charming local inns and a variety of vacation rentals, you’ll easily find accommodations that fit any taste and budget.
In summary, you can't go wrong with Hotels.com.
The optimal time to witness fall foliage varies by location, but generally, the peak colors can be seen from September to early November. Regardless of your fall vacation destination, make sure to include Hotels.com as one of your first stops when planning your trip.

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