The Ideal Three-Day Getaway in Manchester, Vermont

Whether you’re seeking a peaceful retreat or an adventure on the slopes, the charming town of Manchester, Vermont, ranks among the top year-round spots in the state. Just under a four-hour drive from Manhattan and three hours from Boston, Manchester is a convenient choice for a three-day weekend. Its picturesque streets capture the essence of small-town Vermont, complete with white church steeples, local breweries, excellent dining, vibrant art galleries, top-notch Vermont accommodations, and a plethora of attractions. In winter, Manchester turns into a snow-covered ski haven, while in spring, summer, and fall, it evolves into a bustling hub for arts and hiking. Here are some suggestions for enjoying a long weekend, regardless of the season.

Day 1

Check into the Kimpton Taconic Hotel, a modern property that captures the essence of a classic New England resort. If you arrive in the early afternoon, drop off your luggage and explore the town using one of the hotel's complimentary bikes, or take a leisurely walk. Wander around the town center, shop at Manchester Designer Outlets, or visit the charming local shops. Wrap up your afternoon at the renowned Northshire Bookstore, housed in the historic Colburn House, a former stagecoach inn. Get lost in a rare book or peruse the unique photo books available.

Since it's your first evening, consider relaxing at the Taconic for the rest of the night. The hotel’s rustic-chic restaurant, The Copper Grouse, is one of the area's top dining spots, featuring seasonal and locally sourced ingredients. Start with the cheese and charcuterie board paired with one of the signature cocktails or craft beers. You can enjoy your meal by the fireplace in the lounge or take your drinks outside to the fire pit. The menu changes each season, but the Wagyu burger is always a crowd favorite.

Day 2

After a refreshing night's sleep, head over to the beloved Up for Breakfast. True to its name, this quaint eatery is located on the second floor of an old building. Known for its hearty breakfasts and brunches, it’s the perfect spot for a filling omelet or the famous morning glory pancakes topped with hot Vermont maple syrup. Arrive early to avoid a wait, as they don’t accept reservations or credit cards.

Once you're fully satisfied, hop in the car and make your way to Bromley Mountain. If you're visiting in the summer, enjoy the alpine slide that stretches two-thirds of a mile down the mountain. The resort also boasts one of Vermont's longest zip lines for those seeking thrills. In the fall, the chairlift opens for leaf peepers. During winter, snow enthusiasts can arrive early to purchase a half-day ski pass. While Bromley may be smaller than nearby resorts like Stratton and Stowe, you’ll find minimal lift lines, and the south-facing slopes stay warmer even in frigid temperatures.

Feeling worn out after a busy morning? Head back toward town and spend the afternoon at the Southern Vermont Arts Center. Open year-round, it showcases a wide array of artworks, from outdoor sculptures to photographs, abstract art, Cubist portraits, and traditional landscapes. Take a break at the Curate café for a bite to eat. The menu is straightforward yet fresh, featuring salads, artisanal sandwiches, flatbreads, and dinner options. Be sure to call ahead, as the café is open Thursday to Sunday and requires reservations. If you're still craving the outdoors, the property boasts extensive hiking trails, including the Boswell Botany Trail.

Manchester exudes a laid-back vibe, making a relaxed evening feel just right after a day full of adventures. Enjoy dinner at the Chop House inside The Equinox Golf Resort and Spa, then unwind at the resort's Falcon Bar with a nightcap and some live music. Alternatively, skip the drinks and relax in a porch chair while stargazing back at The Copper Grouse.

Day 3

When you're in Vermont, indulging in a classic American diner experience is a must. Bob’s Diner is the perfect spot for a hearty breakfast. Forget about avocado toast and chai lattes; Bob’s serves up traditional fare. This iconic diner offers everything from eggs over easy with buttered toast and a cup of black coffee to mini buttermilk pancakes topped with melted butter and powdered sugar. You'll feel like you've stepped back in time, with its steel countertops, red cushioned barstools, and a colorful 1950s jukebox.

After your meal, drive north on Route 7 for about 20 minutes to Mountain View Ranch for some leisurely horseback riding. Vermont is famous for its scenic trail rides, and experiencing the mountain views and rolling farmlands from horseback is a must. Depending on your experience and comfort level, you can choose from private or group rides lasting one to two hours. They also offer special sessions like the Sunset Ride. In winter, when the trails are covered in snow, the ranch provides sleigh rides. Climb aboard, snuggle under a plaid blanket, and enjoy a trip to a campsite, complete with cold-weather treats like hot chocolate.

By noon, it's time to return the horses to the stable and drive back to Manchester for lunch at Depot 62. This Turkish/Mediterranean restaurant is located inside a charming antiques shop, featuring private tables by the windows and a copper communal table in the center. The menu focuses on brick-oven pizzas, lamb kebabs, and baklava — a refreshing twist on classic Vermont cuisine.

Spend your final afternoon diving into history at the renowned Hildene house, the former estate of Robert Lincoln, son of President Abraham Lincoln, and his wife, Mary. The estate spans over 400 acres and includes formal gardens, a carriage barn, and many other fascinating features. One standout exhibit in the 1905 Georgian Revival mansion is President Lincoln’s stovepipe hat. The estate also boasts a beautifully restored 1903 Pullman Sunbeam train car, as Robert Lincoln was president and chairman of the Pullman Company until his death in 1926. Visitors can traverse more than 12 miles of trails on the property, even in winter when they open for cross-country skiing and snowshoeing.

To wrap up your perfect three-day getaway, enjoy a blend of old and new Vermont with dinner at Silver Fork, operated by a husband-and-wife duo. Housed in an elegant former library, the art-filled restaurant features a bar crafted from wood salvaged from its bookshelves, alongside a bright dining room in a 1964 wing designed by Buckminster Fuller. The eclectic, globally inspired menu changes daily, depending on the chef's creativity and market finds. (Tip: The Silver Fork is closed on Sundays and Mondays, so if your last day in Manchester falls on a Sunday, consider swapping this with your dinner at The Copper Grouse.)