Don’t let anyone tell you to avoid New England in winter! Sure, it gets cold, but the beauty is unmatched this time of year. Plus, with summer and fall crowds gone, it’s the perfect time to explore. If you’re planning a weekend trip near Boston, you’re in for a treat. COVID-19 safety measures mean you can enjoy a responsible escape, making it easy to appreciate all New England has to offer.
Whether you’re craving an alpine adventure, a refreshing ocean walk, or a cozy countryside retreat, there are plenty of options for your weekend trip near Boston. We’ve rounded up some of the best winter getaways to inspire your next weekend trip near Boston. Get ready for some R&R in the winter wonderland right at your fingertips!
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8 Must-Visit Destinations for an Unforgettable Weekend Trip Near Boston
Omni Mount Washington
The Omni Mount Washington Resort in Bretton Woods, New Hampshire, is a must-see for any weekend trip near Boston. This grand hotel just got even better with new updates in 2020, including Old World-style dining rooms and an upcoming expansion of the luxurious Presidential Wing. Set against the stunning White Mountains, the hotel offers breathtaking views and is right next to Bretton Woods, the largest ski resort in New Hampshire. Whether you’re hitting the slopes or just relaxing in luxury, it’s the perfect escape for your weekend trip near Boston. Ready for an unforgettable getaway? Book now!
The Lodge at Spruce Peak
For a luxury weekend trip near Boston, The Lodge at Spruce Peak in Stowe, Vermont, is a dream. Located at Stowe Mountain Resort, this ski-in, ski-out haven means no hauling gear—just valet your car and forget about it until you leave. After a day on the slopes, book a spa session with treatments like CBD or cryotherapy massages to soothe your tired legs. Ready for après-ski? Head to the Whistlepig Pavilion, where private dining pergolas and a Barrel-Aged Old Fashioned await. Pair that with some delicious raclette, and you’ve got the ultimate après-ski experience, just a short trip from Boston!
Tourists Hotel: The Perfect Weekend Trip Near Boston
Looking for a trendy weekend trip near Boston? Check out Tourists Hotel in North Adams, Massachusetts. This sleek, modern hotel brings a fresh vibe to the traditional Berkshires, with minimalist design and an “art and adventure coordinator” on staff to guide you to the best local spots. Located close to cross-country ski trails and the Appalachian Trail, it’s perfect for winter hikes. Art lovers will enjoy the proximity to top-notch museums like Mass MoCA and the Clark Institute, where you can explore the new Ground/work outdoor sculpture exhibit. Whether you’re seeking adventure or art, this hidden gem is ideal for a weekend trip near Boston.
Field Guide Lodge
For an affordable weekend trip near Boston, Field Guide Lodge in Stowe, Vermont, is the perfect spot. With a free shuttle to Stowe Mountain, this cozy boutique hotel blends midcentury style with Scandinavian charm and Vermont cabin vibes. With only 30 rooms, you’ll enjoy a much more intimate experience compared to larger resorts. After a day on the slopes or exploring the outdoors, relax by the communal fireplace in the lobby or dive into a board game with friends. If you’re looking for a laid-back, stylish getaway, this is the ultimate place for your next weekend trip near Boston!
Inn at Hastings Park
Tired of long drives on icy roads? The Inn at Hastings Park in Lexington, Massachusetts, is just a quick 25-minute ride from Back Bay, making it an ideal choice for a cozy weekend trip near Boston. This charming inn features 22 uniquely designed guest rooms with local touches like artisan wallpapers and hand-woven blankets.
This winter, enjoy outdoor dining in private igloos for a magical, socially distant experience under the stars. It’s close enough for a quick overnight getaway but special enough to feel like a true retreat. Don’t miss the award-winning Town Meeting Bistro, where the Berkshire Pork Chop with bourbon apple-braised kale is a must-try. If you’re seeking a delightful escape, the Inn at Hastings Park is the perfect destination for your weekend trip near Boston! BOOK NOW!
Blue Hill Inn: Your Cozy Weekend Trip Near Boston Awaits
While many coastal towns in Maine close for winter, Blue Hill Inn stays open year-round, making it a perfect spot for a weekend trip near Boston. Located on the beautiful Blue Hill Peninsula, this charming inn offers 11 cozy guest rooms that are ideal for a winter escape. As the weather cools, the area comes alive with activities like cross-country skiing, ice fishing, cooking classes, craft fairs, and sleigh rides. You can also take peaceful winter walks along the beach. If you prefer a quieter experience, relax in your room next to a warm wood-burning fireplace. Whether you’re seeking adventure or relaxation, Blue Hill Inn is the ultimate destination for your memorable weekend trip near Boston!
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Kimpton Taconic
Looking for a fun weekend trip near Boston that everyone can enjoy? The Kimpton Taconic in Manchester, Vermont, is perfect for both skiers and non-skiers. While there are three amazing ski resorts within an hour’s drive, the hotel’s location offers plenty for those who prefer exploring.
Stroll through art galleries, visit historic sites, or shop at local boutiques—all just a short walk away. After a day of adventure, treat yourself to a delicious meal at the Taconic’s restaurant, Copper Grouse. They focus on local ingredients, featuring dishes like Vermont beef and artisanal cheeses that will leave you satisfied. Whether you hit the slopes or explore the town, the Kimpton Taconic is your ideal destination for a memorable weekend trip near Boston! BOOK NOW
Castle Hill Inn: Experience Newport’s Winter Magic on Your Weekend Trip Near Boston
Have you ever visited Newport in the winter? It’s just like the Hamptons but without the crowds! Castle Hill Inn, a stunning hotel dating back to 1875, is a fantastic choice for a weekend trip near Boston during the off-season. While some restaurants might be closed, you’ll enjoy the peace and beauty of the landscape.
This year, the inn is staying open all winter, offering dining and accommodations every weekend at rates that are half to one-third of summer prices. Treat yourself to a stay in one of the charming Beach Houses, complete with gas fireplaces, luxurious King beds, and elegant French doors that open to breathtaking views of the Atlantic Ocean. Whether you’re looking to relax by the fire or explore the coast, Castle Hill Inn is the perfect destination for a memorable weekend trip near Boston! BOOK NOW!
