Hotels in Berkshires

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Top-rated hotels in Berkshires

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Guest favorite
An outdoor area is illuminated by string lights, creating a warm ambiance. Several wooden Adirondack chairs are arranged around a central fire pit. The grassy space is bordered by a low building, featuring large windows and a welcoming exterior.
Hotel room in Copake
4.91 out of 5 average rating, 115 reviews

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Guest favorite
A serene sleeping area features a spacious bed with a light quilt and coordinating pillows. Soft light emanates from bedside lamps on dark nightstands. A wooden bench sits at the foot of the bed, while a large window offers views of the exterior.
Hotel room in Hunter
4.93 out of 5 average rating, 27 reviews

Perfect Lodge /w Gameroom Center of Hunter MT 3

Matterhorn's Lodge is located right in front of Hunter Mountain, with every unit having Hunter Mountain Trails Views right from there window!! Making it the perfect destination for a truly indulgent getaway with family & friends!Step into a world of relaxation. Catskills also has some of the best hiking trails in North America! Game Room added!! We are located only 7 mins from historical Tannersville. Just 10 minutes from North South Lake one of the most popular destinations in North America.

Top guest favorite
A cozy suite is showcased with a spacious bed featuring decorative pillows and a textured blanket. A comfortable seating area is provided with a sofa and chairs. Natural light filters through large windows, and decorative plates adorn the wall above the bed.
Hotel room in Kingston
4.97 out of 5 average rating, 100 reviews

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Guest favorite
The rustic timber structure is surrounded by a vibrant forest, showcasing autumn foliage in shades of gold and red. Large, multi-pane windows provide a view of the inviting interior, while a welcoming porch extends from the front entrance.
Private room in Sheffield
4.98 out of 5 average rating, 56 reviews

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Superhost
A resort-style building features three levels with balconies, framed by lush green grass and a serene pond reflecting the structure. The surrounding area is dotted with a few rocks and landscaping, creating a peaceful outdoor environment.
Hotel room in Lee
4.85 out of 5 average rating, 13 reviews

Great place for family |2 BD|Kitchen| Pool

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Top guest favorite
A three-story building is set amidst a grassy area with scattered rocks. A small pond reflects the clear sky and nearby greenery, enhancing the serene landscape that surrounds the resort.
Hotel room in Lee
5 out of 5 average rating, 13 reviews

Beautiful place|2 BD|Kitchen| Pool

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge .

Guest favorite
The resort area showcases a multi-story building, surrounded by green grass and landscaping. A small pond reflects the structure, while rocks line the water's edge. Trees provide additional greenery, creating a serene outdoor setting.
Hotel room in Lee
4.93 out of 5 average rating, 42 reviews

Great Place |2 BD|Kitchen| Pool 

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Guest favorite
A cozy sleeping area features a spacious bed with a floral-patterned coverlet. There are two bedside tables, each topped with lamps. The room is flanked by windows dressed with plaid curtains, while framed artwork adorns the walls, adding a welcoming touch.
Hotel room in Cummington
4.82 out of 5 average rating, 100 reviews

Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

Top guest favorite
A view through a window showcases a rustic green barn surrounded by vibrant autumn foliage. Orange and yellow leaves blanket the ground, while tall trees frame the scene. Clear blue sky enhances the serene atmosphere, inviting a connection with nature.
Casa particular in New Paltz
4.96 out of 5 average rating, 140 reviews

Hidden Barn Farm Stay Apartment

Secluded feeling and charming, rustic barn apartment located on a working sheep and poultry homestead. Immediately convenient to Minnewaska Cliffs, Mohonk trails, pick your own orchards, vineyards, and the charming towns of New Paltz and Gardiner. Perfect for climbers, hikers, leaf peepers, and farm lovers. Chickens, ducks, and geese wander the property filling it with a symphony of farm sounds. Our flock of friendly sheep is always open to pets and chin scratches.

Top guest favorite
A view from a cozy sleeping area is shown, framed by a large window with white trim. A textured blanket covers the bed, complemented by soft pillows in shades of pink and blue. The exterior view features a brick building and a glimpse of outdoor space.
Hotel room in Hudson
4.93 out of 5 average rating, 139 reviews

Nest Hudson Boutique Hotel - Two Bedrooms

This is a 2 bedroom suite. Stay in a beautiful, modern and stylish private suite at Nest Hudson, a newly renovated boutique situated in a charming 100-year-old home. Lounge in the chic rooms featuring hardwood floors and bold blues before heading out the comfortable shared backyard, rocking chair front porch or enjoy a complimentary coffee/tea and relax on the back deck. There are 5 private, well-appointed suites available ideally located in the heart of town.

A living room area features two blue chairs positioned around a rustic wooden table. A collection of records is organized on a shelf beneath a colorful wall art piece. Speakers and a globe are visibly included, creating a cozy and inviting space.
Casa particular in Mount Tremper
5 out of 5 average rating, 4 reviews

The Pines Lodge in the Catskills

Come stay in our cozy Catskills Lodge! With five bedrooms and a full kitchen, a games- and record-filled living room, a large private porch and firepit, The Lodge is perfect any time of year. Situated on 3.5 acres with an acre on the Little Beaver Kill, and located between Woodstock and Phoenicia, we're the perfect Catskills retreat. The Pines Restaurant and Bar is open to enjoy Wed - Sun evenings with live music 7pm to 9pm every Wednesday.

Guest favorite
Private room in Townshend
4.92 out of 5 average rating, 26 reviews

Brook View Room at River & Rye in Jamaica, VT

River & Rye is an inn, restaurant, bar, and gathering place in the center of Jamaica's village. The inn, a renovated 1820s farmhouse, has six bedrooms with minimalist Scandinavian design, gorgeous stone and tile bathrooms, and access to beautiful views no matter the season. The inn is connected to our restaurant and bar, which offers Americana classics and crafted cocktails, and features produce, cheese, and meats from local farmers.

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