Hotels in The Berkshires - Best The Berkshires Hotels from £52 - Fully Refundable Options

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Go beyond your typical stay in The Berkshires

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Our top choices for The Berkshires hotels

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A spacious living room with large windows, a fireplace, and a variety of seating options.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

1. Vacation Village in the Berkshires

Williamstown

Guest highlights

Pool for year-round enjoyment
Clean and well-kept property
Stunning nature view from rooms

£89

includes taxes & fees

30 Sept - 1 Oct

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

A garden with wooden Adirondack chairs and a stone pathway.

2. Berkshire Mountain Lodge

Pittsfield

Guest highlights

Large pool area with hot tub
Spacious accommodations with kitchens
Safe and clean parking lot

£84

includes taxes & fees

1 Oct - 2 Oct

A building with a porch and multiple windows, surrounded by purple flowers.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A living room with a sofa, armchair, coffee table, and a patterned rug.

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Guest highlights

Board games for younger guests
Roomy, generously sized rooms

£113

includes taxes & fees

18 Oct - 19 Oct

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

A cozy library with bookshelves, a fireplace, and comfortable seating.

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

4. Berkshires Untold

Lenox

Guest highlights

Fresh coffee and tea for guests
Wonderful food and dining on offer
Convenient parking lot on-site

£125

includes taxes & fees

29 Sept - 30 Sept

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

5. The Yankee Inn

Lenox

Guest highlights

Minutes from Bousquet Ski Area
Pool area for guests
Breakfast options offered

£91

includes taxes & fees

27 Oct - 28 Oct

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A covered porch with wicker furniture and hanging flower baskets.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

6. The Red Lion Inn

Stockbridge

Guest highlights

Wonderful breakfast each morning
Beautiful pool area with robes
Excellent food options in tavern

£169

includes taxes & fees

29 Sept - 30 Sept

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lodge with a large building and a dock by a lake, surrounded by forest.

7. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Guest highlights

Beautiful location near the beach
Delicious Indian food at restaurant
Good breakfast in cosy area

£114

includes taxes & fees

29 Oct - 30 Oct

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A white two-story house with a front door, windows, and a chimney.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

8. The Old Inn On The Green

Great Barrington

£301

includes taxes & fees

29 Sept - 30 Sept

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.

An outdoor patio with wooden tables and chairs, surrounded by greenery.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

9. Gedney Farm

Great Barrington

Guest highlights

Room with a fireplace for cosy stays
Friendly staff ready to assist
Beautiful towering grounds nearby

£179

includes taxes & fees

13 Oct - 14 Oct

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

10. East Rock Inn

Great Barrington

Guest highlights

Fresh coffee and tea for guests
Clean and modern room decor
Newly remodelled building exterior

£121

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern cafe with a counter, seating area, and large windows.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Guest highlights

Great pool and hot tub area
Responsive staff on hand each day
Excellent breakfast with variety

£87

includes taxes & fees

29 Oct - 30 Oct

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

12. The Cornell Inn, Lenox & The Berkshires

Lenox

Guest highlights

Free breakfast with delicious options
Delicious food and dining on offer
Lovely location with beautiful scenery

£133

includes taxes & fees

27 Oct - 28 Oct

A building entrance with a large planter with purple flowers and a small tree.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A library with bookshelves, a television, and two armchairs.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

13. Hotel On North

Pittsfield

Guest highlights

Convenient and safe onsite parking
Excellent coffee and tea for guests
Huge and comfortable premium room

£113

includes taxes & fees

5 Oct - 6 Oct

A large, historic building with a covered porch and outdoor seating area.

A sign for the Simsbury House, indicating it is a historic building from 1820.

A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.

14. Simsbury 1820 House

Simsbury Center

Guest highlights

Short walk to quaint local shops
Delicious fresh breakfast selection
Fantastic on-site restaurant dining

£177

includes taxes & fees

29 Sept - 30 Sept

A lobby with a chandelier, a reception desk, and a sign indicating an exit.

A long wooden table with potted plants and candle holders in a modern interior setting.

A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.

15. The Litchfield Inn

Litchfield

Guest highlights

Near Litchfield Town Green
Delicious custom-made complimentary breakfast
Very comfortable beds in rooms

£290

includes taxes & fees

30 Sept - 1 Oct

A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

A spacious indoor dining area with high ceilings, large windows, and a brick wall.

A spacious lobby with a grand staircase, multiple seating areas, and a central decorative table.

16. Avon Old Farms Hotel

Avon

Guest highlights

Lovely patio and grounds
Clean and relaxing pool
Great breakfast with eggs Benedict

£184

includes taxes & fees

29 Sept - 30 Sept

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

17. Jiminy Peak Mountain Resort

Hancock

Guest highlights

Beautiful grounds with play areas
Attentive service at mealtimes

£126

includes taxes & fees

18 Oct - 19 Oct

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

A house with a stone patio and wooden stools.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

18. Little Cat Lodge

Copake Falls

Guest highlights

Delicious breakfast buffet options
Cosy beds for a restful night
Fantastic location with cosy rooms

£151

includes taxes & fees

29 Sept - 30 Sept

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden wall with a white pendant light fixture.

A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

A wooden deck with a dog silhouette against a backdrop of autumn foliage.

19. Prospect Berkshires

Egremont

Guest highlights

Welcoming and helpful staff on hand
Delicious meals at Cliff House restaurant
Gorgeous thoughtfully designed cabins

£302

includes taxes & fees

29 Sept - 30 Sept

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

20. Quality Inn Great Barrington

Great Barrington

Guest highlights

Easy parking in a spacious lot
Tasty food available on-site
Free breakfast with good options

£85

includes taxes & fees

18 Oct - 19 Oct

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Holiday Rentals in The Berkshires

Aparthotel

Berkshire Mountain Lodge

Pittsfield

"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."

Aparthotel

Vacation Village in the Berkshires

Williamstown

"Love this place for a weekend getaway."

Aparthotel

A large, multi-story house with a reflective pond in front, surrounded by stone walls and trees.

A stone bench by a calm lake with a stone wall and grass in the foreground.

A serene pond with a stone bridge, surrounded by lush greenery and a house in the background.

The Ponds at Foxhollow

Lenox

"Was a nice place to stay"

Cottage

A wooden deck with outdoor seating and a view of a forest.

A wooden cabin with a balcony, surrounded by a stone wall and a forest.

A cozy attic room with a sloped ceiling, wooden beams, a ceiling fan, and a large window with a view of the outdoors.

A cozy kitchen with wooden cabinets, a refrigerator, and a dining area with a round table and chairs.

A-frame Cabin w/ Furnished Deck in Becket!

Becket

"This cabin has absolutely everything you can think of!! Shampoo, conditioner, pots and pans, cutlery, towels, bug spray, firewood, fans, AC, even a car charger!! I was a little worried because I didn’t connect with the property manager but I had received all the check in information I needed. Absolutely no worries needed! Check in and check out was totally seamless."

Cottage

A dining area with a wooden table, white chairs, a brick column, a vase with sunflowers, and a basket with bread and tomatoes.

A two-story house with a front porch, a brick chimney, and a well-maintained garden.

An outdoor dining area with a wooden table and white chairs, surrounded by lush greenery and trees.

A cozy living room with a sofa, a coffee table, a lamp, and a framed botanical print on the wall.

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Lee

"What a charming home! The bathrooms and bedrooms were updated beautifully. The downstairs was updated enough while keeping the character."

Cottage

A cozy cabin interior with a stone fireplace, wooden walls, and large windows offering forest views.

A wooden-paneled bedroom with a bed, two wall-mounted lamps, and large windows.

A wooden cabin interior with a kitchen area, dining space, and a covered seating area.

A wooden cabin with a staircase leading up to a deck, surrounded by a forest.

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Sandisfield

"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "

Cottage

A spacious living room with a fireplace, leather sofas, a coffee table, and a dining area with a table and chairs.

A spacious living area with a stone fireplace, wooden ceiling, and large windows.

A modern kitchen with light grey cabinets, stainless steel appliances, and a large window providing a view of greenery.

A sign for Balderdash Cellars with a wooden fence, a tree, and a parking lot in the background.

3 Acres, Mtn Views, Hot Tub, Steps to Winery

Richmond

"This home is exceptional in all respects --beautifully situated on lovely property, well located in southern Berkshires. Newly remodeled. Great outdoor space. Fabulous kitchen with new appliances, extremely well-outfitted. Host easily accessible. Exceeded all expectations. Would definitely return if plans allow."

Cottage

A spacious living room with a large wooden dining table surrounded by chairs, a sofa, and a coffee table. A kitchen with modern appliances and cabinets is visible in the background.

A two-story house with a front porch, a small garden area with rocks, and a lawn.

A bathroom with a sink, mirror, and towel rack.

An outdoor seating area with four chairs and a table, surrounded by a gravel patio, a wooden deck, and a grassy lawn.

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls

"We had a great stay! We will definitely be back again."

Apartment

A two-story house with a stone patio, outdoor seating, and a grill.

A dining area with a wooden table and chairs, a bookshelf, and large windows with curtains.

A small, rustic cabin with a stone foundation and a wooden structure covered in climbing vines.

A spacious living room with a blue sofa, a red armchair, and a wooden dining table.

Vacation Rental Home in the Berkshires!

Williamstown

"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "

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Stay near popular The Berkshires attractions

A hillside with autumn-colored trees and five wind turbines against a blue sky with clouds.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)

Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.

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A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)

Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.

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A historic building with ivy-covered brick walls, a large lawn, and a clear blue sky.

Williams College

9.4/10 (534 reviews)

Williams College offers a prestigious liberal arts education amid the scenic Berkshire Mountains. Visitors can explore the renowned Williams College Museum of Art and attend public lectures in this intellectual haven.

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A building with 'MASS MoCA' written on it, surrounded by greenery and hills.

Massachusetts Museum of Contemporary Art

9.4/10 (246 reviews)

This converted factory houses one of America's largest contemporary art museums. Wander through MASS MoCA's vast industrial galleries to experience thought-provoking works that transcend artistic boundaries.

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A calm river surrounded by autumn foliage.

Norman Rockwell Museum

9.4/10 (347 reviews)

This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.

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A tall, conical tower with a spherical top, surrounded by a grassy field and a stone staircase leading up to it.

Mount Greylock

9.4/10 (180 reviews)

Massachusetts' highest peak rewards hikers with panoramic views stretching 90 miles on clear days. Explore the Appalachian Trail segment or stay overnight at the historic Bascom Lodge for a summit sunrise experience.

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Ski Butternut

9.0/10 (134 reviews)

Ski Butternut offers 22 diverse trails across 110 acres of terrain suitable for all skill levels. Morning visits reward skiers with freshly groomed slopes and the satisfaction of first tracks.

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National Shrine of the Divine Mercy

9.0/10 (83 reviews)

This serene sanctuary in the Berkshire Mountains is a centre for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.

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Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

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A large white building with multiple chimneys, surrounded by lush gardens with various flowers.

Top The Berkshires Hotel Reviews

The Red Lion Inn

10/10 Excellent

"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."

The Yankee Inn

10/10 Excellent

"Nice room. Exceptionally clean. Great staff"