You can save up to 15% on over 100,000 hotels
Become a member for free
You can save up to 15% on over 100,000 hotels
Become a member for free
The Berkshires, nestled in the picturesque highlands of western Massachusetts, offer a serene escape for travelers seeking both relaxation and adventure. Known for their stunning natural beauty, the Berkshires are a haven for outdoor enthusiasts and culture lovers alike. Visitors can explore charming towns like Lenox and Lee, which are renowned for their quaint accommodations and vibrant arts scene. Lenox, in particular, is home to the famous Tanglewood Music Center, a must-visit for music aficionados.
For those interested in history and architecture, the region boasts landmarks such as the Norman Rockwell Museum and the historic estates of The Mount and Naumkeag. Outdoor activities abound, with opportunities for hiking in the Appalachian Trail, skiing in the winter months, and enjoying the lush landscapes of the Berkshire Botanical Garden. Whether you're seeking a peaceful retreat or an action-packed getaway, the Berkshires provide a perfect backdrop for an unforgettable stay.
See the latest prices and deals by choosing your dates

Lodge in Hudson Valley, Copake · 21.05 mi from centre
9.0
110 reviews
With a stay at the Alander in Copake, you'll be within a 5-minute drive of Taconic State Park and Callan Family Care. This lodge is 2.4 mi (3.9 km) from Copake Town Hall and 2.5 mi (4 km) from Copake Town Park.

Hotel in Western Massachusetts, Westfield · 21.33 mi from centre
7.2
760 reviews
Breakfast available
With a stay at Quality Inn Westfield - Springfield, you'll be centrally located in Westfield, within a 15-minute drive of Big E and General Wareham Park. This hotel is 15.2 mi (24.4 km) from Six Flags New England and 11.6 mi (18.6 km) from Eastern States Exposition.

Villa in Hudson Valley, East Chatham · 22.03 mi from centre
Providing a garden, Stylish Rural Sanctuary Perfect for Every Season! offers accommodations in East Chatham. This property offers access to a terrace and free private parking. Norman Rockwell Museum is 15 miles away and Tanglewood Musical Center is 15 miles from the villa.
With free Wifi, this 3-bedroom villa provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a fridge and kitchenware. Featuring air conditioning, this unit has a dressing room and a fireplace. The accommodation is non-smoking.
Tanglewood is 15 miles from the villa, while Cranwell Spa & Golf Club is 21 miles away. Albany International Airport is 37 miles from the property.

Holiday home in Connecticut, Granby · 22.11 mi from centre
8.0
1 review
Lakefront Granby Escape with Private Dock and Kayaks! offers accommodations in Granby, 16 miles from Elizabeth Park and 17 miles from Mark Twain House. The property is around 15 miles from Eastern States Expo Center, 15 miles from The Big E, and 15 miles from University of Hartford. Free Wifi is available throughout the property and Wintonbury Hills Golf Course is 10 miles away.
The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area.
Comcast Theatre is 21 miles from the vacation home, while XL Center is 21 miles away. Bradley International Airport is 6.8 miles from the property.

Hotel in Dutchess County, Millerton · 23.58 mi from centre
8.0
4 reviews
Breakfast available
With a stay at The Millerton Inn in Millerton, you'll be a 3-minute walk from North East Town Hall and 7 minutes by foot from Millerton Village Hall. This hotel is 0.4 mi (0.7 km) from Harlem Valley Rail Trail and 1.2 mi (1.9 km) from Taconic State Park.

Holiday home in Hampshire County, Williamsburg · 24.33 mi from centre
9.0
2 reviews
20 miles from Hampshire College in Williamsburg, Pet-Friendly Cabin with Fire Pit, BBQ and Great Deck! features accommodations with access to a spa center. Free Wifi is available throughout the property and Amherst College is 20 miles away.
The air-conditioned vacation home is composed of 2 separate bedrooms, 2 living rooms, a fully equipped kitchen with an oven and microwave, and 1 bathroom. Towels and bed linen are available in the vacation home. The property has an outdoor dining area.
Beneski Museum of Natural History is 21 miles from the vacation home, while East Village Historic District is 21 miles from the property. Bradley International Airport is 40 miles away.

Apartment in Western Massachusetts, Holyoke · 26.64 mi from centre
Studio - Victory Residence offers accommodations in Holyoke, 10 miles from Eastern States Expo Center and 10 miles from The Big E.
The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with a microwave and a fridge, and 1 bathroom. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance.
Amherst College is 16 miles from the apartment. Bradley International Airport is 19 miles away.

Hotel in Western Massachusetts, West Springfield · 27.15 mi from centre
7.6
793 reviews
With a stay at Comfort Inn & Suites West Springfield in West Springfield, you'll be a 5-minute drive from Big E and 8 minutes from MGM Springfield. This hotel is 8 mi (12.9 km) from Six Flags New England and 4.4 mi (7.1 km) from Eastern States Exposition.

Hotel in Western Massachusetts, West Springfield · 27.72 mi from centre
7.4
19 reviews
Located in West Springfield, Baldwin Inn & Suites, SureStay Collection by Best Western is in the business district, within a 5-minute walk of Storrowton Village Museum and Eastern States Exposition. This hotel is 1.8 mi (2.9 km) from MassMutual Center and 1.9 mi (3 km) from MGM Springfield.

Hotel in Western Massachusetts, West Springfield · 27.73 mi from centre
7.1
69 reviews
Located in West Springfield, a 3-minute walk from Eastern States Expo Center, Baldwin Inn & Suites, SureStay Collection by Best Western provides accommodations with free WiFi and free private parking. The property is around a 3-minute walk from The Big E, 20 miles from Wintonbury Hills Golf Course and 26 miles from Amherst College. Wadsworth Atheneum is 27 miles away and Mark Twain House is 28 miles from the hotel.
Staff at the hotel are available to give information at the 24-hour front desk.
Comcast Theatre is 26 miles from Baldwin Inn & Suites, SureStay Collection by Best Western, while XL Center is 27 miles away. Bradley International Airport is 11 miles from the property.

Apartment in The Berkshires, Hancock · 27.78 mi from centre
7.7
6 reviews
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor offers accommodations in Hancock, 21 miles from Tanglewood Musical Center and 21 miles from Tanglewood. The air-conditioned accommodation is 20 miles from Cranwell Spa & Golf Club. The apartment features parking on-site, an outdoor swimming pool, and an elevator.
With free Wifi, this 1-bedroom apartment provides a cable TV and a kitchen with a dishwasher and microwave. Towels and bed linen are provided in the apartment. The accommodation is non-smoking.
The apartment also offers an indoor pool and a fitness center for guests to relax in.
Norman Rockwell Museum is 27 miles from 1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor, while Rensselaer Polytechnic Institute is 27 miles away. Albany International Airport is 34 miles from the property.

Apartment in The Berkshires, Hancock · 27.78 mi from centre
10.0
2 reviews
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor offers accommodations in Hancock, 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center. With mountain views, this accommodation provides a swimming pool. Tanglewood is 21 miles away and Norman Rockwell Museum is 27 miles from the apartment.
With free Wifi, this 1-bedroom apartment offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the apartment. The accommodation is non-smoking.
Rensselaer Polytechnic Institute is 27 miles from the apartment, while Bennington Battle Monument is 29 miles from the property. Albany International Airport is 34 miles away.

Apartment in The Berkshires, Hancock · 27.78 mi from centre
9.2
20 reviews
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 offers accommodations in Hancock, 21 miles from Tanglewood Musical Center and 21 miles from Tanglewood. The air-conditioned accommodation is 20 miles from Cranwell Spa & Golf Club. The apartment provides parking on-site, an outdoor swimming pool, and an elevator.
With free Wifi, this 1-bedroom apartment features a cable TV and a kitchen with a dishwasher and oven. Towels and bed linen are available in the apartment. The accommodation has a fireplace.
The apartment also offers an indoor pool and a fitness center for guests to relax in.
Norman Rockwell Museum is 27 miles from Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4, while Rensselaer Polytechnic Institute is 27 miles from the property. Albany International Airport is 34 miles away.

Apartment in The Berkshires, Hancock · 27.81 mi from centre
7.6
10 reviews
Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak offers accommodations in Hancock, 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center. The property is around 21 miles from Tanglewood, 27 miles from Norman Rockwell Museum, and 27 miles from Rensselaer Polytechnic Institute. The apartment provides parking on-site, an outdoor swimming pool, and an elevator.
With free Wifi, this 1-bedroom apartment features a cable TV and a kitchen with a microwave and fridge. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance.
The apartment also offers an indoor pool and a fitness center for guests to relax in. Guests can relax in the garden at the property.
Bennington Battle Monument is 29 miles from Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak, while Albany-Rensselaer Amtrak is 29 miles from the property. Albany International Airport is 34 miles away.

Bed & breakfast in The Berkshires, Cheshire · 28.39 mi from centre
9.6
35 reviews
Breakfast available
Located in Cheshire, Harbour House Inn is in the mountains, a 3-minute drive from St Mary's of the Assumption Church and 6 minutes from Adams Theater. This bed & breakfast is 14.2 mi (22.8 km) from Jiminy Peak Mountain Resort and 2.8 mi (4.4 km) from Mount Greylock State Reservation.

Caravan park, campground in The Berkshires, Williamstown · 29.48 mi from centre
Breakfast available
With a stay at Huttopia Berkshires in Williamstown, you'll be within a 10-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster. This campground is 3.3 mi (5.3 km) from Alpine Super Slide and 6.8 mi (11 km) from Taconic Ridge State Forest.

Motel in The Berkshires, New Ashford · 29.85 mi from centre
8.6
40 reviews
Breakfast available
With a stay at The Springs Motel in New Ashford, you'll be in the mountains, within a 15-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation. This motel is 2.8 mi (4.5 km) from Brodie Mountain and 4.5 mi (7.3 km) from Mountain Coaster.

Hotel in The Berkshires, Williamstown · 31.04 mi from centre
9.0
532 reviews
Breakfast available
Located in Williamstown, Berkshire Valley Inn is in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Williamstown Theatre Festival. This hotel is 5.3 mi (8.5 km) from Waubeeka Golf Links and 8.5 mi (13.7 km) from Mount Greylock State Reservation Visitor Center.

Motel in The Berkshires, Williamstown · 31.06 mi from centre
9.3
48 reviews
Breakfast available
Located in Williamstown, 23 miles from Cranwell Spa & Golf Club, Berkshire Valley Inn has accommodations with a seasonal outdoor swimming pool, free private parking, a shared lounge and barbecue facilities. 23 miles from Tanglewood Musical Center and 23 miles from Tanglewood, the motel provides a ski pass sales point. Guests can have a drink at the snack bar.
The rooms come with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a desk. With a private bathroom equipped with a hairdryer, rooms at the motel also feature free WiFi, while certain rooms have a mountain view. The rooms have a closet.
American and gluten-free breakfast options are available at Berkshire Valley Inn.
The accommodation has a sun terrace. Guests at Berkshire Valley Inn will be able to enjoy activities in and around Williamstown, like skiing.
Bennington Battle Monument is 24 miles from the motel, while Norman Rockwell Museum is 29 miles from the property. Albany International Airport is 37 miles away.

Bed & breakfast in The Berkshires, Adams · 31.46 mi from centre
9.0
89 reviews
Located in Adams, The Trail in Adams - Berkshires’ Art Hotel is in the mountains, just a 4-minute walk from Adams Theater and a 2-minute drive from Susan B. Anthony Birthplace Museum. This bed & breakfast is 5.8 mi (9.4 km) from Massachusetts Museum of Contemporary Art and 11.1 mi (17.8 km) from Williams College.