Top Resorts in The Berkshires
Find the Top Resorts in The Berkshires – 50+ Quality Options from Leading Providers
21-40 out of 52 resorts
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Motel
8.6
Great119119 reviews10
From
US$ 59
/night
- Ski package for Jiminy Peak tickets
- Heated pool for summer relaxation
- Delightful decor and comfortable rooms
Inn
8.4
Great103103 reviews10
From
US$ 71
/night
- Free continental breakfast every morning
- Exercise room with various equipment
- 24-hour reception for convenience
8.4
Great312312 reviews10
- Indoor Pool
- Outdoor Hot Tub
- Game Room
From
US$ 135
/night
- Stunning views of Jiminy Peak ski area
- Heated indoor and outdoor swimming pools
- Family activities and entertainment options
Inn
8.4
Great5252 reviews10
- Gourmet Breakfast
- Wine Hour
- Kayaking
From
US$ 513
/night
- Daily wine and cheese hour by the lake
- Complimentary gourmet breakfast with local ingredients
- Access to kayaking and paddleboarding facilities
Hotel
8.0
Great8989 reviews10
- Themed Rooms
- Outdoor Fire Pits
- Homemade Breakfast
From
US$ 150
/night
- Unique themed rooms with local decor
- Homemade breakfast with local ingredients
- Beautiful gardens and outdoor fire pits
Inn
8.4
Great8080 reviews10
- Skiing
- Free Parking
- Air Conditioning
From
US$ 99
/night
- On-site skiing for adventure seekers
- 24-hour security for guest safety
- Express check-in and check-out service
Hotel
8.2
Great2828 reviews10
- Restaurant
- Bar
- Private Parking
From
US$ 103
/night
- On-site restaurant and bar for dining
- Air-conditioned rooms with private bathrooms
- Free private parking included
Resort
8.4
Great4141 reviews10
- Indoor Pool
- Hot Tub
- Fitness Centre
From
US$ 246
/night
- Indoor and seasonal outdoor pools
- On-site fitness centre and sauna
- Bicycle rental and fishing activities
Bed & Breakfast
8.2
Great6262 reviews10
- Cozy Library
- Guest Kitchen
- Beautiful Gardens
From
US$ 109
/night
- Gourmet breakfasts with unique recipes
- Cozy library with fireplace
- Personalized welcome for pets
Motel
8.2
Great8989 reviews10
- Ski storage
- Cozy Garden
- Children's playground
From
US$ 148
/night
- Ski storage and waxing area available
- On-site Cozy Garden Restaurant serves American food
- Children's playground for family fun
8.2
Great5555 reviews10
- Indoor Pool
- Fitness Center
- Business Center
From
US$ 484
/night
- Indoor pool with Jacuzzi for relaxation
- Complimentary hot breakfast for guests
- 24-hour fitness center for active travelers
8.0
Great105105 reviews10
- Indoor Pool
- Fitness Center
- On-site Dining
From
US$ 99
/night
- Largest event facility in the Berkshires
- Indoor heated pool with bright atmosphere
- Kids stay and eat free
8.4
Great3030 reviews10
- Bar lounge
- Sun terrace
- Air conditioning
From
US$ 254
/night
- On-site bar and lounge area
- Activities like skiing and cycling
- Sun terrace for relaxation
7.4
Very good2828 reviews10
- Indoor Pool
- Fitness Center
- Business Center
From
US$ 189
/night
- Indoor pool for year-round relaxation
- Complimentary hot breakfast options daily
- Friendly staff enhancing guest experience
8.4
Great5050 reviews10
- Indoor Pool
- Whirlpool
- Bistro
From
US$ 319
/night
- Electric car charging stations available
- Fire pit area for guest relaxation
- On-site restaurant with quality food
Bed & Breakfast
8.4
Great3939 reviews10
- Antique furnishings
- Communal areas
- Themed rooms
From
US$ 272
/night
- Historic building with Victorian charm
- Personalized breakfast made to order
- Beautiful gardens with tranquil spaces
8.6
Great9191 reviews10
- Indoor Pool
- Fitness Center
- Game Room
From
US$ 209
/night
- Family-friendly amenities and activities
- Engaging local staff with personalized service
- Large indoor pool and hot tub
Bed & Breakfast
8.4
Great5757 reviews10
- Gourmet Breakfast
- Historic Tours
- Charming Common Areas
From
US$ 171
/night
- Historical charm with famous past guests
- Chef-crafted gourmet breakfast daily
- Themed rooms reflecting local history
Motel
8.6
Great8282 reviews10
- Barbecue Area
- Picnic Area
- Playground
From
US$ 70
/night
- Close to Tanglewood Music Festival
- Family-friendly outdoor picnic area
- On-site barbecue facilities available
8.4
Great6161 reviews10
- Outdoor pool
- Group bookings
- Cable TV
From
US$ 79
/night
- Outdoor pool for family fun
- Close to Tanglewood and skiing
- Group travel booking available
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