Top Resorts in The Berkshires

Find the Top Resorts in The Berkshires – 30+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-35 out of 35 resorts
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Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.2
Great28 reviews
From   US$ 103 /nightSelect
  • On-site restaurant and bar for dining
  • Air-conditioned rooms with private bathrooms
  • Free private parking included
8.4
Great101 reviews
From   US$ 89 /nightSelect
  • Heated outdoor pool with mountain views
  • Charming gardens enhance relaxation experience
  • Personalized local recommendations from owners
8.6
Great167 reviews
  • Indoor Pool
  • Jacuzzi
  • Meeting Rooms
From   US$ 139 /nightSelect
  • Rooms with jacuzzi tubs for relaxation
  • Cozy setting near Tanglewood concerts
  • Indoor pool and hot tub available
Bed & Breakfast
8.4
Great56 reviews
  • In-room kitchen
  • Pet amenities
  • Outdoor fire pits
From   US$ 358 /nightSelect
  • Unique in-room breakfast with local options
  • Complimentary local wine on arrival
  • Private patios for outdoor relaxation
8.4
Great53 reviews
  • Indoor pool
  • Fitness center
  • Hot tub
From   US$ 131 /nightSelect
  • Unique Pan-Asian cuisine at Jae's
  • Proximity to Tanglewood cultural events
  • Inviting patio with gas fireplace
8.4
Great82 reviews
  • Private balconies
  • Gourmet breakfast
  • Koi pond
From   US$ 129 /nightSelect
  • Designer rooms with private balconies
  • Gourmet table-served breakfast included
  • Relaxing gardens with koi pond
8.4
Great108 reviews
  • Fitness Centre
  • Mini Store
  • Whirlpool Tub
From   US$ 85 /nightSelect
  • Dog-friendly policy for traveling pets
  • Diverse breakfast options exceeding expectations
  • Whirlpool tub available in King suite
8.4
Great103 reviews
  • Exercise Room
  • Free Parking
  • Flat-Screen TV
From   US$ 71 /nightSelect
  • Free continental breakfast every morning
  • Exercise room with various equipment
  • 24-hour reception for convenience
8.4
Great30 reviews
  • Bar lounge
  • Sun terrace
  • Air conditioning
From   US$ 254 /nightSelect
  • On-site bar and lounge area
  • Activities like skiing and cycling
  • Sun terrace for relaxation
7.4
Very good28 reviews
  • Indoor Pool
  • Fitness Center
  • Business Center
From   US$ 189 /nightSelect
  • Indoor pool for year-round relaxation
  • Complimentary hot breakfast options daily
  • Friendly staff enhancing guest experience
8.0
Great47 reviews
  • Outdoor pool
  • On-site dining
  • Bar/lounge
From   US$ 134 /nightSelect
  • Heated outdoor pool with mountain views
  • Live music events enhance guest experience
  • Pet-friendly accommodations available
Bed & Breakfast
8.4
Great39 reviews
  • Antique furnishings
  • Communal areas
  • Themed rooms
From   US$ 272 /nightSelect
  • Historic building with Victorian charm
  • Personalized breakfast made to order
  • Beautiful gardens with tranquil spaces
8.2
Great106 reviews
  • Fitness Centre
  • Fishing Access
  • Keurig Coffee
From   US$ 158 /nightSelect
  • Sparkling Laurel Lake for fishing and boating
  • On-site dining at the Bombay Bar & Grill
  • Close to Tanglewood Music Festival
Bed & Breakfast
8.6
Great40 reviews
  • Private bathrooms
  • On-site restaurant
  • Gas fireplaces
From   US$ 161 /nightSelect
  • Boutique bed & breakfast in historic building
  • Private en-suite bathrooms in all rooms
  • On-site restaurant by Executive Chef
  • Outdoor pool
  • Group bookings
  • Cable TV
From   US$ 79 /nightSelect
  • Outdoor pool for family fun
  • Close to Tanglewood and skiing
  • Group travel booking available
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