Top Resorts in The Berkshires

Find the Top Resorts in The Berkshires – 80+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 87 resorts
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8.0
Great105 reviews
From   US$ 99 /nightSelect
  • Largest event space in Berkshires
  • Warm indoor heated pool
  • Pet-friendly accommodations available
8.2
Great35 reviews
From   US$ 430 /nightSelect
  • Candle-lit dining with gourmet cuisine
  • Authentic historic inn experience
  • Beautiful garden terrace for dining
8.4
Great51 reviews
  • Jacuzzi suites
  • Large lawn
  • Pet-friendly
From   US$ 148 /nightSelect
  • Elegant jacuzzi suites for relaxation
  • Enormous lawn by the Housatonic River
  • Pet-friendly options available
8.4
Great41 reviews
  • Hot Tub
  • Sauna
  • Game Room
From   US$ 246 /nightSelect
  • Indoor and seasonal outdoor pools
  • Bicycles available for free use
  • On-site fitness center and sauna
7.4
Very good28 reviews
  • Indoor Pool
  • Fitness Center
  • Meeting Space
From   US$ 189 /nightSelect
  • Indoors pool and fitness center
  • Complimentary hot breakfast options
  • Spacious rooms with in-room fridge
8.4
Great54 reviews
  • Dog-friendly lodge
  • Two-bedroom suite
  • Seasonal pool
From   US$ 199 /nightSelect
  • Pet-friendly lodge rooms for furry guests
  • Luxurious two-bedroom suite available
  • Seasonal outdoor pool for summer relaxation
8.4
Great103 reviews
  • Exercise Room
  • 24-hour Desk
  • Continental Breakfast
From   US$ 71 /nightSelect
  • Skiing access at Butternut Ski Area
  • Free parking for all vehicle types
  • 24-hour front desk service
8.4
Great74 reviews
  • Fitness Centre
  • Gardens
  • Terrace
From   US$ 195 /nightSelect
  • Gourmet breakfasts changing daily
  • Historic Victorian mansion atmosphere
  • Access to outdoor activity options
Bed & Breakfast
8.2
Great79 reviews
  • Jetted Tubs
  • Fireplaces
  • Breakfast Delivery
From   US$ 400 /nightSelect
  • Elegant rooms with working fireplaces
  • Private jetted tubs for ultimate relaxation
  • In-room breakfast delivered to your suite
Bed & Breakfast
8.6
Great39 reviews
  • Music Room
  • Outdoor Pool
  • Pet-Friendly
From   US$ 253 /nightSelect
  • Historic mansion with unique charm
  • Exceptional breakfast with local ingredients
  • Music room with various instruments
8.4
Great80 reviews
  • On-site skiing
  • 24-hour security
  • Express check-in
From   US$ 99 /nightSelect
  • On-site skiing activities available
  • 24-hour security for guest safety
  • Express check-in and check-out service
Bed & Breakfast
8.4
Great65 reviews
  • Family Rooms
  • Private Bathroom
  • Free Parking
From   US$ 200 /nightSelect
  • Family rooms available for all ages
  • Air-conditioned rooms for comfort
  • Free parking on the property
  • Keurig machines
  • Plush chairs
  • Flat-screen TVs
From   US$ 159 /nightSelect
  • Full renovation of guest rooms
  • Plush comfort chairs in all rooms
  • Easy access to Lime Rock Track
8.2
Great100 reviews
  • Country Decor
  • Garden Views
  • Accessible Rooms
From   US$ 124 /nightSelect
  • Scenic gardens and peaceful wooded setting
  • Complimentary breakfast served in garden
  • Children under 14 stay free
  • Indoor Pool
  • Game Room
  • Kids Playground
From   US$ 209 /nightSelect
  • First Marriott hotel in the Berkshires
  • Private gym time slots for families
  • Indoor pool and hot tub area
Bed & Breakfast
8.6
Great36 reviews
  • Gourmet Breakfast
  • Wine Hour
  • Charming Rooms
From   US$ 336 /nightSelect
  • Gourmet three-course breakfast experience
  • Daily wine and cheese social hour
  • Charming historic decor throughout inn
  • Game Room
  • Bar Lounge
  • Meeting Room
From   US$ 185 /nightSelect
  • On-site bar and lounge area
  • Game room with billiard tables
  • Pets allowed throughout the property
8.2
Great19 reviews
  • Seasonal Pool
  • Outdoor Spaces
  • Continental Breakfast
From   US$ 121 /nightSelect
  • Proximity to Mount Greylock hiking trails
  • Pet-friendly with green walking areas
  • On-site seasonal outdoor swimming pool
8.2
Great62 reviews
  • Gourmet Breakfast
  • Cozy Library
  • Beautiful Gardens
From   US$ 109 /nightSelect
  • Gourmet breakfast with unique homemade dishes
  • Historic charm with modern decor elements
  • Pet-friendly accommodations with special amenities
Bed & Breakfast
8.4
Great39 reviews
  • Beautiful gardens
  • Library
  • Picnic area
From   US$ 272 /nightSelect
  • Historic charm with Victorian decor
  • Delicious homemade breakfast options
  • Engaging storytelling by welcoming hosts