Top Hotels in The Berkshires

Find the Top Hotels in The Berkshires – 70+ Quality Options from Leading Providers

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22 Guests, 1 Room
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51-78 out of 78 hotels
Bed & Breakfast
From   US$ 273 /nightSelect
  • Gourmet breakfast with seasonal cuisine
  • Romantic rooms with tailored decor
  • Lovely gardens for relaxation
From   US$ 211 /nightSelect
  • Hot tub and sauna for relaxation
  • Air-conditioned rooms with mountain views
  • Skiing and fishing activities available
Bed & Breakfast
  • 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
  • Heated pool
  • Tennis court
  • Picnic area
From   US$ 59 /nightSelect
  • Ski Deal for Jiminy Peak tickets
  • Heated outdoor swimming pool
  • Park-like sanctuary for serenity
Motel
  • Outdoor pool
  • 24-hour reception
  • Ample parking
From   US$ 90 /nightSelect
  • Proximity to Tanglewood concerts
  • Family-run warm hospitality
  • Secluded pool area for relaxation
  • Shared kitchen
  • Concierge service
  • Air conditioning
From   US$ 51 /nightSelect
  • Activities like fishing available onsite
  • Concierge service for guest assistance
  • Shared kitchen for guest convenience
  • Private Parking
  • Game Room
  • Evening Entertainment
From   US$ 596 /nightSelect
  • On-site restaurant with unique dining options
  • 24-hour reception in English and Spanish
  • Air-conditioned rooms with iPad amenities
  • In-ground Pool
  • Outdoor Greenhouses
  • Kitchen Suites
From   US$ 176 /nightSelect
  • Brand new outdoor greenhouses
  • Discounted ski lift tickets available
  • In-ground pool open Memorial Day to Labor Day
  • Outdoor pool
  • Free parking
  • 24-hour reception
From   US$ 79 /nightSelect
  • Outdoor swimming pool for seasonal fun
  • 24-hour reception for convenient service
  • Large-vehicle parking for easy access
Inn
  • Gourmet Breakfast
  • Artful Design
  • Dog-Friendly Rooms
From   US$ 614 /nightSelect
  • Handmade Hästens mattresses for luxury comfort
  • Exquisite breakfast with homemade variety
  • Personalized service for special occasions
  • Outdoor firepit
  • Steam shower
  • Spa tub
From   US$ 204 /nightSelect
  • Artist-decorated boutique inn
  • Organic materials and locally-sourced amenities
  • Views of Ashuwillticook Rail Trail
  • Continental Breakfast
  • Pet-Friendly
  • Local Discounts
From   US$ 249 /nightSelect
  • Family-run with personalized hospitality
  • Discounted local attraction passes available
  • Catering specifically to hikers
  • 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
Bed & Breakfast
  • Outdoor pool
  • Library
  • Fireplace
From   US$ 466 /nightSelect
  • Gourmet chef-prepared breakfast daily
  • Charming Victorian décor with modern comforts
  • Heated outdoor pool for summer relaxation
  • Free bikes
  • Private parking
  • Air conditioning
From   US$ 700 /nightSelect
  • Bicycle rental for outdoor exploration
  • Private bathroom with free toiletries
  • Wheelchair access for all guests
Bed & Breakfast
  • Gourmet Breakfast
  • Themed Rooms
  • Common Area Games
From   US$ 206 /nightSelect
  • Historical significance with famous past guests
  • Chef-crafted gourmet breakfasts daily
  • Themed rooms inspired by local history
  • Full kitchens
  • Pet-friendly
  • Balconies
From   US$ 110 /nightSelect
  • Spacious suites with full kitchens
  • Pet-friendly policy welcomes all pets
  • Remote check-in with keyless entry
  • 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
  • Ski storage
  • Playground
  • On-site dining
From   US$ 97 /nightSelect
  • On-site restaurant serving American cuisine
  • Ski storage and waxing area available
  • Children's playground for family fun
Bed & Breakfast
  • Game Room
  • Private Parking
  • Picnic Area
From   US$ 289 /nightSelect
  • Garden-view accommodations
  • On-site game room
  • American breakfast options
Aparthotel
  • Spa bath
  • Sun terrace
  • Air conditioning
From   US$ 656 /nightSelect
  • Renovated aparthotel with garden views
  • Spa bath in every accommodation unit
  • Outdoor dining area for guests
Bed & Breakfast
  • Hot tub
  • Outdoor fireplace
  • Ski storage
From   US$ 125 /nightSelect
  • On-site spa and wellness centre
  • Mountain views with outdoor dining
  • Indoor play area for children
  • Game room
  • Cottages
  • Library
From   US$ 316 /nightSelect
  • Rustic barn venue for weddings
  • Engaging innkeepers with local knowledge
  • Charming grounds with grazing horses
  • Hot Tub
  • Children's Playground
  • Ski Rentals
From   US$ 187 /nightSelect
  • Year-round outdoor pool and hot tub
  • Children's playground and activities
  • Ski equipment rental and school
  • Flat-screen TV
  • Ski storage
  • Safety deposit box
From   US$ 173 /nightSelect
  • Free private parking for guests
  • Garden and outdoor dining area
  • Activities like hiking and skiing
Bed & Breakfast
  • Outdoor Fireplace
  • Free Parking
  • Picnic Area
From   US$ 320 /nightSelect
  • Outdoor fireplace for cozy gatherings
  • Continental breakfast with fresh options
  • Picnic area for outdoor enjoyment
18 minutes by foot from Bousquet Ski Area, the Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By Ihg Pittsfield offers a swimming pool.
Bed & Breakfast
From   US$ 259 /nightSelect
Set about 25 minutes' stroll from National Shrine of the Divine Mercy, the rooms in the Cottage Stockbridge have views of mountain.
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