Top Hotels in The Berkshires

Find the Top Hotels in The Berkshires – 50+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-50 out of 52 hotels
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8.8
Great36 reviews
From   US$ 483 /nightSelect
  • Historic inn built in 1806
  • Locally sourced dining prepared by Chef Paul Pearson
  • Luxurious rooms with Carrara marble bathrooms
8.4
Great131 reviews
From   US$ 140 /nightSelect
  • Historic charm dating back to 1773
  • Pet-friendly policies welcomed by guests
  • Live music at The Lion's Den bar
  • Luxury Spa
  • Gourmet Dining
  • Scenic Gardens
From   US$ 740 /nightSelect
  • Luxurious spa offering unique holistic treatments
  • Elegant New England-inspired dining experiences
  • Picturesque gardens and scenic countryside views
8.2
Great32 reviews
  • Gourmet Dining
  • Golf Course
  • On-site Spa
From   US$ 129 /nightSelect
  • Luxurious spa services with unique treatments
  • Exclusive adult-only romantic atmosphere
  • Historic Wyndhurst Mansion offers elegant ambiance
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
Bed & Breakfast
8.0
Great39 reviews
  • Outdoor dining
  • Ski storage
  • Fireplace lounge
From   US$ 171 /nightSelect
  • Homemade breakfast on scenic porch
  • Charming historic building with cozy rooms
  • Access to nearby skiing and cultural events
8.4
Great54 reviews
  • Seasonal Pool
  • Private Baths
  • Gathering Room
From   US$ 199 /nightSelect
  • Pet-friendly Country Lodge rooms
  • Charming country inn with local history
  • Seasonal outdoor pool by a stream
8.0
Great71 reviews
  • Pet-friendly
  • Hiking support
  • Complimentary breakfast
From   US$ 182 /nightSelect
  • Unique cottage-style architecture
  • Special amenities for hikers
  • Discounted tickets for local attractions
8.4
Great86 reviews
  • Indoor pool
  • Tennis courts
  • Game room
From   US$ 167 /nightSelect
  • Indoor and outdoor pools available
  • Tennis courts and hot tub onsite
  • Game room with billiards and movies
Bed & Breakfast
  • Game room
  • Picnic area
  • Flat-screen TV
Select
  • Scenic garden views for relaxation
  • American breakfast with warm dishes
  • Game room for family fun
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
9.2
Perfect66 reviews
  • Heated pool
  • Tennis court
  • Jacuzzi
From   US$ 395 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site spa and wellness centre
  • Restaurant with vegan options
8.4
Great74 reviews
  • Fitness centre
  • Skiing
  • Private porches
From   US$ 195 /nightSelect
  • Gourmet breakfast changes daily
  • Historic Victorian mansion ambiance
  • Complimentary afternoon snacks available
8.4
Great101 reviews
  • Heated Pool
  • Charming Gardens
  • Local Recommendations
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
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
8.2
Great100 reviews
  • Garden Views
  • Complimentary Breakfast
  • Country Decor
From   US$ 124 /nightSelect
  • Country-style decor with garden views
  • Complimentary breakfast served in gardens
  • Affordable stays for children under 14
Bed & Breakfast
8.4
Great65 reviews
  • Family Rooms
  • Private Bathroom
  • Air Conditioning
From   US$ 200 /nightSelect
  • Free parking for all guests
  • Family-friendly accommodations available
  • Pet-friendly policy welcomed here
  • Indoor Pools
  • Mini Golf
  • Activity Center
From   US$ 347 /nightSelect
  • Multiple indoor and outdoor pools
  • Family-friendly activities and entertainment
  • Fully equipped kitchen in accommodations
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
8.6
Great119 reviews
  • Heated Pool
  • Picnic Area
  • Tennis Court
From   US$ 59 /nightSelect
  • Ski package for Jiminy Peak tickets
  • Heated pool for summer relaxation
  • Delightful decor and comfortable rooms
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
Great312 reviews
  • Indoor Pool
  • Outdoor Hot Tub
  • Game Room
From   US$ 135 /nightSelect
  • Stunning views of Jiminy Peak ski area
  • Heated indoor and outdoor swimming pools
  • Family activities and entertainment options
8.4
Great52 reviews
  • Gourmet Breakfast
  • Wine Hour
  • Kayaking
From   US$ 513 /nightSelect
  • Daily wine and cheese hour by the lake
  • Complimentary gourmet breakfast with local ingredients
  • Access to kayaking and paddleboarding facilities
8.0
Great89 reviews
  • Themed Rooms
  • Outdoor Fire Pits
  • Homemade Breakfast
From   US$ 150 /nightSelect
  • Unique themed rooms with local decor
  • Homemade breakfast with local ingredients
  • Beautiful gardens and outdoor fire pits
8.4
Great80 reviews
  • Skiing
  • Free Parking
  • Air Conditioning
From   US$ 99 /nightSelect
  • On-site skiing for adventure seekers
  • 24-hour security for guest safety
  • Express check-in and check-out service
8.2
Great28 reviews
  • Restaurant
  • Bar
  • Private Parking
From   US$ 103 /nightSelect
  • On-site restaurant and bar for dining
  • Air-conditioned rooms with private bathrooms
  • Free private parking included
8.4
Great41 reviews
  • Indoor Pool
  • Hot Tub
  • Fitness Centre
From   US$ 246 /nightSelect
  • Indoor and seasonal outdoor pools
  • On-site fitness centre and sauna
  • Bicycle rental and fishing activities
8.2
Great62 reviews
  • Cozy Library
  • Guest Kitchen
  • Beautiful Gardens
From   US$ 109 /nightSelect
  • Gourmet breakfasts with unique recipes
  • Cozy library with fireplace
  • Personalized welcome for pets
8.2
Great89 reviews
  • Ski storage
  • Cozy Garden
  • Children's playground
From   US$ 148 /nightSelect
  • Ski storage and waxing area available
  • On-site Cozy Garden Restaurant serves American food
  • Children's playground for family fun
8.2
Great55 reviews
  • Indoor Pool
  • Fitness Center
  • Business Center
From   US$ 484 /nightSelect
  • Indoor pool with Jacuzzi for relaxation
  • Complimentary hot breakfast for guests
  • 24-hour fitness center for active travelers
8.0
Great105 reviews
  • Indoor Pool
  • Fitness Center
  • On-site Dining
From   US$ 99 /nightSelect
  • Largest event facility in the Berkshires
  • Indoor heated pool with bright atmosphere
  • Kids stay and eat free
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
8.4
Great50 reviews
  • Indoor Pool
  • Whirlpool
  • Bistro
From   US$ 319 /nightSelect
  • Electric car charging stations available
  • Fire pit area for guest relaxation
  • On-site restaurant with quality food
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
  • Indoor Pool
  • Fitness Center
  • Game Room
From   US$ 209 /nightSelect
  • Family-friendly amenities and activities
  • Engaging local staff with personalized service
  • Large indoor pool and hot tub
Bed & Breakfast
8.4
Great57 reviews
  • Gourmet Breakfast
  • Historic Tours
  • Charming Common Areas
From   US$ 171 /nightSelect
  • Historical charm with famous past guests
  • Chef-crafted gourmet breakfast daily
  • Themed rooms reflecting local history
8.6
Great82 reviews
  • Barbecue Area
  • Picnic Area
  • Playground
From   US$ 70 /nightSelect
  • Close to Tanglewood Music Festival
  • Family-friendly outdoor picnic area
  • On-site barbecue facilities available
  • Outdoor pool
  • Group bookings
  • Cable TV
From   US$ 79 /nightSelect
  • Outdoor pool for family fun
  • Close to Tanglewood and skiing
  • Group travel booking available
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
Great52 reviews
  • Full kitchens
  • Spacious suites
  • Balconies
From   US$ 110 /nightSelect
  • Spacious suites with full kitchens
  • Pet-friendly accommodations for travelers
  • Central location near local attractions
8.6
Great40 reviews
  • King Suites
  • Whirlpool Tubs
  • Private Balconies
From   US$ 275 /nightSelect
  • Historic property with antique decor
  • Customized dining with local ingredients
  • Private balconies in select suites
Inn
8.2
Great22 reviews
  • On-site Spa
  • Dog-Friendly Rooms
  • Event Hosting
From   US$ 614 /nightSelect
  • Hästens handmade luxury mattresses
  • Artfully designed themed guest rooms
  • Homemade gourmet breakfast included
7.2
Very good12 reviews
  • Shared kitchen
  • Concierge service
  • Air conditioning
From   US$ 51 /nightSelect
  • Shared kitchen for guest convenience
  • Fishing activities nearby for guests
  • Pets allowed for friendly stays
8.6
Great61 reviews
  • Local Cuisine
  • Live Music
  • Pet Amenities
From   US$ 179 /nightSelect
  • Unique historical character and industrial design
  • Exceptional dining with local ingredients onsite
  • Pet-friendly with thoughtful dog amenities
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
8.4
Great51 reviews
  • Jacuzzi suites
  • Large lawn
  • Kitchenettes
From   US$ 148 /nightSelect
  • Beautiful scenic location by Housatonic River
  • Jacuzzi suites for added comfort
  • Large private lawn for relaxation
8.6
Great55 reviews
  • Heated Pool
  • Chef's Pantry
  • Homemade Breakfast
From   US$ 459 /nightSelect
  • Gourmet farm-to-table breakfast experience
  • Walking distance to cultural attractions
  • Beautifully maintained grounds and gardens
8.4
Great79 reviews
  • Indoor Pool
  • Fitness Centre
  • Pet-Friendly
From   US$ 110 /nightSelect
  • Scenic pond views for relaxation
  • Complimentary cookies in the lobby
  • Free laundry service for guests
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