Top Hotels in The Berkshires

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

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From   US$ 159 /nightSelect
Within 6 km of Northeast-millerton Library, the 2-star Inn At Iron Masters includes 28 rooms.
Bed & Breakfast
From   US$ 363 /nightSelect
  • On-site golf course
  • Luxury on-site spa
  • VIP check-in and check-out
Bed & Breakfast
  • Family Rooms
  • Private Bathroom
  • Air Conditioning
From   US$ 200 /nightSelect
  • Free parking for all guests
  • Family-friendly accommodations available
  • Pet-friendly policy welcomed here
  • On-site spa
  • Cooking class
  • Games room
From   US$ 594 /nightSelect
  • Proximity to Tanglewood music festival
  • Spectacular breakfast experience
  • Spacious and well-maintained bedrooms
  • 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
Bed & Breakfast
  • Spa centre
  • Outdoor pool
  • Meeting room
From   US$ 515 /nightSelect
  • Lavish spa centre and treatments
  • Extensive renovation expected by 2026
  • Outdoor swimming pool area
  • Cozy Library
  • Guest Kitchen
  • Beautiful Gardens
From   US$ 109 /nightSelect
  • Gourmet breakfasts with unique recipes
  • Cozy library with fireplace
  • Personalized welcome for pets
Bed & Breakfast
  • Outdoor dining
  • Ski storage
  • Fireplace lounge
From   US$ 228 /nightSelect
  • Homemade breakfast on scenic porch
  • Charming historic building with cozy rooms
  • Access to nearby skiing and cultural events
Bed & Breakfast
  • Gourmet Breakfast
  • Beautiful Grounds
  • Romantic Rooms
From   US$ 273 /nightSelect
  • Romantic Georgian Colonial decor
  • Gourmet breakfast with local flavors
  • Access to scenic biking trails
Bed & Breakfast
From   US$ 515 /nightSelect
While staying at the Blackinton Manor Bed & Breakfast North Adams you are invited to discover Williams College Museum of Art, set 10 minutes away by car, or Clark Art Museum, which is 3.9 km away.
Bed & Breakfast
  • 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
  • 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
  • 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
  • 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
Bed & Breakfast
  • Music Room
  • Outdoor Pool
  • Pet-Friendly
From   US$ 253 /nightSelect
  • Rustic charm in a historic mansion
  • Made-to-order breakfast with local ingredients
  • Music room with instruments available
Motel
  • Outdoor Pool
  • Family-run
  • Easy Parking
From   US$ 90 /nightSelect
  • Convenient stop for Tanglewood concerts
  • Nostalgic 70s motel atmosphere
  • Secluded pool surrounded by trees
Inn
  • On-site Spa
  • Dog-Friendly Rooms
  • Event Hosting
From   US$ 421 /nightSelect
  • Hästens handmade luxury mattresses
  • Artfully designed themed guest rooms
  • Homemade gourmet breakfast included
From   US$ 232 /nightSelect
At a 250-metre distance from Miss Adams Diner, environmentally friendly The Trail overlooks the street and features a sauna and a play area.
Bed & Breakfast
  • Heated Pool
  • Outdoor Fireplace
  • On-site Spa
From   US$ 446 /nightSelect
  • Chef-prepared breakfast with seasonal ingredients
  • Historic Victorian charm with modern comforts
  • Cozy rooms with fireplaces for winter stays
Bed & Breakfast
  • Gourmet Breakfast
  • Historic Tours
  • Charming Common Areas
From   US$ 206 /nightSelect
  • Historical charm with famous past guests
  • Chef-crafted gourmet breakfast daily
  • Themed rooms reflecting local history
  • Barbecue Area
  • Picnic Area
  • Playground
From   US$ 70 /nightSelect
  • Close to Tanglewood Music Festival
  • Family-friendly outdoor picnic area
  • On-site barbecue facilities available
  • 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
  • Outdoor pool
  • Group bookings
  • Cable TV
From   US$ 79 /nightSelect
  • Outdoor pool for family fun
  • Close to Tanglewood and skiing
  • Group travel booking available
  • Full kitchens
  • Spacious suites
  • Balconies
From   US$ 110 /nightSelect
  • Spacious suites with full kitchens
  • Pet-friendly accommodations for travelers
  • Central location near local attractions
  • Ski storage
  • Cozy Garden
  • Children's playground
From   US$ 185 /nightSelect
  • Ski storage and waxing area available
  • On-site Cozy Garden Restaurant serves American food
  • Children's playground for family fun
Bed & Breakfast
  • Hot tub
  • Outdoor fireplace
  • Indoor play area
From   US$ 125 /nightSelect
  • On-site spa and wellness centre
  • Historic building with outdoor fireplace
  • Ski storage and activity options
Aparthotel
From   US$ 656 /nightSelect
Lions Head is at a distance of 3.7 km from the 9 Academy Aparthotel Salisbury, while Upper Housatonic Valley NHA is merely a 5-minute walk away.
  • Heated Lap Pool
  • Complimentary BBQ
  • Outdoor Dining
From   US$ 199 /nightSelect
  • Direct access to Tanglewood events
  • Personalized breakfast cooked to order
  • Heated lap pool for relaxation
Bed & Breakfast
From   US$ 190 /nightSelect
The Eastgate Inn is a perfect vacation spot at a distance of 4.3 km from Pleasant Valley Sanctuary and other Lenox landmarks.
  • 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
  • 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
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