Top Hotels in The Berkshires
Find the Top Hotels in The Berkshires – 80+ Quality Options from Leading Providers
51-87 out of 87 hotels
Motel
8.6
Great5151 reviews10
From
US$ 207
/night
- Brand new outdoor greenhouses
- Discounted ski lift tickets available
- In-ground pool open Memorial Day to Labor Day
Motel
7.8
Very good107107 reviews10
From
US$ 80
/night
The 2-star Berkshire Inn is equipped with a swimming pool and is situated approximately 10 minutes by car from Lake Onota.
Inn
8.2
Great2222 reviews10
- Gourmet Breakfast
- Artful Design
- Dog-Friendly Rooms
From
US$ 419
/night
- Handmade Hästens mattresses for luxury comfort
- Exquisite breakfast with homemade variety
- Personalized service for special occasions
Bed & Breakfast
8.4
Great3939 reviews10
- Beautiful gardens
- Library
- Picnic area
From
US$ 304
/night
- Historic charm with Victorian decor
- Delicious homemade breakfast options
- Engaging storytelling by welcoming hosts
Bed & Breakfast
8.4
Great5050 reviews10
- Private balconies
- Gourmet breakfast
- Fireplace suites
From
US$ 387
/night
- Historic architecture with stunning charm
- Customized romantic getaway packages available
- Locally-sourced gourmet breakfast offerings
8.4
Great6161 reviews10
- Outdoor pool
- Free parking
- 24-hour reception
From
US$ 79
/night
- Outdoor swimming pool for seasonal fun
- 24-hour reception for convenient service
- Large-vehicle parking for easy access
Bed & Breakfast
8.4
Great66 reviews10
- Gourmet Breakfast
- Beautiful Gardens
- Romantic Rooms
From
US$ 268
/night
- Gourmet breakfast with seasonal cuisine
- Romantic rooms with tailored decor
- Lovely gardens for relaxation
Bed & Breakfast
8.6
Great3939 reviews10
- Music Room
- Outdoor Pool
- Pet-Friendly
From
US$ 253
/night
- Historic mansion with unique charm
- Exceptional breakfast with local ingredients
- Music room with various instruments
Bed & Breakfast
- Game Room
- Private Parking
- Picnic Area
From
US$ 260
/night
- Garden-view accommodations
- On-site game room
- American breakfast options
- Free bikes
- Private parking
- Air conditioning
From
US$ 424
/night
- Bicycle rental for outdoor exploration
- Private bathroom with free toiletries
- Wheelchair access for all guests
Bed & Breakfast
8.0
Great3939 reviews10
- Private baths
- On-site dining
- Ski storage
From
US$ 228
/night
- Home-cooked breakfast served daily
- Historical bed and breakfast charm
- Wrap-around porches with great views
8.4
Great5252 reviews10
- Full kitchens
- Pet-friendly
- Balconies
From
US$ 110
/night
- Spacious suites with full kitchens
- Pet-friendly policy welcomes all pets
- Remote check-in with keyless entry
Hotel
9.0
Perfect1010 reviews10
- Dining Tavern
- Sauna
- Swimming Pool
- Scenic hiking to a waterfall
- Prepared-to-order breakfast
- Relaxation areas with hammocks
Motel
8.2
Great6060 reviews10
- Outdoor pool
- 24-hour reception
- Ample parking
From
US$ 90
/night
- Proximity to Tanglewood concerts
- Family-run warm hospitality
- Secluded pool area for relaxation
Bed & Breakfast
8.4
Great6565 reviews10
- Family Rooms
- Private Bathroom
- Free Parking
From
US$ 200
/night
- Family rooms available for all ages
- Air-conditioned rooms for comfort
- Free parking on the property
Motel
- Hot tub
- Sauna
- Mountain views
From
US$ 227
/night
- Hot tub and sauna for relaxation
- Air-conditioned rooms with mountain views
- Skiing and fishing activities available
From
US$ 115
/night
18 minutes by foot from Bousquet Ski Area, the Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By Ihg Pittsfield offers a swimming pool.
Inn
8.4
Great5454 reviews10
- Dog-friendly lodge
- Two-bedroom suite
- Seasonal pool
From
US$ 199
/night
- Pet-friendly lodge rooms for furry guests
- Luxurious two-bedroom suite available
- Seasonal outdoor pool for summer relaxation
Motel
8.6
Great119119 reviews10
- Heated pool
- Tennis court
- Picnic area
From
US$ 59
/night
- Ski Deal for Jiminy Peak tickets
- Heated outdoor swimming pool
- Park-like sanctuary for serenity
Motel
8.6
Great111111 reviews10
From
US$ 90
/night
While staying at the 2-star Little Lion Motel you are invited to discover Norman Rockwell Museum, set about 15 minutes' drive away, or National Shrine of the Divine Mercy, which is 3.6 miles away.
Hotel
- Private Parking
- Game Room
- Evening Entertainment
From
US$ 632
/night
- On-site restaurant with unique dining options
- 24-hour reception in English and Spanish
- Air-conditioned rooms with iPad amenities
Bed & Breakfast
7.8
Very good3636 reviews10
- Hot tub
- Outdoor fireplace
- Ski storage
From
US$ 125
/night
- On-site spa and wellness centre
- Mountain views with outdoor dining
- Indoor play area for children
Bed & Breakfast
8.4
Great3232 reviews10
- Outdoor pool
- Library
- Fireplace
From
US$ 471
/night
- Gourmet chef-prepared breakfast daily
- Charming Victorian décor with modern comforts
- Heated outdoor pool for summer relaxation
8.6
Great1515 reviews10
- Game room
- Cottages
- Library
From
US$ 398
/night
- Rustic barn venue for weddings
- Engaging innkeepers with local knowledge
- Charming grounds with grazing horses
Motel
8.0
Great7171 reviews10
- Continental Breakfast
- Pet-Friendly
- Local Discounts
From
US$ 99
/night
- Family-run with personalized hospitality
- Discounted local attraction passes available
- Catering specifically to hikers
7.2
Very good1212 reviews10
- Shared kitchen
- Concierge service
- Air conditioning
From
US$ 51
/night
- Activities like fishing available onsite
- Concierge service for guest assistance
- Shared kitchen for guest convenience
Bed & Breakfast
8.4
Great5757 reviews10
- Gourmet Breakfast
- Themed Rooms
- Common Area Games
From
US$ 237
/night
- Historical significance with famous past guests
- Chef-crafted gourmet breakfasts daily
- Themed rooms inspired by local history
Hotel
8.4
Great3030 reviews10
- Garden terrace
- Bar area
- Air conditioning
From
US$ 189
/night
- Garden with sun terrace for relaxation
- Activities like skiing and cycling available
- On-site bar and happy hour experiences
Bed & Breakfast
8.0
Great4949 reviews10
From
US$ 259
/night
Set about 25 minutes' stroll from National Shrine of the Divine Mercy, the rooms in the Cottage Stockbridge have views of mountain.
Aparthotel
- Spa bath
- Sun terrace
- Air conditioning
From
US$ 683
/night
- Renovated aparthotel with garden views
- Spa bath in every accommodation unit
- Outdoor dining area for guests
Motel
- Flat-screen TV
- Ski storage
- Safety deposit box
From
US$ 220
/night
- 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
/night
- Outdoor fireplace for cozy gatherings
- Continental breakfast with fresh options
- Picnic area for outdoor enjoyment
8.4
Great66 reviews10
- Hot Tub
- Children's Playground
- Ski Rentals
From
US$ 187
/night
- Year-round outdoor pool and hot tub
- Children's playground and activities
- Ski equipment rental and school
From
US$ 429
/night
Collection - The Victorian is a perfect vacation spot within 20 minutes' walk of Fuller Mountain and other Kent landmarks.
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