Top Resorts in The Berkshires
Find the Top Resorts in The Berkshires – 80+ Quality Options from Leading Providers
1-20 out of 87 resorts
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8.6
Great6969 reviews10
From
US$ 740
/night
- Luxurious spa with holistic wellness treatments
- Elegant New England dining with fresh ingredients
- Idyllic 58-acre gardens and tranquil walking trails
Resort
8.2
Great6060 reviews10
From
US$ 189
/night
- Ski-in/ski-out access to Jiminy Peak
- Adventurous summer park activities available
- Outdoor heated pool for relaxation
Hotel
8.4
Great131131 reviews10
- Outdoor pool
- On-site spa
- Live music
From
US$ 140
/night
- Historic charm dating back to 1773
- Diverse on-site dining options available
- Pet-friendly policies enhancing travel experience
8.4
Great7373 reviews10
- Indoor Pool
- Outdoor Pool
- Activity Center
From
US$ 347
/night
- Family-friendly activities and amenities
- On-site movie theater and arcade
- Spacious villa-style accommodations
Hotel
8.4
Great3636 reviews10
- The Barn
- Fitness Center
- Pet-Friendly
From
US$ 299
/night
- Locally sourced cuisine at The Barn
- Stylish, contemporary farmhouse design
- Unique indoor-outdoor meeting spaces
8.6
Great6868 reviews10
- Heated Pool
- Fitness Center
- Lobby Bar
From
US$ 199
/night
- On-site art exhibitions and heated pool
- Retro-style rooms with vibrant decor
- Fitness center with sauna and hot tub
Resort
8.6
Great1616 reviews10
- Themed Cottages
- Luxury Spa
- Fine Dining
From
US$ 1 450
/night
- Stay in uniquely themed cottages with fireplaces
- Award-winning 10-course tasting menu at the restaurant
- Customized wellness treatments in top-rated luxury spa
8.4
Great5050 reviews10
- Indoor Pool
- Bistro Bar
- Electric Chargers
From
US$ 319
/night
- Whirlpool spa in pool area
- Fire pit seating areas
- Personalized welcome note with goodies
8.2
Great3232 reviews10
- Golf Course
- Indoor Pool
- Spa Services
From
US$ 129
/night
- Exclusive adult-only environment
- Historic Wyndhurst Mansion accommodations
- Exceptional spa services for relaxation
Hotel
8.0
Great8989 reviews10
- Event Space
- Fitness Center
- Bespoke Rooms
From
US$ 150
/night
- Unique themed guest rooms
- Homemade breakfast offerings
- Beautiful gardens and outdoor areas
Inn
8.8
Great3636 reviews10
- Elegant Suites
- Provisions Café
- Outdoor Terrace
From
US$ 483
/night
- Historic inn with elegant, locally sourced dining
- Rooms feature Carrara marble and four poster beds
- Provisions café and artisan general store
8.2
Great106106 reviews10
- Fishing Area
- Keurig Coffee
- Whirlpool Bathtubs
From
US$ 158
/night
- Direct access to Laurel Lake recreation
- In-house dining at Bombay Bar & Grill
- On-site fitness center for guests
8.4
Great7979 reviews10
- Indoor Pool
- Fitness Center
- Breakfast Area
From
US$ 110
/night
- Scenic pond view seating area
- Fresh baked cookies in lobby
- Complimentary laundry service available
Hotel
8.2
Great2626 reviews10
- Heated pool
- On-site spa
- Tennis court
From
US$ 1 457
/night
- Historic Italian mansion with luxury decor
- Exquisite four-course dining using local ingredients
- Lush gardens ideal for peaceful relaxation
Hotel
8.2
Great4646 reviews10
- Forest Trails
- Café Lounge
- Heated Pool
From
US$ 184
/night
- 80-acre forest campus for outdoor activities
- Signature live music series on-site
- Seasonal outdoor swimming pool available
Hotel
8.6
Great6161 reviews10
- Art Gallery
- Pet Services
- Gated Parking
From
US$ 179
/night
- Unique historical charm in design
- Pet-friendly amenities for furry guests
- On-site restaurant with local cuisine
8.4
Great312312 reviews10
- Heated pools
- Movie theater
- BBQ grills
From
US$ 135
/night
- Scenic views of the Berkshire Mountains
- Indoor and outdoor heated pools
- Pet-friendly accommodations with spacious units
Resort
8.4
Great8686 reviews10
- Game Room
- Hot Tub
- Tennis Courts
From
US$ 167
/night
- Indoor and outdoor swimming pools
- Full kitchen in every suite
- On-site game room with billiards
Inn
8.0
Great4747 reviews10
- Heated Pool
- Live Music
- Victorian Lounge
From
US$ 134
/night
- Panoramic views from heated outdoor pool
- Regular live music enhances guest experience
- Historical charm with antique decor
Bed & Breakfast
8.6
Great4040 reviews10
- On-site restaurant
- Gas fireplaces
- Complimentary breakfast
From
US$ 161
/night
- Historic home with luxurious accommodations
- On-site dining by Executive Chef Jeremy Berlin
- Private en-suite bathrooms in all rooms
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