Top Hotels in The Berkshires

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

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22 Guests, 1 Room
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1-50 out of 87 hotels
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From   US$ 740 /nightSelect
  • Luxurious spa with holistic wellness treatments
  • Elegant New England dining with fresh ingredients
  • Idyllic 58-acre gardens and tranquil walking trails
8.2
Great60 reviews
From   US$ 189 /nightSelect
  • Ski-in/ski-out access to Jiminy Peak
  • Adventurous summer park activities available
  • Outdoor heated pool for relaxation
8.4
Great131 reviews
  • Outdoor pool
  • On-site spa
  • Live music
From   US$ 140 /nightSelect
  • Historic charm dating back to 1773
  • Diverse on-site dining options available
  • Pet-friendly policies enhancing travel experience
  • Indoor Pool
  • Outdoor Pool
  • Activity Center
From   US$ 347 /nightSelect
  • Family-friendly activities and amenities
  • On-site movie theater and arcade
  • Spacious villa-style accommodations
8.4
Great36 reviews
  • The Barn
  • Fitness Center
  • Pet-Friendly
From   US$ 299 /nightSelect
  • Locally sourced cuisine at The Barn
  • Stylish, contemporary farmhouse design
  • Unique indoor-outdoor meeting spaces
8.6
Great68 reviews
  • Heated Pool
  • Fitness Center
  • Lobby Bar
From   US$ 199 /nightSelect
  • On-site art exhibitions and heated pool
  • Retro-style rooms with vibrant decor
  • Fitness center with sauna and hot tub
Resort
8.6
Great16 reviews
  • Themed Cottages
  • Luxury Spa
  • Fine Dining
From   US$ 1 450 /nightSelect
  • 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
Great50 reviews
  • Indoor Pool
  • Bistro Bar
  • Electric Chargers
From   US$ 319 /nightSelect
  • Whirlpool spa in pool area
  • Fire pit seating areas
  • Personalized welcome note with goodies
8.2
Great32 reviews
  • Golf Course
  • Indoor Pool
  • Spa Services
From   US$ 129 /nightSelect
  • Exclusive adult-only environment
  • Historic Wyndhurst Mansion accommodations
  • Exceptional spa services for relaxation
8.0
Great89 reviews
  • Event Space
  • Fitness Center
  • Bespoke Rooms
From   US$ 150 /nightSelect
  • Unique themed guest rooms
  • Homemade breakfast offerings
  • Beautiful gardens and outdoor areas
8.8
Great36 reviews
  • Elegant Suites
  • Provisions Café
  • Outdoor Terrace
From   US$ 483 /nightSelect
  • Historic inn with elegant, locally sourced dining
  • Rooms feature Carrara marble and four poster beds
  • Provisions café and artisan general store
8.2
Great106 reviews
  • Fishing Area
  • Keurig Coffee
  • Whirlpool Bathtubs
From   US$ 158 /nightSelect
  • Direct access to Laurel Lake recreation
  • In-house dining at Bombay Bar & Grill
  • On-site fitness center for guests
8.4
Great79 reviews
  • Indoor Pool
  • Fitness Center
  • Breakfast Area
From   US$ 110 /nightSelect
  • Scenic pond view seating area
  • Fresh baked cookies in lobby
  • Complimentary laundry service available
Hotel
8.2
Great26 reviews
  • Heated pool
  • On-site spa
  • Tennis court
From   US$ 1 457 /nightSelect
  • Historic Italian mansion with luxury decor
  • Exquisite four-course dining using local ingredients
  • Lush gardens ideal for peaceful relaxation
Hotel
8.2
Great46 reviews
  • Forest Trails
  • Café Lounge
  • Heated Pool
From   US$ 184 /nightSelect
  • 80-acre forest campus for outdoor activities
  • Signature live music series on-site
  • Seasonal outdoor swimming pool available
8.6
Great61 reviews
  • Art Gallery
  • Pet Services
  • Gated Parking
From   US$ 179 /nightSelect
  • Unique historical charm in design
  • Pet-friendly amenities for furry guests
  • On-site restaurant with local cuisine
8.4
Great312 reviews
  • Heated pools
  • Movie theater
  • BBQ grills
From   US$ 135 /nightSelect
  • Scenic views of the Berkshire Mountains
  • Indoor and outdoor heated pools
  • Pet-friendly accommodations with spacious units
8.4
Great86 reviews
  • Game Room
  • Hot Tub
  • Tennis Courts
From   US$ 167 /nightSelect
  • Indoor and outdoor swimming pools
  • Full kitchen in every suite
  • On-site game room with billiards
8.0
Great47 reviews
  • Heated Pool
  • Live Music
  • Victorian Lounge
From   US$ 134 /nightSelect
  • Panoramic views from heated outdoor pool
  • Regular live music enhances guest experience
  • Historical charm with antique decor
Bed & Breakfast
8.6
Great40 reviews
  • On-site restaurant
  • Gas fireplaces
  • Complimentary breakfast
From   US$ 161 /nightSelect
  • Historic home with luxurious accommodations
  • On-site dining by Executive Chef Jeremy Berlin
  • Private en-suite bathrooms in all rooms
8.4
Great53 reviews
  • Indoor pool
  • Fitness center
  • Hot tub
From   US$ 131 /nightSelect
  • On-site Pan-Asian restaurant Jae's
  • Inviting patio with gas fireplace
  • Accessibility features for special needs
8.4
Great82 reviews
  • Fireplaces
  • Koi pond
  • Private decks
From   US$ 129 /nightSelect
  • Gourmet breakfast with specialty coffees
  • Designer rooms with private balconies
  • Private deck next to koi pond
Hotel
8.0
Great27 reviews
  • On-site Spa
  • Event Barn
  • Artisan Kitchen
From   US$ 249 /nightSelect
  • Renowned for unique weddings and events
  • Locally sourced dining from artisanal kitchen
  • Charming lodging in renovated dairy barn
8.6
Great167 reviews
  • Indoor Pool
  • Outdoor Pool
  • Jacuzzi
From   US$ 139 /nightSelect
  • Unique rooms with jacuzzis and fireplaces
  • Indoor and outdoor pools for relaxation
  • Complimentary breakfast with made-to-order omelets
Bed & Breakfast
8.0
Great39 reviews
  • Private baths
  • On-site dining
  • Ski storage
From   US$ 171 /nightSelect
  • Home-cooked breakfast served daily
  • Historical bed and breakfast charm
  • Wrap-around porches with great views
8.2
Great28 reviews
  • Restaurant
  • Bar
  • Private Parking
From   US$ 103 /nightSelect
  • On-site restaurant and bar
  • 24-hour reception service
  • Air-conditioned rooms available
Bed & Breakfast
8.6
Great19 reviews
  • Heated Pool
  • Fitness Center
  • Wine Lounge
From   US$ 354 /nightSelect
  • Gourmet breakfast with unique daily offerings
  • Three distinct pet-friendly lodging options
  • Wine and cheese social hour
Bed & Breakfast
8.4
Great49 reviews
  • Outdoor pool
  • Wine bar
  • Hiking trails
From   US$ 319 /nightSelect
  • Unique elopement packages with planning assistance
  • Gourmet farm-to-table breakfast served daily
  • Scenic grounds for outdoor activities
8.2
Great55 reviews
  • Indoor Pool
  • Fitness Center
  • Business Center
From   US$ 484 /nightSelect
  • Indoor pool with hot tub access
  • Complimentary hot breakfast served daily
  • 24-hour fitness center for guests
8.4
Great52 reviews
  • Lakefront Access
  • Outdoor Firepit
  • Gourmet Breakfast
From   US$ 513 /nightSelect
  • Daily wine and cheese hour
  • Gourmet breakfast featuring local ingredients
  • Direct access to kayaking and paddleboarding
Bed & Breakfast
8.4
Great56 reviews
  • Private Patios
  • In-Room Breakfast
  • Gas Fireplaces
From   US$ 358 /nightSelect
  • In-room breakfast with homemade and fresh options
  • Private entrances and outdoor patios for rooms
  • Pet-friendly accommodations with thoughtful amenities
  • Private Parking
  • Game Room
  • Evening Entertainment
From   US$ 506 /nightSelect
  • On-site restaurant with unique dining options
  • 24-hour reception in English and Spanish
  • Air-conditioned rooms with iPad amenities
Inn
8.2
Great22 reviews
  • 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
8.6
Great63 reviews
  • Private Dining
  • Heated Floors
  • Craft Cocktails
From   US$ 47 /nightSelect
  • Gourmet breakfast made to order
  • Breathtaking views of the Berkshires
  • Live piano music in the lounge
8.4
Great101 reviews
  • Heated Pool
  • Garden Seating
  • Pet Amenities
From   US$ 89 /nightSelect
  • Heated outdoor pool with mountain views
  • Charming garden areas for relaxation
  • Pet-friendly amenities for travelers
9.0
Perfect10 reviews
  • Dining Tavern
  • Sauna
  • Swimming Pool
Select
  • Scenic hiking to a waterfall
  • Prepared-to-order breakfast
  • Relaxation areas with hammocks
8.2
Great89 reviews
  • Ski storage
  • Playground
  • On-site dining
From   US$ 148 /nightSelect
  • On-site restaurant serving American cuisine
  • Ski storage and waxing area available
  • Children's playground for family fun
9.2
Perfect66 reviews
  • Outdoor Pool
  • On-site Spa
  • Tennis Court
From   US$ 395 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site spa and wellness centre
  • Restaurant serving American cuisine
9.4
Perfect31 reviews
  • On-site spa
  • Swimming pool
  • Picnic area
From   US$ 515 /nightSelect
  • Extensive property restoration planned by 2026
  • Inviting on-site spa and wellness facilities
  • Outdoor swimming pool for guest relaxation
8.6
Great73 reviews
  • Indoor pool
  • Fitness center
  • Hot tub
From   US$ 108 /nightSelect
  • Close to Massachusetts Museum of Contemporary Art
  • Indoor pool and hot tub for relaxation
  • On-site restaurant with local dishes
8.0
Great105 reviews
  • Indoor pool
  • Fitness center
  • Restaurant
From   US$ 99 /nightSelect
  • Largest event space in Berkshires
  • Warm indoor heated pool
  • Pet-friendly accommodations available
8.2
Great35 reviews
  • Candle-lit dining
  • Historic ambiance
  • Garden terrace
From   US$ 430 /nightSelect
  • Candle-lit dining with gourmet cuisine
  • Authentic historic inn experience
  • Beautiful garden terrace for dining
8.4
Great51 reviews
  • Jacuzzi suites
  • Large lawn
  • Pet-friendly
From   US$ 148 /nightSelect
  • Elegant jacuzzi suites for relaxation
  • Enormous lawn by the Housatonic River
  • Pet-friendly options available
8.4
Great41 reviews
  • Hot Tub
  • Sauna
  • Game Room
From   US$ 246 /nightSelect
  • Indoor and seasonal outdoor pools
  • Bicycles available for free use
  • On-site fitness center and sauna
7.4
Very good28 reviews
  • Indoor Pool
  • Fitness Center
  • Meeting Space
From   US$ 189 /nightSelect
  • Indoors pool and fitness center
  • Complimentary hot breakfast options
  • Spacious rooms with in-room fridge
8.4
Great54 reviews
  • 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
8.4
Great103 reviews
  • Exercise Room
  • 24-hour Desk
  • Continental Breakfast
From   US$ 71 /nightSelect
  • Skiing access at Butternut Ski Area
  • Free parking for all vehicle types
  • 24-hour front desk service
8.4
Great74 reviews
  • Fitness Centre
  • Gardens
  • Terrace
From   US$ 195 /nightSelect
  • Gourmet breakfasts changing daily
  • Historic Victorian mansion atmosphere
  • Access to outdoor activity options
Bed & Breakfast
8.2
Great79 reviews
  • Jetted Tubs
  • Fireplaces
  • Breakfast Delivery
From   US$ 400 /nightSelect
  • Elegant rooms with working fireplaces
  • Private jetted tubs for ultimate relaxation
  • In-room breakfast delivered to your suite
Bed & Breakfast
8.6
Great39 reviews
  • 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
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