Find All Western Massachusetts Hotels
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Find All Western Massachusetts Hotels
We have found 1389 Western Massachusetts Hotels
- The Central Downtown Inn & Suites
- 33 Main
- Wilbraham Inn
- Charming Farmhouse - quiet, private & peaceful
- The Old Inn On The Green
- The Inn at Stockbridge
- Sunset Inn
- Tanglewood Suites
- The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
- Stay Berkshires
- Gateways Inn & Restaurant
- Whistler's Inn Bed & Breakfast
- In town, newly remodeled studio with private balcony
- Black Walnut Inn
- The Trail in Adams - Berkshires’ Art Hotel
- Centennial House
- Gedney Farm
- Experience a charming 3 bedroom farm stay close to winter activity.
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- 1896 House Country Inn & Motels
- Wilder House Berkshires
- Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
- Upscaled Home in a Quiet Neighborhood
- Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
- Country living with hill town views above the clouds!
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Inn at Kenmore Hall
- Large, family-friendly farmhouse located in the beautiful Berkshires
- Renovated Private Guest House by Evergreen Home
- Charming 2-bedroom resort in brilliant Hancock with AC, Jetted-Tub, WiFi, Pool
- Harbour House Inn
- Seven Hills Inn
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
- Eastgate Inn B&B
- Stunning views on 545 acres at end of dirt road
- Northside Motel
- Becket Motel
- SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
- Elm Motel
- Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
- Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
- Express Inn
- Cranwell Spa and Golf Resort
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Eastover Estate & Eco-Village
- Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
- The Orchards Hotel
- Farmhouse on Otis Pond
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Heart of the Berkshires
- Kemble Inn
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
- Historic Stone Church in The Berkshires
- Garden Gables Inn
- Professional/family/pet-friendly; fiber-optics in the forest, minutes to highway
- Lantern House Motel
- Quality Inn Chicopee - Springfield
- The Red Door B&B
- Hampton Terrace Inn
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
- The Springs Motel
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- The Retreat at Norwich Lake
- Red Carpet Inn West Springfield
- Tourists
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Daniel Stebbins House
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- TownePlace Suites by Marriott Hadley Amherst
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort
- Bentley Brook at Jiminy Peak ^ Studio
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Slope-Side Ski-in Ski-Out: Bentley Brook Resort