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Featured Western Massachusetts Family Hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Fully refundable
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
Sheraton Springfield Monarch Place Hotel
1 Monarch Place, Springfield, MA
Stay at this 3.5-star business-friendly hotel in Springfield. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
Fairfield Inn & Suites Springfield Northampton/Amherst
115A Conz Street, Northampton, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn Chicopee/Springfield
600 Memorial Dr, Chicopee, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd, South Deerfield, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Regency Inn & Suites
21 Baldwin Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in West Springfield. Enjoy free parking, a 24-hour front desk, and Netflix. Popular attractions MGM Springfield and ...
Stay Berkshires
1146 Cold Spring Road, Williamstown, MA
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Margaret Lindley Park and Lindley Park are located ...
Residence Inn Springfield Chicopee
500 Memorial Drive, Chicopee, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites
106 Capital Drive, West Springfield, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels with Pools in Western Massachusetts
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd, South Deerfield, MA
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7.2/10 Good! (1,005 reviews)
"Bad"
Reviewed on May 15, 2025
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,292 reviews)
"👍"
Reviewed on May 15, 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,002 reviews)
"I had a wonderful stay at The Yankee, Trademark Collection by Wyndham. The room was beautiful and comfortable, making for a very relaxing experience. The staff was incredibly kind, welcoming, and made check-in and check-out effortless. However, during my visit, there was construction happening nearby, ..."
Reviewed on May 7, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels With Connecting Rooms in Western Massachusetts
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
The Ellery
259 Elm Street, Northampton, MA
Stay at this 3.5-star B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Best Western Springfield West Inn
429 Riverdale Street, West Springfield, MA
Book a stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels by Star Rating
More Hotel Options
- Hotels with Free Parking in Western Massachusetts
- Historic Hotels in Western Massachusetts
- Hotels with a Pool in Western Massachusetts
- Luxury Hotels in Western Massachusetts
- Pet-friendly Hotels in Western Massachusetts
- Hotel Wedding Venues in Western Massachusetts
- Resorts & Hotels with Spas in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Romantic Hotels in Western Massachusetts
- Hotels with an Indoor Pool in Western Massachusetts
Western Massachusetts Neighborhoods
- Forest Park Hotels (25.27 mi)
- Boston Road Hotels (24.27 mi)
- Liberty Heights Hotels (21.89 mi)
- South End Hotels (23.84 mi)
- East Forest Park Hotels (25.29 mi)
- McKnight Hotels (22.96 mi)
- Old Hill Hotels (23.72 mi)
- Six Corners Hotels (23.81 mi)
- East Village Historic District Hotels (17.83 mi)
- Pelham Town Hall Historic District Hotels (22.85 mi)
Top Points of Interests in Western Massachusetts
- Hotels near Six Flags New England
- Hotels near Tanglewood Music Center
- Hotels near MGM Springfield
- Hotels near University of Massachusetts Amherst
- Hotels near Naismith Memorial Basketball Hall of Fame
- Hotels near Amherst College
- Hotels near Williams College
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Mount Holyoke College
- Hotels near Big E
- Hotels near MassMutual Center
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Smith College
- Hotels near Eastern States Exposition
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
- Hotels near The Mount
- Hotels near Norman Rockwell Museum
Cities near Western Massachusetts
- Hartford Hotels (43.02 mi)
- Springfield Hotels (23.21 mi)
- Upstate New York Hotels (149.44 mi)
- Lenox Hotels (21.95 mi)
- Sturbridge Hotels (43.72 mi)
- Hudson Hotels (48.5 mi)
- Northampton Hotels (11.43 mi)
- Amherst Hotels (17.11 mi)
- The Catskills Hotels (91.54 mi)
- Rhinebeck Hotels (62.31 mi)
- The Berkshires Hotels (20.75 mi)
- Williamstown Hotels (29.32 mi)
- Windsor Locks Hotels (32.84 mi)
- Pittsfield Hotels (20.97 mi)
- Brattleboro Hotels (36.31 mi)
- Hudson Valley Hotels (78.31 mi)
- Windsor Hotels (37.58 mi)
- Great Barrington Hotels (28.65 mi)
- Keene Hotels (48.5 mi)
- Holyoke Hotels (15.59 mi)
Car Rentals Near Western Massachusetts
- Car rentals in Hartford
- Car rentals in Springfield
- Car rentals in Upstate New York
- Car rentals in Lenox
- Car rentals in Sturbridge
- Car rentals in Hudson
- Car rentals in Northampton
- Car rentals in Amherst
- Car rentals in The Catskills
- Car rentals in Rhinebeck
- Car rentals in The Berkshires
- Car rentals in Williamstown
- Car rentals in Windsor Locks
- Car rentals in Pittsfield
- Car rentals in Brattleboro
- Car rentals in Hudson Valley
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Western Massachusetts
- MGM Springfield
- D. Hotel Suites & Spa
- Hotel Downstreet, Ascend Hotel Collection
- La Quinta Inn & Suites by Wyndham Springfield MA
- Holiday Inn Express Springfield Downtown by IHG
- Red Roof Inn PLUS+ South Deerfield – Amherst
- Marriott Springfield Downtown
- The Yankee, Trademark Collection by Wyndham
- Quality Inn
- The Red Lion Inn
- Hampton Inn & Suites Springfield/Downtown
- Berkshire Mountain Lodge
- Homewood Suites by Hilton Holyoke-Springfield/North