Find Family Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Family Hotels

Our top choices for Western Massachusetts family-friendly hotels

Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.6 out of 10, Exceptional, (107)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
The price is AED 434
AED 497 total
includes taxes & fees
4 Jan - 5 January 2026
Blue – A Modern Hotel, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (12)
"New hotel very nice"
United States
joel
The price is AED 481
AED 537 total
includes taxes & fees
21 Dec - 22 Dec
Element Lenox Berkshires
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 281
AED 313 total
includes taxes & fees
4 Jan - 5 January 2026
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AED 368
AED 411 total
includes taxes & fees
4 Jan - 5 January 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA
3.0 star property
South End
8.6 out of 10, Excellent, (1004)
"Very nice hotel, clean and friendly perfectly located. "
United States
Brandy
The price is AED 423
AED 480 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn-Springfield, MA
Property grounds
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2256)
"Stayed 3 nights, really great hotel and value. "
United States
Vince
The price is AED 401
AED 466 total
includes taxes & fees
1 Jan - 2 January 2026
D. Hotel Suites & Spa
Property amenity
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is AED 496
AED 554 total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 345
AED 386 total
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 755
AED 967 total
includes taxes & fees
4 Jan - 5 January 2026
Prospect Berkshires
Lobby
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1008)
"Good hotel, staff and breakfast. "
United States
Julie
The price is AED 451
AED 504 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Hadley - Amherst
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.
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Family-friendly hotels with free breakfast in Western Massachusetts

Lobby
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1008)
The price is AED 451
AED 504 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Hadley - Amherst
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Family-friendly hotels with pools in Western Massachusetts

Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2256)
The price is AED 401
AED 466 total
includes taxes & fees
1 Jan - 2 January 2026
D. Hotel Suites & Spa
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.
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Top Western Massachusetts Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming. Highly recommend making reservations at their Tavern or Dining Area. Several small cafes and charming local shops close by for Christmas shopping"
Judith Pauline 1-night trip
Posted 4 hours ago
The Red Lion Inn

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