Find Family Hotels in Western Massachusetts, MA

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Family Hotels

Tonight
Oct 28 - Oct 29
Tomorrow
Oct 29 - Oct 30
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Top Western Massachusetts Family Hotels

Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel
Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
  • Bar
9.4 out of 10, Exceptional, (68)
Skating enthusiasts will love this contemporary hotel located steps from Olympia Ice Center. Premium TV channels and blackout drapes ensure restful family downtime while helpful staff provide assistance with any needs. Free parking adds convenience to the adventure.
The price is ￥18,379
￥21,035 total
includes taxes & fees
Nov 23 - Nov 24
Blue – A Modern Hotel, an Ascend Collection Hotel
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
  • Cribs/infant beds provided
9.0 out of 10, Wonderful, (1000)
Playtime paradise awaits with free cribs, kayaking on the sparkling lake, and motor boating adventures. Children delight in fishing excursions, premium TV entertainment, and beachside fun while parents appreciate the lakefront setting and complimentary breakfast each morning.
The price is ￥16,229
￥18,128 total
includes taxes & fees
Nov 4 - Nov 5
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
  • Indoor pool
9.4 out of 10, Exceptional, (6)
The price is ￥20,620
￥23,032 total
includes taxes & fees
Nov 6 - Nov 7
Element Lenox Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
  • Cribs/infant beds provided
  • Indoor pool
8.0 out of 10, Very Good, (929)
Spacious suites accommodate families with comfort, while children splash in the heated indoor pool year-round. Located steps from Berkshire Museum, this hotel offers complimentary cribs and rollaway beds, alongside a restaurant serving delicious meals for hungry explorers.
The price is ￥15,674
￥17,507 total
includes taxes & fees
Nov 26 - Nov 27
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Comfort Inn & Suites
Comfort Inn & Suites
2.5 star property
  • Cribs/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1026)
Swimming sessions delight young explorers at the pristine indoor pool while parents appreciate complimentary full breakfast, premium TV channels, and comfortable beds. Just minutes from campus attractions with cribs available upon request.
The price is ￥19,272
￥21,527 total
includes taxes & fees
Nov 16 - Nov 17
Comfort Inn & Suites
Seasonal outdoor pool
Little Cat Lodge
Little Cat Lodge
2.0 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (63)
Little Cat Lodge
Property amenity
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
  • Cribs/infant beds provided
  • Arcade/game room
9.4 out of 10, Exceptional, (747)
Vibrant game room captivates young adventurers while parents unwind in the soundproof accommodations or hot tub. After complimentary breakfast, families explore nearby skiing or Housatonic River Walk, returning to swim sessions in the pristine indoor pool.
The price is ￥21,760
￥24,306 total
includes taxes & fees
Nov 4 - Nov 5
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property grounds
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3.0 star property
  • Cribs/infant beds
  • Indoor pool
9.4 out of 10, Exceptional, (2269)
Youngsters cherish the indoor pool at this tranquil retreat while parents appreciate the hot tub and spa treatments. Family accommodations include cribs, blackout drapes, and cable TV, with kid-friendly dining options at two restaurants featuring special children's menus.
The price is ￥16,723
￥19,427 total
includes taxes & fees
Nov 3 - Nov 4
D. Hotel Suites & Spa
Skiing
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3.0 star property
  • Outdoor pool
8.2 out of 10, Very Good, (984)
Mountain adventures captivate young travelers at this ski-in/ski-out resort with an outdoor pool, tennis courts, and fully equipped kitchens. Families appreciate the quiet atmosphere, friendly staff, and variety of seasonal activities from skiing to biking.
The price is ￥22,673
￥25,325 total
includes taxes & fees
Oct 31 - Nov 1
Jiminy Peak Mountain Resort
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
  • Cribs/infant beds provided
  • Indoor pool
9.4 out of 10, Exceptional, (55)
Vacation-ready accommodations feature premium TV channels and complimentary cribs for little travelers. Mornings begin with a free breakfast buffet, fueling adventures to nearby attractions. Spotlessly clean facilities and cheerful staff ensure a relaxing family retreat.
The price is ￥19,272
￥21,527 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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.
View all properties

Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Good location; reasonable price; very clean and quiet - would definitely return"
Steven 2-night trip
Posted 1 day ago
Vacation Village in the Berkshires

Explore a world of travel with Expedia