Family friendly Hotels in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Family friendly Hotels

Top Western Massachusetts Family friendly Hotels

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 star property
West Springfield
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
  • Laundry
9.6 out of 10, Exceptional, (92)
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 P6,462
P7,395 total
includes taxes & fees
Dec 11 - Dec 12
Blue – A Modern Hotel, an Ascend Collection Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Indoor pool
9.2 out of 10, Wonderful, (1005)
Splash into family fun at this hotel with dual pools, kid-friendly supervised swimming, and microwaves for quick snacks. Just a 3-minute drive from Bousquet Ski Area, the property combines mountain scenery with cozy rooms featuring cable TV and essential comforts.
The price is P5,360
P5,987 total
includes taxes & fees
Dec 14 - Dec 15
The Yankee, Trademark Collection by Wyndham

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
  • Cribs/infant beds
8.6 out of 10, Excellent, (1001)
Family memories await at this thoughtful property, featuring spacious suites with premium TV channels and blackout drapes for restful evenings. Complimentary breakfast fuels adventures before heading to nearby Bousquet Ski Area, just a quick 5-minute drive away.
The price is P5,509
P6,153 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Cribs/infant beds provided
  • Indoor pool
8.0 out of 10, Very Good, (962)
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 P5,261
P5,877 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
  • 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 P6,261
P6,994 total
includes taxes & fees
Dec 11 - Dec 12
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
  • Cribs/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (586)
Splash into adventure at this welcoming retreat, where the indoor swimming pool provides year-round fun while Netflix and premium channels entertain after outdoor explorations. Located just 6 minutes from Bousquet Ski Area, families enjoy complimentary cribs and parking.
The price is P6,732
P7,520 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Lenox Berkshires

Hampton Inn Hadley-Amherst Area

2.5 star property
Hadley
  • Indoor pool
9.0 out of 10, Wonderful, (953)
The price is P7,024
P7,846 total
includes taxes & fees
Dec 11 - Dec 12
Hampton Inn Hadley-Amherst Area

Element Lenox Berkshires

3.0 star property
Lenox
  • Indoor pool
9.8 out of 10, Exceptional, (11)
The price is P7,720
P8,623 total
includes taxes & fees
Dec 11 - Dec 12
Element Lenox Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
  • Cribs/infant beds provided
  • Arcade/game room
9.4 out of 10, Exceptional, (754)
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 P8,427
P9,413 total
includes taxes & fees
Nov 25 - Nov 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Jiminy Peak Mountain Resort

3.0 star property
Hancock
  • Outdoor pool
8.2 out of 10, Very Good, (986)
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 P8,780
P9,808 total
includes taxes & fees
Nov 22 - Nov 23
Jiminy Peak Mountain Resort
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.

Top Western Massachusetts Hotel Reviews

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