A road lined with autumn-colored trees, a green house, and a mountain in the background.

Find Family Hotels in Hancock, MA

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Check availability on Hancock Family Hotels

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Hancock family-friendly hotels

1. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
NT$4,268
NT$4,767 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort

2. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
  • Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
NT$3,366
NT$3,760 total
includes taxes & fees
Oct 18 - Oct 19
Best Western Plus Berkshire Hills Inn & Suites

3. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
NT$3,469
NT$3,875 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn & Suites Pittsfield-Berkshires by IHG

4. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
NT$1,976
NT$2,207 total
includes taxes & fees
Sep 21 - Sep 22
FairBridge Inn Express

5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
NT$3,628
NT$4,052 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
View all properties

Choose what matters most at family-friendly hotels in Hancock

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Hancock Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"We enjoyed this Inn. Very scenic on Laural Lake. We enjoyed Mint Restaurant and had a fabulous time kayaking on the lake. It was a great place to celebrate my 59th birthday. Clean, organized and friendly. Would return."
Howard 1-night trip
Posted 8 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 9 hours ago
Howard Johnson by Wyndham Lenox
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 4 days ago
Hotel Downstreet, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Judith 1-night trip
Posted 5 days ago
The Red Lion Inn

Frequently asked questions

What's Hancock like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Hancock is a good choice. The entertainment, museums, and snowboarding are just a few things that make this an attractive vacation spot for families. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 28.1 mi (45.2 km) from the city center.
What's the best place to stay for a family trip to Hancock?
Jiminy Peak Mountain Resort is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Hancock?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Hancock are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Hancock?
While you are visiting Hancock, you might want to round up the kiddos and make time to see interesting attractions such as Jiminy Peak Mountain Resort, Colonial Theater, and Williamstown Theatre Festival. Make sure you have lots of time for activities like Bousquet Ski Area and The Clark Art Institute.

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