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

Find Family Hotels in Hancock, MA

  • 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 Hancock Family Hotels

Tonight
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

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.
AED 566
AED 633 total
includes taxes & fees
9 Sep - 10 Sep
Jiminy Peak Mountain Resort

2. Cozy Corner Motel

Cozy Corner Motel
Williamstown
AED 324
AED 381 total
includes taxes & fees
8 Sep - 9 Sep
Cozy Corner Motel

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.
AED 466
AED 521 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG

4. Maple Terrace Motel

Maple Terrace Motel
Williamstown
AED 459
AED 513 total
includes taxes & fees
8 Sep - 9 Sep
Maple Terrace Motel

5. 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.
AED 419
AED 468 total
includes taxes & fees
30 Aug - 31 Aug
Best Western Plus Berkshire Hills Inn & Suites

6. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
AED 219
AED 245 total
includes taxes & fees
10 Aug - 11 Aug
FairBridge Inn Express

7. Williamstown Motel

Williamstown Motel
Williamstown
AED 388
AED 434 total
includes taxes & fees
18 Aug - 19 Aug
Williamstown Motel

8. 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.
AED 481
AED 537 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

9. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
Williamstown
AED 382
AED 427 total
includes taxes & fees
10 Aug - 11 Aug
1896 House Country Inn & Motels

10. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
AED 493
AED 551 total
includes taxes & fees
7 Sep - 8 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 Yankee Inn

The Yankee Inn

10/10 Excellent
"The staff were friendly, helpful with finding restaurants and other local attractions. Our room was immaculate and nicely furnished with modern furnishings in great condition. The room was quiet--we never heard our neighbors. It was pleasant to sit on the balcony and read. The location is great, 15 or 20 mins to Tanglewood depending on time. A very nice breakfast with lots of choices. We would definitely recommend this Inn to friends, and plan to return for future trips to Tanglewood and The Berkshires. ."
John 2-night trip
Posted 4 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Stephen 1-night trip
Posted 12 hours ago
The Red Lion Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Love this hotel for going to Mass MoCA"
Victoria 1-night trip
Posted 1 day ago
Hotel Downstreet, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Nice location, nice breakfast, but no elevator."
Larry 2-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
Paul 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
Fausto 2-night trip
Posted 2 days ago
Jiminy Peak Mountain Resort
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 12 days ago
FairBridge Inn Express

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, Barrington Stage Company, and Colonial Theater. Make sure you have lots of time for activities like Williamstown Theatre Festival and Bousquet Ski Area.