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

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Check availability on Hancock Family friendly Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Hancock family-friendly hotels

Skiing

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
The price is S$258
includes taxes & fees
9 Jul - 10 Jul
Jiminy Peak Mountain Resort
In-room safe, individually decorated, individually furnished, desk

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, (1,004 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is S$184
includes taxes & fees
15 Jul - 16 Jul
Best Western Plus Berkshire Hills Inn & Suites
Exterior

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (923 reviews)
The price is S$134
includes taxes & fees
12 Jul - 13 Jul
Cozy Corner Motel
Indoor pool

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (126 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
The price is S$220
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
BBQ/picnic Area

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (329 reviews)
The price is S$132
includes taxes & fees
9 Jul - 10 Jul
Williamstown Motel
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (846 reviews)
The price is S$90
includes taxes & fees
26 Jul - 27 Jul
FairBridge Inn Express
Miscellaneous

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (451 reviews)
The price is S$152
includes taxes & fees
9 Jul - 10 Jul
1896 House Country Inn & Motels
Lobby lounge

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (28 reviews)
The price is S$293
includes taxes & fees
19 Jul - 20 Jul
Element by Marriott Lenox Berkshires
Exterior

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (618 reviews)
The price is S$186
includes taxes & fees
19 Jul - 20 Jul
Maple Terrace Motel
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is S$336
includes taxes & fees
12 Jul - 13 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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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Choose what matters most at family-friendly hotels in Hancock

Breakfast included
Pool

Top Hancock Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Really liked how updated the room was and very clean, it had a refrigerator which was perfect for someone who travels for work , wish it had a microwave in my room- that would be perfect I would stay again for sure Breakfast was really good and I like that it starts early enough so I can eat before my work shift starts"
stacy 1-night trip
Posted 10 hours ago
Hampton Inn & Suites Berkshires-Lenox

Frequently asked questions

What's Hancock like for family-friendly holidays?
If you've been thinking about a holiday with your children, Hancock is a good choice. The entertainment, museums and snowboarding are just a few things that make this an attractive holiday destination 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 centre.
What's the best family accommodation in Hancock?
Jiminy Peak Mountain Resort is a hotel with an outdoor pool and 2 restaurants, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Hancock?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Hancock are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Hancock?
While you are visiting Hancock, you may want to round up the youngsters and make time to see interesting attractions such as Jiminy Peak Mountain Resort, Barrington Stage Company and Colonial Theater. Make sure that you have lots of time for activities such as Williamstown Theatre Festival and Bousquet Ski Area.

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