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

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Hancock family-friendly hotels

A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.

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.
S$196
includes taxes & fees
22 Sept - 23 Sept
Jiminy Peak Mountain Resort
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

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.
S$162
includes taxes & fees
10 Sept - 11 Sept
Best Western Plus Berkshire Hills Inn & Suites
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.
A banquet hall with round tables set for a formal event, featuring white tablecloths, silverware, and floral centerpieces.
A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.

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.
S$169
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.
A dining area with wooden tables and chairs, a television, and a door with a sign.

4. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
S$85
includes taxes & fees
24 Aug - 25 Aug
FairBridge Inn Express
An outdoor patio area with multiple chairs and tables, surrounded by lush greenery and trees.
A covered porch with beige siding, white railings, and a row of wooden benches.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

5. Cozy Corner Motel

Cozy Corner Motel
Williamstown
S$132
includes taxes & fees
13 Sept - 14 Sept
Cozy Corner Motel
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Choose what matters most at family-friendly hotels in Hancock

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Hancock Hotel Reviews

FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 11 hours ago
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 13 hours ago
Howard Johnson by Wyndham Lenox
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Easy, relaxed stay at a great hotel with excellent staff!"
Paul 2-night trip
Posted 17 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything was clean and well maintained. Very good included breakfast, close to Tanglewood, the Manor, the Norman Rockwell Museum, Lenox and Stockbridge."
Andrew 2-night trip
Posted 20 hours ago
The Yankee Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"I had 2 rooms. 1 room (414) did not have a phone, the microwave didn't have power. The other room was fine. We didn't like that there was only 1 elevator working as we had to wait quite a while sometimes to go up or down. We understand that the hotel is undergoing renovations. Overall, we enjoyed our stay."
Frank 2-night trip
Posted 21 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 2 days ago
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 5 days ago
Jiminy Peak Mountain Resort

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 a restaurant, 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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