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

Search Family-Friendly Hotels in Hancock

  • 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-Friendly Hotels

Tonight
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Hancock family-friendly hotels

A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
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.
฿4,442
฿4,961 total
includes taxes & fees
18 Oct - 19 Oct
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 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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

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.
฿3,504
฿3,913 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A buffet area with a counter, food items, and a beverage station.
A bathroom with a large mirror, a sink, and a towel rack.

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.
฿3,610
฿4,033 total
includes taxes & fees
21 Oct - 22 Oct
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 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.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

4. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
฿2,057
฿2,297 total
includes taxes & fees
24 Sept - 25 Sept
FairBridge Inn Express
An outdoor patio area with multiple chairs and tables, surrounded by lush greenery and trees.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.
A covered porch with beige siding, white railings, and a row of wooden benches.
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
฿2,932
฿3,446 total
includes taxes & fees
27 Sept - 28 Sept
Cozy Corner Motel
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"I am disappointed that it has been over two weeks and I have yet to receive my room deposit back. They told me 7-10 days"
Graham 2-night trip
Posted 19 hours ago
Vacation Village in the Berkshires
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Great location for our trip into NE."
Mark 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
The Yankee Inn

The Yankee Inn

10/10 Excellent
"The room was spacious, clean and comfortable. I will definitely stay there again."
William 2-night trip
Posted 2 days ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 2 days ago
Jiminy Peak Mountain Resort
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."
Gerald 1-night trip
Posted 2 days ago
The Red Lion Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 4 days ago
Howard Johnson by Wyndham 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 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, Colonial Theater and Williamstown Theatre Festival. Make sure that you have lots of time for activities such as Bousquet Ski Area and The Clark Art Institute.

Explore a world of travel with Expedia