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
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Hancock family-friendly hotels

A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

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.
₹12,668
₹14,150 total
includes taxes & fees
1 Nov - 2 Nov
Jiminy Peak Mountain Resort
A playground with a slide and climbing structures, a pool, and a building with a large window and a sloped roof.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
₹7,590
₹9,514 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A bookshelf with various books and games, a 'RELAX' sign, and two red pillows on a bench.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

3. Hotel On North

Hotel On North
Pittsfield
₹11,863
₹13,251 total
includes taxes & fees
8 Nov - 9 Nov
Hotel On North
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

4. 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.
₹9,253
₹10,336 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Berkshire Hills Inn & Suites
Two Adirondack chairs facing a river with a forested hill in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

5. The Yankee Inn

The Yankee Inn
Lenox
  • Family escape with indoor and outdoor pools—enjoy year-round swimming plus convenient ski access at Bousquet Ski Area.
₹9,080
₹10,143 total
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn
An indoor swimming pool with blue tiles, a clock on the wall, and colorful graffiti art.
A modern bathroom with a large mirror, two sinks, a toilet, and towel racks.
A hotel room with a bed, a sofa, a TV, and a desk with a lamp.
A bookshelf with various books and pamphlets, including titles like 'JIMINY' and 'Berkshire Landscapes'.

6. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
₹11,303
₹12,626 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Downstreet, an Ascend Collection Hotel
A fire feature with a metal frame and a brick wall in the background.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.
A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

7. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
₹13,685
₹15,287 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Williamstown
A room with a pool table, arcade games, and seating areas.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.

8. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
₹8,129
₹11,198 total
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.
A hotel patio with outdoor seating and a fire pit.
A multi-story hotel with a clear entrance, a covered waiting area, and a landscaped front yard.
A spacious living room with a large sofa, a coffee table, and a fireplace.

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
₹11,254
₹12,571 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A spacious living area with a fireplace, wooden beams, and a large window.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.

10. The Williams Inn

The Williams Inn
Williamstown
₹19,191
₹21,437 total
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Nice modern motel well located for AT hike"
Patricia 1-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"The rooms are outdated but they were clean. The hot tubs were down unfortunately which was one reason we booked this resort so that was a bummer but the staff was great and the price was right. The views were gorgeous and it's near hiking trails and a bike trail. Would book it again if they update their rooms and amenities."
Jennifer 1-night trip
Posted 7 hours ago
Jiminy Peak Mountain Resort
The Yankee Inn

The Yankee Inn

10/10 Excellent
"This is a five star property. Wonderful breakfast. Indoor pool and hot tub. Convenient free parking. Comfortable bedroom with all the amenities. I recommend to anyone visiting the Lenox/Pittsfield area. Good restaurants nearby."
Hall 3-night trip
Posted 13 hours ago
The Yankee Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Unique and very thoughtfully thought through. Welcome bottle of wine, welcome drink, and breakfast were great! Wish the bar was open later and breakfast started earlier, but this is a minor thing. Would definitely stay there again."
Jeffrey 1-night trip
Posted 16 hours ago
The Cornell Inn, Lenox & The Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Check in & out were easy. Mint restaurant was GREAT. View from the balcony overlooking the lake was super. Same weekend for the last four years & we will be back."
Garry 2-night trip
Posted 23 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hotel On North

Hotel On North

10/10 Excellent
"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."
Vicki 1-night trip
Posted 2 days ago
Hotel On North
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Clean room. Comfortable beds. Good breakfast. Staff were nice and professional."
Melissa 1-night trip
Posted 3 days ago
Hampton Inn & Suites Berkshires-Lenox
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
Richard 1-night trip
Posted 8 days ago
FairBridge Inn Express

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 Guido's Marketplace.

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