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

Family friendly Hotels in Hancock, Massachusetts

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Check availability on Hancock Family friendly Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
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.
P9,320
P10,411 total
includes taxes & fees
Oct 18 - Oct 19
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 spacious living room with large windows, a fireplace, and a variety of seating options.
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.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
P5,395
P6,713 total
includes taxes & fees
Nov 1 - Nov 2
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 lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A building entrance with a large planter with purple flowers and a small tree.

3. Hotel On North

Hotel On North
Pittsfield
P6,990
P7,808 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
A fire feature with a metal frame and a brick wall in the background.
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.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

4. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
P10,315
P11,522 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Williamstown
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 a coffee machine, a water dispenser, and a sign indicating the fitness center.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
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.

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.
P5,847
P6,532 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
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 reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern interior with a large window, a wooden table, and bar stools.

6. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
P7,456
P8,329 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Downstreet, an Ascend Collection Hotel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A covered outdoor area with stone pillars and a view of a road and green hills.

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Family memories made easy with an indoor pool, firepit, and cozy spaces just minutes from Bousquet Ski Area.
P7,857
P8,776 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
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 bar area with wooden beams, red chairs, and a long wooden table.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.

8. The Williams Inn

The Williams Inn
Williamstown
P11,682
P13,048 total
includes taxes & fees
Nov 1 - Nov 2
The Williams Inn
Room
A bathroom with a large mirror, a sink, and a towel rack.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

9. 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.
P6,756
P7,546 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

10. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
P7,999
P8,935 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
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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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Th property was beautiful and amongst the nature. The entire family had a good time in the pool, hot tub and the other kids amenities. The EV charging onsite was a plus"
Arabinda 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"24-7 coffee was great"
wayne 2-night trip
Posted 7 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Room was clean, bed was comfortable, breakfast was good, centrally located for our days events!"
Chuck 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"My impression s? It’s a quiet rural area, but I am impressed how quiet the motel was. Not all the time, but occasionally it get noisy. I also liked the area."
Casey A 4-night trip
Posted 4 days ago
Best Western Plus Berkshire Hills Inn & Suites

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, Colonial Theater, and Williamstown Theatre Festival. Make sure you have lots of time for activities like Bousquet Ski Area and Guido's Marketplace.

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