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 Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

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.
NT$4,747
NT$5,302 total
includes taxes & fees
Oct 19 - Oct 20
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 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.

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.
NT$2,978
NT$3,326 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
NT$3,154
NT$3,523 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A garden with a decorative archway featuring large, smiling pumpkin sculptures.
A garden with a swing set, a blue chair, and a flower bed.
A breakfast buffet setup with cereal, milk, juice, and pastries.
A swimming pool with lounge chairs and a fence.

4. Maple Terrace Motel

Maple Terrace Motel
Williamstown
NT$3,154
NT$3,523 total
includes taxes & fees
Nov 1 - Nov 2
Maple Terrace Motel
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
NT$3,683
NT$4,113 total
includes taxes & fees
Nov 1 - Nov 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 bathroom with a bathtub, a sink, and a mirror.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

6. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
NT$1,978
NT$2,210 total
includes taxes & fees
Oct 14 - Oct 15
FairBridge Inn Express
An outdoor patio area with multiple chairs and tables, surrounded by lush greenery and trees.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
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.

7. Cozy Corner Motel

Cozy Corner Motel
Williamstown
NT$3,154
NT$3,697 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Corner Motel
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NT$4,810
NT$5,373 total
includes taxes & fees
Nov 1 - Nov 2
Element by Marriott Lenox Berkshires
A motel with a fenced patio area, a parking lot, and a mountain backdrop.
A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.
A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

9. Williamstown Motel

Williamstown Motel
Williamstown
NT$2,552
NT$2,850 total
includes taxes & fees
Nov 1 - Nov 2
Williamstown Motel
A room with a foosball table, arcade games, and a large dartboard.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A building with a porch and multiple windows, surrounded by purple flowers.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

10. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
NT$3,727
NT$4,786 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Club Vacations Oak 'n Spruce Resort
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

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Clean, big rooms!"
Mark 1-night trip
Posted 11 hours ago
Howard Johnson by Wyndham Lenox
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Awesome!"
soren 1-night trip
Posted 12 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 13 hours ago
Best Western Plus Berkshire Hills Inn & Suites
Hotel On North

Hotel On North

10/10 Excellent
"Great place!"
Lawrence 1-night trip
Posted 13 hours ago
Hotel On North
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."
Francesca 1-night trip
Posted 17 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Very unique property. Great nostalgic atmosphere."
TAKOSHIA 1-night trip
Posted 19 hours ago
The Red Lion Inn
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Very sweet desk clerk answered my question about late arrival quickly and cheerfully."
Chris 1-night trip
Posted 3 days ago
Quality Inn Lee - Lenox South

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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