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
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Hancock family-friendly hotels

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.
₹12,981
₹14,500 total
includes taxes & fees
9 Sept - 10 Sept
Jiminy Peak Mountain Resort

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.
₹8,496
₹9,490 total
includes taxes & fees
10 Sept - 11 Sept
Best Western Plus Berkshire Hills Inn & Suites

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.
₹11,150
₹12,455 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

4. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
₹5,809
₹6,489 total
includes taxes & fees
20 Sept - 21 Sept
FairBridge Inn Express

5. 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 Centre.
₹11,967
₹13,368 total
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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

The Red Lion Inn

The Red Lion Inn

8/10 Good
"The Inn is very welcoming with a broad front porch filled with wicker chairs and rockers. Inside there are many sitting rooms, a restaurant and tavern, gift and floral shops and access to an outdoor pool. Well loved antiques are everywhere for comfortable seating throughout the property. Rooms facing the streets can be noisy with traffic. Lots of atmosphere, history and great location for shopping, sightseeing and dining."
Catherine 7-night trip
Posted 2 hours ago
The Red Lion Inn
Hotel On North

Hotel On North

10/10 Excellent
"Best place in town"
Mary Ellen 2-night trip
Posted 7 hours ago
Hotel On North
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Great location. Outside of hotel is a little dated but the room Amazing breakfast. The owners really take pride in providing fresh healthy options."
Chris 2-night trip
Posted 8 hours ago
Willows Motel Williamstown
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"We only stayed for one night. The room was clean. Easy access for handicap needs we we required"
Deborah 1-night trip
Posted 10 hours ago
Quality Inn Lee - Lenox South
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Black swann is great hotel with very helpful staff. They also have a Indian restaurant inside the hotel with lake view. It is a bit pricey but their fish curry is a must try!! I had it twice in a row and I am very picky eater."
Dheeraj 3-night trip
Posted 12 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"On an overpriced holiday weekend in the Berkshires, Yankee Inn was a great balance of price and amenities. The indoor pool was nicer than most, and the hot tub was great. Outdoor pool was a bit oddly placed between the parking lot and the main road, but nice as well. Both very clean. Room was spacious and clean, beds were comfortable, though I think they were doubles rather than queens. The included breakfast was on the very good end of standard - the fruit was fresh and delicious, there were both eggs and waffles, plus cereal, yogurt, bacon/sausage. Meh on the pastries, and the coffee was terribly watery. My true only gripe is that there was truly not a single place to hang wet bathing suits that didn't result in them dripping all over the floor. Had we been on the 2nd floor, we would have had an outside railing, but on the first floor there was none. With 4 people using the pool and hot tub, it was an annoyance. Overall, great place for a quick stay."
Emily 2-night trip
Posted 12 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Nice and conveniently located"
Lina 3-night trip
Posted 15 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"The room was spotless and very comfortable. The bed was super comfortable and the shower was nice. The whole property was well kept and the country store is worth a look. We would definitely stay there again!"
Desiree 1-night trip
Posted 1 day ago
Jiminy Peak Mountain Resort
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"great value"
Horace 1-night trip
Posted 2 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 The Clark Art Institute.

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