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

Hancock Hotel Guide - Family Friendly Hotels in Hancock, Massachusetts

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Check availability on Hancock Family Friendly Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 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.
€134
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort
A rope bridge structure with multiple levels and colorful ropes.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A snow-covered outdoor area with a fire pit, tables, and chairs.
A Country Inn with a large, welcoming entrance and multiple parking spaces.

2. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A swimming pool with two people in the water, surrounded by outdoor seating and a building labeled "John Harvard's Restaurant & Brewery".
A fire pit with chairs, a ski lift, and a building with a sign that reads "Mountain Resort".
A lobby with leather sofas, a fireplace, and a stone wall.
A rustic wooden interior with various stalls selling items like books, snacks, and wine.

3. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
A living room with a beige sofa, a white armchair, a coffee table, and a TV stand with a flat-screen TV.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A neatly made bed with a floral bedspread, a wall-mounted painting of bamboo, and a bedside table with a lamp and clock.

4. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Four people seated at a table with food and drinks, wearing winter sports helmets.
A busy store interior with wooden walls and shelves stocked with various items.
A bedroom with a Minecraft-themed bedspread, wall art, and decor.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and houses in the background.

5. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
A child on a green and white slide with a black handle, wearing a blue sleeveless top and beige pants, in a playground setting.
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A spacious living area with a stone fireplace, comfortable seating, and a dining area with a table and chairs.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.

6. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
A bedroom with bunk beds, a small table with a lamp, and a window with blinds.
A kitchen with a central island, a built-in sink, and a ceiling fan.
A porch with a wooden bench and a wooden sculpture.
Pool

7. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
€484
includes taxes & fees
18 Oct - 19 Oct
Comfortable Berkshires retreat on mtn resort, SISO
A swimming pool with a building labeled "John Harvard's Restaurant & Brewery" in the background.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
An outdoor seating area with a fire pit, tables, and chairs.
A hot tub with four people, wooden walls, and wall-mounted lights.

8. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
€281
includes taxes & fees
19 Oct - 20 Oct
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
A wooden deck with outdoor furniture, a glass door leading to a view of a grassy area with trees.
A swimming pool with a deck, a covered seating area, and a view of a green house and forested hills.
A building with a sign reading "John Harvard's Restaurant & Brewery."
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a tiled floor.

9. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
Hancock
€283
includes taxes & fees
19 Oct - 20 Oct
Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
A swimming pool with a building labeled "John Harvard's Restaurant & Brewery" in the background.
A rustic wooden interior with various stalls selling items like books, snacks, and wine.
A hot tub with four people, wooden walls, and wall-mounted lights.
Exterior

10. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Hancock
€212
includes taxes & fees
19 Oct - 20 Oct
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
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Choose what matters most at family-friendly hotels in Hancock

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools in Hancock

A resort with multiple buildings, a parking area, and a mountainous backdrop.
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 wooden cabin with a porch and steps leading to a door, surrounded by snow.

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
€134
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort
A snow-covered outdoor area with a fire pit, tables, and chairs.
A Country Inn with a large, welcoming entrance and multiple parking spaces.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A lobby with leather sofas, a fireplace, and a stone wall.

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A bedroom with a bed, dresser, TV, and a window.
A swimming pool with a view of a house and hills in the background.
A two-story building with a covered entrance labeled "Country Inn."
A bedroom with a wooden bed, a grey rug, a desk with a plant, and a window with curtains.

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
A living room with a beige sofa, a white armchair, a coffee table, and a TV stand with a flat-screen TV.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A neatly made bed with a floral bedspread, a wall-mounted painting of bamboo, and a bedside table with a lamp and clock.

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Four people seated at a table with food and drinks, wearing winter sports helmets.
A busy store interior with wooden walls and shelves stocked with various items.
A bedroom with a Minecraft-themed bedspread, wall art, and decor.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and houses in the background.

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A bedroom with a bed, a TV, a dresser, and a window with curtains.
A cozy living room with a sofa, coffee table, and a rug.

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock
€219
includes taxes & fees
19 Oct - 20 Oct
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Pool
A wooden deck with two Adirondack chairs and a railing, surrounded by trees with autumn foliage.
A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.
A kitchen with a central island, a built-in sink, and a ceiling fan.

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
€484
includes taxes & fees
20 Oct - 21 Oct
Comfortable Berkshires retreat on mtn resort, SISO
A modern kitchen with red cabinetry, stainless steel appliances, and a visible clock on the wall.
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A person sliding down a curved metal slide in a grassy area.

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
€281
includes taxes & fees
19 Oct - 20 Oct
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
A living room with a fireplace, a television, and two sofas.
A swimming pool with a deck, a covered seating area, and a view of a green house and forested hills.
A building with a sign reading "John Harvard's Restaurant & Brewery."
A bedroom with a wooden floor, a metal bed frame, two bedside tables with lamps, a window with curtains, and a framed picture on the wall.

Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
Hancock
€283
includes taxes & fees
19 Oct - 20 Oct
Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
A rustic wooden interior with various stalls selling items like books, snacks, and wine.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A hot tub with four people, wooden walls, and wall-mounted lights.
Exterior

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Hancock
€212
includes taxes & fees
19 Oct - 20 Oct
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hancock Hotel Reviews

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Would be nice if they offered breakfast as part of accommodations. Pool and jacuzzi nice."
Matt 1-night trip
Posted 1 hour ago
Courtyard by Marriott Lenox Berkshires
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The staff was very helpful. The were lots of activities offered including the pool, hot tub, movie theater , and renting movies for free. The unit was very spacious and comfortable. We could hear the people above us stomping around a bit but that’s to be expected."
Jessica 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Good stay"
Jared 1-night trip
Posted 2 hours ago
The Red Lion Inn
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Pleasant stay, nice and clean conditions."
Ana 2-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South
The Yankee Inn

The Yankee Inn

10/10 Excellent
"The room and the hotel looked very clean, and the staff were very friendly. Also, the breakfast offered a good variety."
Luisa 1-night trip
Posted 6 hours ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"Everything was great here except our keys did not work so I had to go back to front desk for new keys on check in. Then on our 2nd morning we went to breakfast and came back to keys not working again. Front desk was helpful and reprogrammed them right away so not a huge deal. The hotel also has pretty thin walls so noise travels. Luckily our neighbors for the weekend were mostly quiet. I wish we knew John Harvards was closed till Thanksgiving but the other pub was great with an excellent beer selection on tap, great service & live entertainment every night. I wish there was free breakfast but thats not a big deal. I would recommend this place especially if you like to ski. We will consider this location for future Berkshire trips as its a fairly good central county location. Just keep in mind most shopping and restaurants are about 15-20+ minutes away."
Christopher 3-night trip
Posted 1 day ago
Jiminy Peak Mountain Resort
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 1 day ago
FairBridge Inn Express
Hotel On North

Hotel On North

10/10 Excellent
"The hotel is charming in the heart of Pittsfield. The rooms were large and clean. It’s a great boutique hotel with 35 rooms. There is a restaurant attached to the hotel that had great food and drinks! Will definitely be back."
Tanya 2-night trip
Posted 2 days ago
Hotel On North
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

8/10 Good
"Our room was very nice with a comfortable bed, but the door to the room did not fit properly so lots of light came through the edges. Also we could hear the guests above us ( we were on first floor in carriage house) tramping around at 6:00 am. It would help to carpet the floors. The breakfast, which was much hyped, was only okay. The ingredients were nothing special, for example the bread used for toast appeared to be off the grocery store shelf."
Benjamin 2-night trip
Posted 2 days ago
The Cornell Inn, Lenox & The Berkshires

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.