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

Hancock Hotel Guide - Hotels with Pool in Hancock, Massachusetts

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Check availability on Hancock Hotels with Pool

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Hancock hotels with a pool

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.
A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

1. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
€132
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort
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.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A snow-covered outdoor area with a fire pit, tables, and chairs, indicating a winter resort setting.

2. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Hancock
€216
includes taxes & fees
28 Sept - 29 Sept
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A Country Inn with a large, welcoming entrance and multiple parking spaces.
A lobby with leather sofas, a fireplace, and a stone wall.
A snow-covered outdoor area with a fire pit, tables, and chairs.

3. 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
€216
includes taxes & fees
28 Sept - 29 Sept
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and houses in the background.
A bedroom with a Minecraft-themed bedspread, wall art, and decor.
A busy store interior with wooden walls and shelves stocked with various items.
A building with a sign reading "John Harvard's Restaurant & Brewery".

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

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
€217
includes taxes & fees
28 Sept - 29 Sept
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A bedroom with a bed, pillows, a wall-mounted lamp, and a wardrobe.
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A living room with a TV, a sofa, a mirror, a plant, and a decorative wall piece.

5. 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
€208
includes taxes & fees
28 Sept - 29 Sept
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A bedroom with a bed, a TV, a dresser, and a window with curtains.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A spacious living area with a stone fireplace, comfortable seating, and a dining area with a table and chairs.

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
€217
includes taxes & fees
28 Sept - 29 Sept
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A gym with various exercise machines, including treadmills and weightlifting equipment.
A shower area with a white tiled wall, a showerhead, and a towel rack.
A living room with a television, sofa, coffee table, and a decorative window with curtains.

7. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock
€216
includes taxes & fees
28 Sept - 29 Sept
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A living room with a sofa, a coffee table, a fireplace, a TV mounted on the wall, and a large window with curtains.
A snow-covered outdoor area with a fire pit, tables, and chairs, indicating a winter resort setting.

8. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
€283
includes taxes & fees
28 Sept - 29 Sept
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
A swimming pool with a wooden deck, a fenced area, and a house in the background.
A hot tub with four people, wooden walls, and wall-mounted lights.
A Country Inn with a large, welcoming entrance and multiple parking spaces.
A rustic wooden interior with shelves stocked with various products, a 'Tree-Free' sign, and a section with bottled beverages.

9. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
€216
includes taxes & fees
28 Sept - 29 Sept
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
A village center with a stone building, a sign for Kidsrule, and a staircase leading to a building with a clock tower.
A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.
A porch with a wooden bench and a wooden sculpture.

10. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
€479
includes taxes & fees
27 Sept - 28 Sept
Comfortable Berkshires retreat on mtn resort, SISO
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Choose what matters most at hotels with a pool in Hancock

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and hot tubs in Hancock

A resort with multiple buildings, a parking area, and a mountainous backdrop.
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.

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
€132
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort
Four people seated at a table with food and drinks, wearing winter sports helmets.
A bedroom with a Minecraft-themed bedspread, wall art, and decor.
A busy store interior with wooden walls and shelves stocked with various items.
A building with a sign reading "John Harvard's Restaurant & Brewery".

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
€217
includes taxes & fees
28 Sept - 29 Sept
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 bedroom with a bed, a TV, a dresser, and a window with curtains.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A spacious living area with a stone fireplace, comfortable seating, and a dining area with a table and chairs.

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
€217
includes taxes & fees
28 Sept - 29 Sept
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
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.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A snow-covered outdoor area with a fire pit, tables, and chairs, indicating a winter resort setting.

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Hancock
€216
includes taxes & fees
28 Sept - 29 Sept
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
A rustic wooden interior with various stalls selling items like books, snacks, and wine.
A fire pit with chairs, a ski lift, and a building with a sign that reads "Mountain Resort".
A two-story building with a covered entrance labeled "Country Inn."
A lobby with leather sofas, a fireplace, and a stone wall.

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
€216
includes taxes & fees
28 Sept - 29 Sept
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
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 lobby with leather sofas, a fireplace, and a stone wall.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

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
€216
includes taxes & fees
28 Sept - 29 Sept
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A kitchen with a central island, a built-in sink, and a ceiling fan.
A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.
A wooden deck with two Adirondack chairs and a railing, surrounded by trees with autumn foliage.

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
€479
includes taxes & fees
27 Sept - 28 Sept
Comfortable Berkshires retreat on mtn resort, SISO
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A bedroom with a bed, pillows, a wall-mounted lamp, and a wardrobe.
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A living room with a TV, a sofa, a mirror, a plant, and a decorative wall piece.

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
€208
includes taxes & fees
28 Sept - 29 Sept
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
A Country Inn with a large, welcoming entrance and multiple parking spaces.
A hot tub on a wooden deck with a view of a snowy landscape and buildings in the background.
A lobby with leather seating, a stone fireplace, and a television mounted on the wall.
A living room with a sofa, a round coffee table, a blue armchair, a television on a cabinet, and a window with curtains.

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Hancock
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
A spacious living area with a high ceiling, a kitchen in the background, and a large abstract painting on the wall.
A snow-covered outdoor area with a fire pit, tables, and chairs, indicating a winter resort setting.
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A two-story building with a prominent entrance and a sign reading 'THATCHER'.

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Hancock
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything, delicious free breakfast, hot showers, plenty of room, outdoor patio w Adirondack chairs, pleasant staff, very clean place. Fabulous price! I would not hesitate to return to this place."
Joyce 2-night trip
Posted 16 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 20 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 5 days ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

What's it like visiting Hancock?
If lounging by a pool is your idea of the perfect getaway, you might want to think about family-friendly Hancock, which has 16 places to stay with pools. During your visit, you can explore attractions such as Jiminy Peak Mountain Resort and Alpine Super Slide, and then relax poolside at one of the accommodation options in Hancock that guests like for their pools.
What are some accommodation options with pools in Hancock?
Jiminy Peak Mountain Resort: Hotel, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 hot tubs, an outdoor pool and 2 outdoor tennis courts. SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1: Condo, 1-minute walk from Jiminy Peak Mountain Resort. Offers complimentary wireless Internet access, a pool and kitchens. Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn: Offers a seasonal outdoor pool, an indoor pool and buffet.
How many hotels with pools will I be able to find in Hancock?
Expedia's 16 hotels in Hancock give you a great choice for your poolside getaway.
What is there to see and do in Hancock?
Make a point to visit attractions such as Alpine Super Slide and Mountain Coaster. Discover sights such as Jiminy Peak Mountain Resort during your stay. The mountain views, skiing and hiking are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Hancock?
Taking the local weather in Hancock into account can help you maximise your time at the pool during your trip. 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.