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

Hotels with Swimming Pool in Hancock, Massachusetts

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Check availability on Hancock Hotels with Swimming Pool

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Hancock hotels with a pool

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers
Lobby
Bar (on property)
Lobby

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.
P8,823
P9,856 total
includes taxes & fees
Sep 21 - Sep 22
Jiminy Peak Mountain Resort
View all properties

Choose what matters most at hotels with a pool in Hancock

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Hancock Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"."
Mark 3-night trip
Posted 4 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 12 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 23 hours ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort

Frequently asked questions

What's it like visiting Hancock?
If laying by the 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 like Jiminy Peak Mountain Resort and Mountain Coaster, and then unwind poolside at one of the accommodations in Hancock that guests like for their pools.
What are some accommodations 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. Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. The Yankee Inn: Provides a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. FairBridge Inn Express: Offers buffet, an indoor pool, and complimentary wired internet access.
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 like Mountain Coaster and Alpine Super Slide. 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 into account the local weather in Hancock can help you maximize your time at the pool during your trip. 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.

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