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

Find Hotels with a Pool in Hancock, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Hancock Hotels with a Pool

Tonight
Sep 15 - Sep 16
Tomorrow
Sep 16 - Sep 17
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Hancock hotels with a pool

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.
₩191,983
₩214,445 total
includes taxes & fees
Sep 20 - Sep 21
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"We were here for a good night’s rest on a cross country roadtrip. This place had very good Expedia reviews and I agree. Very clean, decent breakfast, plenty of hot water, a toilet that flushed properly. Did not use amenities. Sleep, shower, quiet time to read some, eat and on down the highway. Would gladly stay here again the next time thru the Berkshires."
Al 1-night trip
Posted 6 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

8/10 Good
"We stopped at the red lion Inn on our travels back home from Maine. Our room was a block away from the main building and in an old house. It was very clean and comfortable. The location in town is nice."
Guy 1-night trip
Posted 18 hours ago
The Red Lion Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Clean room, great location. Perfect base for a weekend in the Berkshires."
Alexandra 2-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

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 Mount Greylock State Reservation Visitor Center, 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. Hotel Downstreet, an Ascend Collection Hotel: Provides daily, 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 like 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 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.

Explore a world of travel with Expedia