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

Find Hotels with a Pool in Hancock, MA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Hancock Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Hancock hotels with a pool

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,239 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$118 nightly
The price is $132
Nov 11 - Nov 12
Total with taxes and fees
Berkshire Mountain Lodge
A resort with multiple buildings, a parking area, and a mountainous backdrop.

2. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,009 reviews)
  • cleanliness
    Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
$130 nightly
The price is $145
Nov 5 - Nov 6
Total with taxes and fees
Jiminy Peak Mountain Resort
A swimming pool with a clear blue sky and clouds above.

3. Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (582 reviews)
  • cleanliness
    Splash into mountain adventure with seasonal poolside bliss and continental breakfast.
Berkshire Valley Inn
A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

4. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
$103 nightly
The price is $115
Nov 28 - Nov 29
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a view of hills.

5. Mountainside Condo Ski In Ski Out

Mountainside Condo Ski In Ski Out
Hancock
9.0 out of 10, Wonderful, (39 reviews)
Mountainside Condo Ski In Ski Out
An indoor swimming pool with clear water, tiled floors, and a blue wall.

6. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (250 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
$101 nightly
The price is $113
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

7. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$100 nightly
The price is $112
Nov 3 - Nov 4
Total with taxes and fees
The Yankee Inn
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (715 reviews)
  • cleanliness
    Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
$119 nightly
The price is $133
Nov 15 - Nov 16
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

9. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$143 nightly
The price is $159
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

10. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
$119 nightly
The price is $133
Nov 18 - Nov 19
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
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.
View all properties

Choose what matters most at hotels with a pool in Hancock

Breakfast included
Hot tub

Hotels with pools and hot tubs in Hancock

A resort with multiple buildings, a parking area, and a mountainous backdrop.
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1009)
$130 nightly
The price is $145
Nov 5 - Nov 6
Total with taxes and fees
Jiminy Peak Mountain Resort
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.
View all properties

Find out more about Hancock

Discover top Hancock attractions

Hancock offers a delightful mix of activities and sights that will captivate any traveler. Begin your adventure at the local artisanal market, where you can sample gourmet foods and handmade crafts from talented local vendors, making it a perfect spot to pick up unique souvenirs. For history enthusiasts, the charming downtown area features beautifully preserved architecture, inviting you to stroll through its streets while discovering fascinating stories behind each building. Take a scenic drive to nearby natural wonders, where you can enjoy breathtaking views and perhaps catch a glimpse of vibrant fall foliage or spring blossoms, depending on the season. Don't miss the opportunity to explore local trails that wind through picturesque landscapes, ideal for families looking to enjoy a leisurely walk or a more adventurous hike. After a day full of exploration, unwind at one of Hancock's quality accommodations, where attentive service and comfortable amenities ensure a restful stay, allowing you to recharge for another day of adventure.

Find the best pool hotels in Hancock

For travelers seeking refreshing retreats in Hancock, these hotels with pool amenities offer the perfect blend of relaxation and fun. Dive into comfort and enjoyment at these top choices.

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

  • Why it's great: For those who prioritize poolside relaxation, The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook is an ideal destination. With an impressive traveler review rating of 10 out of 10, this budget-friendly hotel boasts both indoor and outdoor heated pools, ensuring year-round swimming enjoyment for all travelers. The inviting atmosphere and variety of pool options make it a great choice for water enthusiasts.
  • Other amenities: In addition to its fantastic pool facilities, travelers can enjoy a range of amenities designed for comfort and leisure. The hotel features a hot tub for soothing relaxation, an arcade game room for entertainment, and a playground perfect for children. Guests can prepare meals in their in-room kitchen, complete with a stovetop, oven, and refrigerator. With an outdoor play area, billiards table, and beautiful gardens, there's something for everyone to enjoy.

Top Hancock Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"The room was clean and the staff was friendly and helpful. Lots of parking . The hot tub was nice after a day of biking."
Kathleen 2-night trip
Posted 1 hour ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

What are the best hotels in Hancock with outdoor pools?
Club Wyndham Bentley Brook is a delightful 3-star hotel that offers an inviting outdoor pool, great for families looking to unwind after a day of adventure. Guests rave about the friendly and extremely courteous staff, as well as the comfortable and clean suites, making it an excellent choice for those seeking both quality and convenience. With a review rating of 9.2, it's clear that visitors appreciate the "perfect" location, especially for those who love outdoor activities like skiing.

Another great option is Jiminy Peak Mountain Resort, also rated 3 stars and featuring an outdoor pool that provides a refreshing spot to relax. This resort, which boasts a review rating of 8.2, is located in a stunning mountain landscape, great for both summer and winter fun. Families will love the clean and comfortable rooms, and the friendly, helpful staff ensure a pleasant stay. With onsite ski lessons and a variety of outdoor activities available, it's an ideal destination for those who want to combine adventure with relaxation.

For a charming alternative, consider the COZY CABIN IN BERKSHIRES RESORT, which shines with an exceptional score of 9.6. This pet-friendly option not only features an outdoor pool but also comes equipped with a kitchen, making it easy for families to prepare meals together. Its proximity to mountain biking and skiing locations adds to the allure for outdoor enthusiasts.

In addition, the Mountainside Condo Ski In Ski Outoffers both an outdoor pool and a hot tub, making it great for families who want to enjoy some water fun after hitting the slopes. With a review rating of 8.8, guests appreciate the outdoor play area and games for children, ensuring that younger travellers are entertained.

Lastly, the Comfy Suite in the Berkshires w/ WiFi & Great Resort Amenities. also features a heated outdoor pool, making it a cozy retreat for families.
How much does a hotel with outdoor pool in Hancock cost?
Enjoy staying in a hotel in Hancock with an outdoor pool. You can find a great deal from $145 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Hancock with outdoor pool activities or events?
Hancock, Massachusetts, located in the scenic Berkshires, offers delightful accommodations for travellers seeking outdoor relaxation and fun. Notably, Vacation Village in the Berkshires stands out with its expansive outdoor pool, complemented by an indoor pool and hot tub. Families will appreciate the additional amenities, including an arcade, movie theater, and a playground, ensuring that guests of all ages have plenty to enjoy.

For those looking for adventure, Jiminy Peak Mountain Resort is another excellent option. This resort boasts a heated outdoor pool and a range of summer activities, including thrilling mountain slides and swings. It's an ideal spot for families eager to blend relaxation with adventure, making the most of the beautiful Berkshire landscape.

As you plan your stay, rest assured that these outdoor pools are well-maintained and open seasonally, providing the ideal setting to unwind during the warmer months.
Is it cheaper to book flights and a Hancock hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Hancock for you.

Explore a world of travel with Expedia