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

Find Hotels with a Pool in Hancock, MA

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Check availability on Hancock Hotels with a Pool

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Hancock hotels with a pool

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$113 nightly
$126 total
Nov 16 - Nov 17
Total with taxes and fees
Berkshire Mountain Lodge
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.

2. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
$143 nightly
$160 total
Oct 21 - Oct 22
Total with taxes and fees
Jiminy Peak Mountain Resort
A swimming pool with a clear blue sky and clouds above.
Two people sitting on white chairs under a covered porch, one reading a book and the other holding a cup. A small dog is sitting on the ground between them.
A living room with a grey sectional sofa, a small round coffee table, a brown leather armchair, and a window with curtains.
A dining table with plates of food, a coffee cup, and a plant.

3. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
  • Splash into mountain adventure with seasonal poolside bliss and continental breakfast.
Berkshire Valley Inn
A hot tub with a tiled floor and a metal ladder.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A bathroom with a large mirror, a sink, and a towel rack.

4. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
$105 nightly
$117 total
Nov 7 - Nov 8
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.
A compact kitchen with a microwave, a sink, and cabinets. There is a small trash bin and a chair in the corner.
A spacious lobby with a stone fireplace, comfortable seating, and a modern ceiling design.
A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a framed picture on the wall.

5. Mountainside Condo Ski In Ski Out

Mountainside Condo Ski In Ski Out
Hancock
Mountainside Condo Ski In Ski Out
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
$95 nightly
$106 total
Nov 17 - Nov 18
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.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

7. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$105 nightly
$118 total
Oct 26 - Oct 27
Total with taxes and fees
The Yankee Inn
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.
A modern reception area with a green textured wall, a reception desk, and a coffee machine.
A hotel patio with outdoor seating and a fire pit.

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
  • Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
$172 nightly
$192 total
Oct 19 - Oct 20
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
A pool area with a lifeguard chair, a blue plastic bag, and a warning sign.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$135 nightly
$150 total
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern interior with a large window, a wooden table, and bar stools.
A modern bathroom with a large mirror, two sinks, a toilet, and towel racks.

10. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
  • Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
$119 nightly
$133 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
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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
$143 nightly
$160 total
Oct 21 - Oct 22
Total with taxes and fees
Jiminy Peak Mountain Resort
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
$537 nightly
$545 total
Oct 19 - Oct 20
Total with taxes and fees
Comfortable Berkshires retreat on mtn resort, SISO
A snow-covered outdoor area with a fire pit, tables, and chairs.
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.

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
$208 nightly
$232 total
Oct 19 - Oct 20
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Four people seated at a table with food and drinks, wearing winter sports helmets.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and houses in the background.
A busy store interior with wooden walls and shelves stocked with various items.
A bedroom with a Minecraft-themed bedspread, wall art, and decor.

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
$208 nightly
$232 total
Oct 19 - Oct 20
Total with taxes and fees
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 hot tub with four people, wooden walls, and wall-mounted lights.
An outdoor seating area with a fire pit, tables, and chairs.

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
$279 nightly
$312 total
Oct 19 - Oct 20
Total with taxes and fees
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
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.
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.

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
$204 nightly
$228 total
Oct 20 - Oct 21
Total with taxes and fees
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
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 cozy living room with a sofa, coffee table, and a rug.
A bedroom with a bed, a TV, a dresser, and a window with curtains.

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
$214 nightly
$239 total
Oct 19 - Oct 20
Total with taxes and fees
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
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 lobby with leather sofas, a fireplace, and a stone wall.
A hot tub with four people, wooden walls, and wall-mounted lights.

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
$208 nightly
$232 total
Oct 19 - Oct 20
Total with taxes and fees
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A living room with a TV, a sofa, a mirror, a plant, and a decorative wall piece.
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A bedroom with a bed, pillows, a wall-mounted lamp, and a wardrobe.

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 nightly
$232 total
Oct 19 - Oct 20
Total with taxes and fees
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
A spacious living area with a high ceiling, a kitchen in the background, and a large abstract painting on the wall.
A living room with a skylight, a fireplace, and a stone wall.
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
$257 nightly
$287 total
Oct 19 - Oct 20
Total with taxes and fees
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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Would stay here again for sure"
Jennifer 1-night trip
Posted 5 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"This was our 10 yr celebrating my girlfriend’s birthday at Vacation Village. It’s always a nice escape in the fall season. We usually get the larger “A” rooms as we want the in room jacuzzi. This time I got the same larger room but it was a “C” unit. It was a bit smaller all around. And the bed was a small queen instead of the larger king bed. Overall nice. But I will make sure to ask for an “A” unit next year. It is a great location right across the street from Jiminey Peak."
Robert 2-night trip
Posted 8 hours ago
Vacation Village in the Berkshires
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"The staff were amazing. The room was so clean breakfast was delicious. We have always stayed at Hilton Hotels but I just can not say enough how I am looking forward to our next Marriott stay."
Paul 3-night trip
Posted 12 hours ago
Courtyard by Marriott Lenox Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Well run and worth it!Hot tub closed for maintenance."
Vincent 1-night trip
Posted 14 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This place is a must stay! We loved every bit of it and had a best time!!! Def recommend 100%"
Hope 1-night trip
Posted 1 day ago
The Red Lion 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 3 days ago
Jiminy Peak Mountain Resort

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 $160 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.

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