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
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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.
€154
includes taxes & fees
30 Aug - 31 Aug
Jiminy Peak Mountain Resort

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
€103
includes taxes & fees
2 Sept - 3 Sept
Vacation Village in the Berkshires

3. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
€139
includes taxes & fees
9 Sept - 10 Sept
The Springs Motel

4. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
€87
includes taxes & fees
11 Aug - 12 Aug
Berkshire Inn

5. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€159
includes taxes & fees
7 Sept - 8 Sept
The Yankee Inn

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€111
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

7. 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.
€123
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
€76
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox

9. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
  • Splash into mountain adventure with seasonal poolside bliss and continental breakfast.
€161
includes taxes & fees
16 Aug - 17 Aug
Berkshire Valley Inn

10. 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.
€119
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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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

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
€154
includes taxes & fees
30 Aug - 31 Aug
Jiminy Peak Mountain Resort

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
€225
includes taxes & fees
11 Aug - 12 Aug
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

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
€225
includes taxes & fees
11 Aug - 12 Aug
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
€225
includes taxes & fees
11 Aug - 12 Aug
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock
€526
includes taxes & fees
12 Aug - 13 Aug
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
€293
includes taxes & fees
11 Aug - 12 Aug
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

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
€225
includes taxes & fees
11 Aug - 12 Aug
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
€525
includes taxes & fees
13 Aug - 14 Aug
Comfortable Berkshires retreat on mtn resort, SISO

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
€225
includes taxes & fees
11 Aug - 12 Aug
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Hancock
€225
includes taxes & fees
11 Aug - 12 Aug
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
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
"Room was clean. Staff friendly and helpful. Breakfast was adequate, nothing fancy, but serviceable with bagels, yogurts, "eggs". The breakfast staff was very attentive though. Outside pool was very nice. Could have used some more poolside umbrellas for the sun. Indoor pool was like a sauna due to "green room" effect so never used it. Overall, very good experience."
Stuart 2-night trip
Posted 3 hours ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Great area...reasonable, very clean and cosy... Highly recommended"
Francis 2-night trip
Posted 11 hours ago
Vacation Village in the Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Susan 1-night trip
Posted 15 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Stephen 1-night trip
Posted 1 day ago
The Red Lion Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Love this hotel for going to Mass MoCA"
Victoria 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
Paul 1-night trip
Posted 3 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
Fausto 2-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 7 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 Mountain Coaster, 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. 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 high-speed (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 such as 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 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.