TOP Hotels with Pool in Hinsdale, MA for 2026

Q: What are some accommodation options with pools in Hinsdale?

Vacation Village in the Berkshires : Condo, 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. The Red Lion Inn : Offers 3 restaurants, an outdoor pool and spa services. Berkshires Untold : Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.

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Our top choices for Hinsdale hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

฿5,623 total

includes taxes & fees

13 Jul - 14 Jul

Indoor pool, open 6:00 AM to 10 PM, pool loungers

Hotel Downstreet, an Ascend Collection Hotel

North Adams

Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.

฿6,326 total

includes taxes & fees

26 Jul - 27 Jul

Willows Motel Williamstown

Williamstown

Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.

฿3,497 total

includes taxes & fees

19 Jul - 20 Jul

Cozy Corner Motel

Williamstown

Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.

฿3,451 total

includes taxes & fees

19 Jul - 20 Jul

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.

฿7,871 total

includes taxes & fees

16 Jul - 17 Jul

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

฿3,682 total

includes taxes & fees

13 Jul - 14 Jul

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

฿5,727 total

includes taxes & fees

26 Jul - 27 Jul

The Springs Motel

New Ashford

Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.

฿5,711 total

includes taxes & fees

13 Jul - 14 Jul

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Choose what matters most at hotels with a pool in Hinsdale

Breakfast included

4 stars

Top Hinsdale Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Everything was amazing and the people that work there are very helpful. You have everything you need in the room which is amazing also when traveling with little kids."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"I found the staff very helpful, especially the young man who worked over night. We experienced a slight problem, and he could not have been nicer. He represented the hotel extremely well. Breakfast was uninspiring but generally good. The view from the breakfast room is lovely. The common areas seem a little tired, but the room was very good value - especially as we overlooked the lake. The location is wonderful for Lee, Lenox, Stockbridge, all the cultural centers and the Mass Pike. A beach is adjacent for swimming. We plan to return next year."

Jiminy Peak Mountain Resort

8/10 Good

"Nice spacious room and very comfortable. Pretty quiet since Summer is off season. Only downside was it was very hot when we visited - common areas were not adequately air conditioned. Also, main restaurant/brewery was closed. We did enjoy are stay and is a nice central location in the Bershires."

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"The staff was incredibly helpful and made our weekend very enjoyable. With that being said there were a couple of minor issues that we suspect will be addressed. There were not enough towels by the pool after being told they were there. The hotel doesn’t have its own restaurant but there is an attached one you are subjected to their hours of operation. There are multiple restaurants to eat within walking distance."

Frequently asked questions

What are some accommodation options with pools in Hinsdale?

Vacation Village in the Berkshires: Condo, 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. The Red Lion Inn: Offers 3 restaurants, an outdoor pool and spa services. Berkshires Untold: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Hinsdale?

Make a point to visit attractions such as Skyline Trail and Berkshire Museum. Discover sights such as Bas Ridge Golf Course and Ashmere Lake during your stay.

When is the best time to book a hotel with a pool in Hinsdale?

Taking the local weather in Hinsdale 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 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Hinsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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