The Best Hotels with a Pool in Hinsdale, MA from NT$2,522 in 2026

Q: What are some accommodations with pools in Hinsdale?

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. Berkshire Mountain Lodge : Provides free self parking, an indoor pool, and complimentary wireless internet access. Quality Inn Great Barrington : Offers a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn : Offers daily, an indoor pool, and free self parking. Berkshires Untold : Provides 3 restaurants, an outdoor pool, and spa services.

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Our top choices for Hinsdale hotels with a pool

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

Lenox

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

NT$4,626 total

includes taxes & fees

Dec 12 - Dec 13

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

2. Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

NT$3,552 total

includes taxes & fees

Dec 6 - Dec 7

An indoor swimming pool with clear blue water, surrounded by windows with a view of trees.

3. Courtyard by Marriott Lenox Berkshires

Lenox

Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness center.

NT$4,176 total

includes taxes & fees

Dec 13 - Dec 14

An indoor swimming pool with lounge chairs, a diving board, and a window with a view of trees.

4. Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

NT$4,025 total

includes taxes & fees

Nov 19 - Nov 20

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

5. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

NT$4,356 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear water, tiled floors, and a blue wall.

6. 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.

NT$3,782 total

includes taxes & fees

Dec 13 - Dec 14

A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a few potted plants.

7. Element by Marriott Lenox Berkshires

Lenox

Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.

NT$4,955 total

includes taxes & fees

Nov 29 - Nov 30

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.

NT$3,597 total

includes taxes & fees

Dec 11 - Dec 12

A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.

9. Howard Johnson by Wyndham Lenox

Lenox

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

NT$2,900 total

includes taxes & fees

Nov 13 - Nov 14

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Choose what matters most at hotels with a pool in Hinsdale

Breakfast included

4 stars

Top Hinsdale Hotel Reviews

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

A swimming pool surrounded by a metal fence, with several lounge chairs and a small table nearby.

Brook Farm Inn

Lenox

10/10 Excellent

roberta

A backyard with a swimming pool, surrounded by grass and trees.

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

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

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

The Red Lion Inn

Stockbridge

10/10 Excellent

Michael

A swimming pool with lounge chairs, surrounded by trees and a small building.

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

10/10 Excellent

Charles

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

The Porches Inn at Mass MoCA

North Adams

10/10 Excellent

Stacey

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

10/10 Excellent

Gipsy

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

10/10 Excellent

Joseph

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

Frequently Asked Questions

What are some accommodations with pools in Hinsdale?

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. Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. Quality Inn Great Barrington: Offers a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn: Offers daily, an indoor pool, and free self parking. Berkshires Untold: Provides 3 restaurants, an outdoor pool, and spa services.

What is there to see and do in Hinsdale?

The picturesque setting of Ashmere Lake showcases the area’s natural beauty. Discover sights such as Bas Ridge Golf Course during your stay.

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

Taking into account the local weather in Hinsdale is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Hinsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

Find Hotels with a Pool in Hinsdale, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hinsdale hotels with a pool

1. The Yankee Inn

2. Berkshire Mountain Lodge

3. Courtyard by Marriott Lenox Berkshires

4. Hampton Inn & Suites Berkshires-Lenox

5. Hilton Garden Inn Lenox Pittsfield

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

7. Element by Marriott Lenox Berkshires

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

9. Howard Johnson by Wyndham Lenox

Choose what matters most at hotels with a pool in Hinsdale

Top Hinsdale Hotel Reviews

The Yankee Inn

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Hinsdale?

What is there to see and do in Hinsdale?

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

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