Hotels with Swimming Pool, West Stockbridge Massachusetts

Q: What are some accommodations with pools in West Stockbridge?

Shaker Mill Inn : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Pleasant Valley Motel West Stockbridge : Features a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires : Offers free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn : Features 3 restaurants, an outdoor pool, and spa services. Berkshire Mountain Lodge : Offers buffet, an indoor pool, and complimentary wired internet access.

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Our top choices for West Stockbridge hotels with a pool

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

The Yankee Inn

Lenox

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

P10,376 total

includes taxes & fees

Jul 14 - Jul 15

Berkshire Travel Lodge

Austerlitz

Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.

P4,644 total

includes taxes & fees

Jul 9 - Jul 10

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.

P14,525 total

includes taxes & fees

Jul 15 - Jul 16

Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

P11,001 total

includes taxes & fees

Jul 12 - Jul 13

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.

P12,010 total

includes taxes & fees

Jul 20 - Jul 21

Howard Johnson by Wyndham Lenox

Lenox

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

P6,794 total

includes taxes & fees

Jul 9 - Jul 10

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

P14,549 total

includes taxes & fees

Jul 22 - Jul 23

Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

P11,705 total

includes taxes & fees

Jul 13 - Jul 14

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Choose what matters most at hotels with a pool in West Stockbridge

Breakfast included

4 stars

Top West Stockbridge Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"The "2 bedroom oom suite" was 2 condos -- one with a full kitchen and the other with a kitchenette. Worked very well for a couple and 2 adult children. Pools, both indoor and outdoor were very nice, and free gas grill was great for a barbecue. Overall, lovely for our July 4th get away"

The Red Lion Inn

10/10 Excellent

"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and the breakfast is great!"

Frequently asked questions

What are some accommodations with pools in West Stockbridge?

Shaker Mill Inn: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Pleasant Valley Motel West Stockbridge: Features a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires: Offers free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn: Features 3 restaurants, an outdoor pool, and spa services. Berkshire Mountain Lodge: Offers buffet, an indoor pool, and complimentary wired internet access.

What is there to see and do in West Stockbridge?

Make a point to visit attractions like Stockbridge Bowl and Hotchkiss Mobile Studio. During your stay, check out sights such as Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery. The gardens and restaurants 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 West Stockbridge?

Taking into account the local weather in West Stockbridge 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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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