A mountainous landscape with a lake and dense forests.

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Check availability on West Stockbridge Hotels with a Pool

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

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is ₩281,516
₩314,453 total
includes taxes & fees
Jul 16 - Jul 17
The Yankee Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is ₩226,754
₩286,558 total
includes taxes & fees
Aug 9 - Aug 10
Berkshire Mountain Lodge
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (789 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is ₩230,768
₩257,773 total
includes taxes & fees
Aug 12 - Aug 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ₩231,916
₩266,704 total
includes taxes & fees
Jul 20 - Jul 21
Blackberry River Inn
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is ₩280,175
₩379,506 total
includes taxes & fees
Jul 23 - Jul 24
The Red Lion Inn
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (880 reviews)
  • cleanliness
    Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
The price is ₩134,040
₩149,723 total
includes taxes & fees
Jul 20 - Jul 21
Berkshire Inn
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (794 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is ₩291,002
₩325,049 total
includes taxes & fees
Aug 13 - Aug 14
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (582 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is ₩187,677
₩209,636 total
includes taxes & fees
Jul 19 - Jul 20
The Little Lion
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is ₩309,101
₩345,265 total
includes taxes & fees
Jul 22 - Jul 23
Hampton Inn & Suites Berkshires-Lenox
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (491 reviews)
  • cleanliness
    Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
The price is ₩100,526
₩112,591 total
includes taxes & fees
Jul 19 - Jul 20
Berkshire Travel Lodge
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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Choose what matters most at hotels with a pool in West Stockbridge

Breakfast included
4 stars

Top West Stockbridge Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"It's an attractive, well run hotel. I like the idea that breakfast is included. It is reasonably close to Tanglewood."
Donald 3-night trip
Posted 5 hours ago
The Yankee Inn

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.