A mountainous landscape with a lake and dense forests.

Hotels with Swimming Pools in West Stockbridge

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Check availability on West Stockbridge Hotels with Swimming Pools

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for West Stockbridge hotels with a pool

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

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is S$218
includes taxes & fees
9 Jul - 10 Jul
The Yankee Inn
Indoor pool

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (126 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is S$220
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (191 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is S$213
includes taxes & fees
13 Jul - 14 Jul
Blackberry River Inn
Desk, laptop workspace, iron/ironing board, free cots/infant beds

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (579 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is S$162
includes taxes & fees
19 Jul - 20 Jul
The Little Lion
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is S$304
includes taxes & fees
22 Jul - 23 Jul
The Red Lion Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (420 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
The price is S$156
includes taxes & fees
13 Jul - 14 Jul
Sunset Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (486 reviews)
  • cleanliness
    Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
The price is S$98
includes taxes & fees
9 Jul - 10 Jul
Berkshire Travel Lodge
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (874 reviews)
  • cleanliness
    Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
The price is S$120
includes taxes & fees
13 Jul - 14 Jul
Berkshire Inn
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (94 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is S$246
includes taxes & fees
14 Jul - 15 Jul
Little Cat Lodge
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (105 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
The price is S$240
includes taxes & fees
13 Jul - 14 Jul
The Springs Motel
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

Vacation Village in the Berkshires

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"
Elena 4-night trip
Posted 15 hours ago
Vacation Village in the Berkshires

Frequently asked questions

What are some accommodation options 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 high-speed (wired) Internet access.
What is there to see and do in West Stockbridge?
Make a point to visit attractions such as Stockbridge Bowl and Hotchkiss Mobile Studio. During your stay, visit 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 the local weather in West Stockbridge 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 West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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