A mountainous landscape with a lake and dense forests.

Find Hotels with a Pool in West Stockbridge, MA

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Check availability on West Stockbridge Hotels with a Pool

Tonight
Aug 13 - Aug 14
Tomorrow
Aug 14 - Aug 15
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for West Stockbridge hotels with a pool

1. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
¥18,649
¥23,947 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Club Vacations Oak 'n Spruce Resort

2. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
¥24,742
¥35,555 total
includes taxes & fees
Sep 13 - Sep 14
The Red Lion Inn

3. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
¥26,280
¥29,355 total
includes taxes & fees
Sep 7 - Sep 8
The Yankee Inn

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
¥15,078
¥20,404 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

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.
¥18,967
¥21,186 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Great Barrington by IHG

6. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
  • Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
¥10,749
¥12,039 total
includes taxes & fees
Aug 19 - Aug 20
Berkshire Travel Lodge

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
¥21,958
¥24,526 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Berkshires-Lenox

8. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
¥17,918
¥20,015 total
includes taxes & fees
Sep 1 - Sep 2
The Little Lion

9. Courtyard by Marriott Lenox Berkshires

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.
¥29,648
¥33,116 total
includes taxes & fees
Aug 19 - Aug 20
Courtyard by Marriott Lenox Berkshires

10. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
¥12,582
¥14,055 total
includes taxes & fees
Sep 7 - Sep 8
Howard Johnson by Wyndham Lenox
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top West Stockbridge Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Excellent value. A little remote from nearby towns but worth it. Kitchen was well equipped."
Tom 4-night trip
Posted less than an hour ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

8/10 Good
"We had a quick stay, but it was enjoyable. The room and common spaces were clean and modestly appointed. We sat by the fireplace and relaxed after our evening at Tanglewood. It was a great time!"
Christine 1-night trip
Posted 7 hours ago
The Yankee Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Loved our two-day stay at the Black Swan Inn. We were in the area because we were taking a few programs at the Kripalu Center for one of the days. The room itself was clean, the hall areas could do with better maintenance (which is why I gave that 4 stars) The staff was helpful with any questions. Continental breakfast was decent (though they could do with better coffee). We wished we could have enjoyed the Indian restaurant "Mint" next door, which I hear is really good, but they were closed on Tuesdays, so it was a matter of timing..., but we hope to have a chance next time we are in the area. One of my favorite parts of the property is that it sits by a clean lovely lake, and there are seating areas to enjoy the view anytime of day just to unwind. They also have kayak rentals for those who enjoy the activity. Another wonderful treat- it is near High Lawn Farm, only a 3-min drive from the Inn. It is beautiful there, and cute Jersey cows roam freely, when they are ready they go on their own time into a building where they lay on heated water beds while being milked (I kid you not!). Their dairy products and ice-cream are excellent, worth taking the short drive there. The town center of Lee has some nice restaurants and boutiques within a 5-8 min drive. It was a memorable stay and hope to be back there again soon."
Linda 2-night trip
Posted 12 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
Leslie 1-night trip
Posted 15 hours ago
Quality Inn Great Barrington
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Quiet and serene. Great weekend escape!"
Christopher 2-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
Myrna 1-night trip
Posted 3 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

10/10 Excellent
"La paix du lieu"
Benoît-Guillaume 3-night trip
Posted 6 days ago
Pleasant Valley Motel West Stockbridge
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 11 days ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

What are some accommodations with pools in West Stockbridge?
Pleasant Valley Motel West Stockbridge: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Shaker Mill Inn: 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: Provides buffet, an indoor pool, and complimentary wired internet access. Berkshire Mountain Lodge: Features 3 restaurants, an outdoor pool, and spa services.
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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