A mountainous landscape with a lake and dense forests.

Search Hotels with Swimming Pool in West Stockbridge

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Check availability on West Stockbridge Hotels with Swimming Pool

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for West Stockbridge hotels with a pool

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₹11,033
₹12,323 total
includes taxes & fees
22 Sept - 23 Sept
The Yankee Inn

2. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
₹15,063
₹21,568 total
includes taxes & fees
23 Sept - 24 Sept
The Red Lion Inn

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
₹7,598
₹10,619 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge

4. 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.
₹11,128
₹14,289 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

5. 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.
₹12,836
₹14,338 total
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn & Suites Berkshires-Lenox

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.
₹6,419
₹7,189 total
includes taxes & fees
13 Sept - 14 Sept
Berkshire Travel Lodge

7. 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.
₹11,793
₹13,173 total
includes taxes & fees
15 Sept - 16 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
₹7,514
₹8,393 total
includes taxes & fees
13 Sept - 14 Sept
Howard Johnson by Wyndham Lenox

9. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
₹10,700
₹11,952 total
includes taxes & fees
13 Sept - 14 Sept
The Little Lion

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
  • Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
₹16,929
₹18,910 total
includes taxes & fees
24 Sept - 25 Sept
Element by Marriott Lenox Berkshires
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
"Beautiful location and views. Spacious room with all amenities."
Sherry 1-night trip
Posted 12 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Joanne 2-night trip
Posted 2 days 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
"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"
Kimberly 2-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"
sophia 1-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

8/10 Good
"I stay here a lot. Cheap and easy. Hot water, decent beds, yes, room is dated but its cheap and people are very nice. If you're looking for the Ritz Carleton this ain't it. If you're planning a budget weekend this works just fine"
Wayne 1-night trip
Posted 3 days ago
Pleasant Valley Motel West Stockbridge

Frequently asked questions

What are some accommodation options with pools in West Stockbridge?
Pleasant Valley Motel West Stockbridge: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Shaker Mill Inn: Offers free self parking, an indoor pool and complimentary wireless Internet access. Vacation Village in the Berkshires: Features a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. The Yankee Inn: Offers 3 restaurants, an outdoor pool and spa services.
What is there to see and do in West Stockbridge?
Make a point to visit attractions such as Stockbridge Bowl and Charles H. Baldwin & Sons. Discover sights such as Ebenezer II Gifts and Antiques and Hoffman's Pottery during your stay. 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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