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Find Hotels with a Pool in Spencertown, NY from CA $105

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Check availability on Spencertown Hotels with a Pool

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Spencertown hotels with a pool

1. 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.
CA $94
CA $105 total
includes taxes & fees
Aug 18 - Aug 19
Berkshire Travel Lodge

2. 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.
CA $166
CA $185 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
CA $221
CA $316 total
includes taxes & fees
Sep 13 - Sep 14
The Red Lion Inn

4. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
CA $152
CA $170 total
includes taxes & fees
Sep 8 - Sep 9
The Little Lion

5. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
CA $198
CA $221 total
includes taxes & fees
Sep 14 - Sep 15
The Yankee Inn

6. 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.
CA $162
CA $208 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Club Vacations Oak 'n Spruce Resort

7. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
CA $249
CA $278 total
includes taxes & fees
Aug 16 - Aug 17
Little Cat Lodge

8. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
CA $131
CA $178 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

9. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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.
CA $270
CA $302 total
includes taxes & fees
Aug 19 - Aug 20
Fairfield Inn & Suites by Marriott Great Barrington 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.
CA $110
CA $122 total
includes taxes & fees
Sep 13 - Sep 14
Howard Johnson by Wyndham Lenox
View all properties

Choose what matters most at hotels with a pool in Spencertown

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Spencertown Hotel Reviews

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
Sheila 1-night trip
Posted 17 hours ago
Howard Johnson by Wyndham Lenox
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"We were very pleased with our room with the lakeside porch and closeness to the exit door and breakfast"
Rosie 1-night trip
Posted 20 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"It was very convenient for an overnight with pool and close to downtown. Affordable. I stayed in the annex so no noise from other guests!"
Cynthia 1-night trip
Posted 1 day ago
The Yankee Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
Corinne 1-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."
Mark 1-night trip
Posted 2 days ago
The Red Lion Inn

Frequently asked questions

What are some accommodations with pools in Spencertown?
The Yankee Inn: Features a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge: Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold: Offers buffet, an indoor pool, and complimentary wired internet access. FairBridge Inn Express: Features 3 restaurants, an outdoor pool, and spa services. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG: Offers a steam room, 3 indoor pools, and spa services.
What is there to see and do in Spencertown?
Make a point to visit attractions like Queechy Lake and Berkshire Botanical Garden. During your stay, check out sights such as Norman Rockwell Museum, Catamount Aerial Adventure Park, and Stockbridge Bowl.
When is the best time to book a hotel with a pool in Spencertown?
Taking into account the local weather in Spencertown can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Spencertown are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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