Search Hotels with Pool in Pittsfield

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Check availability on Pittsfield Hotels with Pool

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
27 Feb - 1 Mar
In two weeks
6 Mar - 8 Mar

Our top choices for Pittsfield hotels with a pool

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

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,002 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
On The River Inn
Sauna, hot tub, steam room, body treatments, aromatherapy

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (565 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is Rp5.218.392
Rp6.483.303 total
includes taxes & fees
15 Mar - 16 Mar
Woodstock Inn & Resort
Property entrance

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The price is Rp4.497.443
Rp4.947.171 total
includes taxes & fees
21 Mar - 22 Mar
The Woodstocker B&B
Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (107 reviews)
"Great resort "
United States
Adam
The price is Rp4.390.880
Rp4.786.059 total
includes taxes & fees
23 Feb - 24 Feb
The Mountain Top Inn & Resort
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 Pittsfield

Breakfast included
4 stars

Top Pittsfield Hotel Reviews

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"Clean room, great staff, real maple syrup at the great breakfast buffet"
Bella 3-night trip
Posted 1 day ago
Best Western Inn & Suites Rutland-Killington

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
Killington Mountain Lodge, Tapestry Collection by Hilton: Provides buffet, a seasonal outdoor pool and free self parking. Best Western Inn & Suites Rutland-Killington: Features continental, an indoor pool and free self parking. Comfort Inn Rutland - Killington: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. My Place Hotel-Randolph VT: Hotel located near Killington Resort. Offers a sauna, an outdoor pool and free self parking. Woodstock Inn & Resort: Inn located near Killington Resort. Provides full, 2 outdoor swimming pools and free self parking.
What is there to see and do in Pittsfield?
Surround yourself with nature at Green Mountain National Forest. Discover sights such as Pittsfield Town Hall and Roger Clark Memorial Central Library during your stay.
When is the best time to book a hotel with a pool in Pittsfield?
Taking the local weather in Pittsfield 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 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.