Hotels with Swimming Pools in Pittsfield

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Check availability on Pittsfield Hotels with Swimming Pools

Tonight
31 Jul - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Hotels with Swimming Pools in Pittsfield

On The River Inn
Relax in style with our spa area featuring reclining lounge chairs and a serene pool view.

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Great location, very quiet with good breakfast choices. "
On The River Inn
Woodstock Inn & Resort
Stately room with a checkered floor, classic bench, and fireplace view.

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (530)
"Relaxing "
The price is S$697
includes taxes & fees
17 Aug - 18 Aug
Woodstock Inn & Resort
The Mountain Inn at Killington
Relax by the illuminated pool surrounded by a serene winter landscape.

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (847)
"Great view, clean comfortable room."
The Mountain Inn at Killington
North Star Lodge and Resort
Relax by the pool at North Star Lodge in Kenton, Vermont, where you can lounge on comfortable chairs under shaded umbrellas.

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1001)
"Good value hotel in an excellent location."
North Star Lodge and Resort
Echo Lake Inn
Relax by the pool surrounded by a charming white picket fence and comfortable lounge chairs.

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is S$287
includes taxes & fees
11 Aug - 12 Aug
Echo Lake Inn
Greenbrier Inn
A warm and inviting dining area with a vase of fresh foliage and a box of tea.

Greenbrier Inn

2.0 star property
9.6 out of 10, Exceptional, (608)
"nice place quiet "
Greenbrier Inn
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.

Top Pittsfield Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Great location, very quiet with good breakfast choices. "
Robert 3-night trip
Posted 4 days ago
On The River Inn

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
Comfort Inn Rutland - Killington: Features continental, an indoor pool and free self parking. Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Killington Mountain Lodge, Tapestry Collection by Hilton: Hotel located near Killington Resort. Offers a sauna, an outdoor pool and free self parking. The Shire Woodstock: Offers a sauna, an indoor pool and daily. North Star Lodge and Resort: Provides a children's pool, an indoor pool and a sauna.
What is there to see and do in Pittsfield?
Surround yourself with nature at Green Mountain National Forest. Discover sights such as Roger Clark Memorial Central Library and Pittsfield Town Hall 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.