Hotels with Swimming Pools in Pittsfield

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Check availability on Pittsfield Hotels with Swimming Pools

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Hotels with Swimming Pools in Pittsfield

Outdoor pool, a heated pool
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (949)
"Excellent hotel. "
United States
Kristan
The price is S$201
includes taxes & fees
30 Nov - 1 Dec
The Mountain Inn at Killington
Outdoor pool, a heated pool, open 10:00 AM to 10:00 PM, pool umbrellas
North Star Lodge and Resort

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1001)
"Was perfect for our one night stay "
United Kingdom
Ian
North Star Lodge and Resort
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, (1008)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is S$385
includes taxes & fees
6 Dec - 7 Dec
On The River Inn
Indoor pool
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very good, (1010)
"Clean, great steak house by the hotel"
United States
Caridad
The price is S$166
includes taxes & fees
10 Dec - 11 Dec
Comfort Inn Rutland - Killington
Indoor pool
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (964)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is S$193
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Rutland
Outdoor pool, pool loungers
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (561)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is S$159
includes taxes & fees
30 Nov - 1 Dec
Brandon Inn
Exterior
Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms

3.5 star property
Killington
The price is S$580
includes taxes & fees
1 Dec - 2 Dec
Mountain Green Resort by Killington VR - 1 Bedrooms
Interior entrance
Greenbrier Inn

Greenbrier Inn

2.0 star property
Killington
9.4 out of 10, Exceptional, (641)
"It was a very quaint inn in a gorgeous location."
United States
ELIZABETH
Greenbrier Inn
Seasonal outdoor pool, pool loungers
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (414)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is S$286
includes taxes & fees
1 Dec - 2 Dec
The Vermont Inn
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
United States
SANTIAGO
The price is S$230
includes taxes & fees
7 Dec - 8 Dec
Best Western Inn & Suites Rutland-Killington
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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Top Pittsfield Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"The front desk staff are patient and enthusiastic."
Qiang 1-night trip
Posted 4 days ago
The Mountain Inn at Killington

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Frequently asked questions

What are some accommodation options with pools in Pittsfield?
Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Comfort Inn Rutland - Killington: Offers continental, an indoor pool and free self parking. Killington Mountain Lodge, Tapestry Collection by Hilton: Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool and free self parking. The Mountain Inn at Killington: Hotel located near Killington Resort. Features a sauna, an outdoor pool and free self parking. The Shire Woodstock: Offers buffet, a seasonal outdoor pool 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 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.