Search Hotels with Pool in Pittsfield

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Check availability on Pittsfield Hotels with Pool

Tonight
7 Feb - 8 Feb
Tomorrow
8 Feb - 9 Feb
Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb

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, (1,005 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is Rp3.999.612
Rp5.018.416 total
includes taxes & fees
16 Feb - 17 Feb
On The River Inn
Indoor pool

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (997 reviews)
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is Rp2.472.069
Rp2.719.277 total
includes taxes & fees
10 Mar - 11 Mar
Hampton Inn Rutland
Indoor pool

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,006 reviews)
"great hotel"
United States
Shweta
The price is Rp2.562.510
Rp2.818.761 total
includes taxes & fees
22 Feb - 23 Feb
Comfort Inn Rutland - Killington
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,002 reviews)
"Very good place to stay "
United States
Barbara
The price is Rp2.485.879
Rp2.734.467 total
includes taxes & fees
10 Mar - 11 Mar
Best Western Inn & Suites Rutland-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, (1,002 reviews)
"This was a beautiful property Clean quiet and comfortable "
United States
Bruce
North Star Lodge and Resort
Outdoor wedding area

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (423 reviews)
"Staff was very courteous"
United States
CATARINA
The price is Rp2.925.455
Rp3.218.001 total
includes taxes & fees
22 Feb - 23 Feb
Summit Lodge
Exterior

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (582 reviews)
"Beautiful and unique space, perfect for a weekend getaway in Vermont! "
United States
Sarah
The price is Rp2.014.303
Rp2.215.734 total
includes taxes & fees
12 Feb - 13 Feb
Brandon Inn
Seasonal outdoor pool, pool loungers

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (418 reviews)
"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 Rp3.663.977
Rp3.993.734 total
includes taxes & fees
10 Mar - 11 Mar
The Vermont Inn
Reception

Grey Bonnet Inn

Grey Bonnet Inn
2.0 star property
Killington
7.8 out of 10, Good, (71 reviews)
"Good communication "
United States
Michelle
The price is Rp2.762.425
Rp3.038.634 total
includes taxes & fees
22 Feb - 23 Feb
Grey Bonnet Inn
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, (990 reviews)
"Clean room, friendly staff, great location "
United States
Viktor
The price is Rp3.774.292
Rp4.359.383 total
includes taxes & fees
10 Mar - 11 Mar
The Mountain Inn at 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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Choose what matters most at hotels with a pool in Pittsfield

Breakfast included
4 stars

Top Pittsfield Hotel Reviews

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Wonderful staff, fabulous food, lovely setting! We had a wonderful stay at the Inn over the holidays! Daughter and I had a Spa treatment as well. I also lost a hat on property, the housekeeping staff found it and the Inn mailed it back! 10/10 would recommend!"
Elizabeth 2-night trip
Posted 1 month ago
The Mountain Top Inn & Resort

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 a seasonal outdoor pool, an indoor pool and 4 restaurants. Woodstock Inn & Resort: Offers continental, an indoor pool and free self parking. Comfort Inn Rutland - Killington: Hotel located near Killington Resort. Offers a sauna, an outdoor pool and free self parking. My Place Hotel-Randolph VT: 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 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.