Hotels with Swimming Pool in Pittsfield, Vermont

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Check availability on Pittsfield Hotels with Swimming Pool

Our top choices for Pittsfield hotels with a pool

Indoor pool, open 8:00 AM to 10:00 PM, sun 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, (564 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is P17,918
P22,261 total
includes taxes & fees
Mar 8 - Mar 9
Woodstock Inn & Resort
Outdoor pool

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (99 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is P16,901
P18,422 total
includes taxes & fees
Feb 23 - Feb 24
Echo Lake 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 P9,511
P10,462 total
includes taxes & fees
Feb 25 - Feb 26
Grey Bonnet 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.
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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 Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"It doesn’t get better than this. Such a quaint inn at the base of Killington! They offer a shuttle bus that takes you right up to the mountain and back, plus personal lockers for all your gear which made everything so convenient. The restaurant and bar are fantastic, with an awesome selection of local beers. Our room was very clean and had plenty of space to hang jackets and dry gear after skiing. The continental breakfast was far from typical even better! One morning we had homemade banana bread, which was a great touch. They also have a heated pool, a game room, and they’re dog-friendly too. The staff were beyond nice and always helpful throughout our stay. I truly cannot wait to come back!"
Robin 3-night trip
Posted 22 hours ago
The Mountain Inn at Killington

Frequently asked questions

What are some accommodations 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 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 into account the local weather in Pittsfield 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 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.

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