A lake surrounded by autumn-colored trees and a rocky shoreline.

Find Hotels with a Pool in Pittsfield, VT

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Check availability on Pittsfield Hotels with a Pool

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Pittsfield hotels with a pool

A multi-story building with a pool and a covered patio area.
A snow-covered road with a sign reading 'Welcome to Killington.'
A bar area with a star sign, bicycles, and a patterned carpet.
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

1. North Star Lodge and Resort

North Star Lodge and Resort
Killington
  • Refreshing heated outdoor pool at Killington resort with sauna and fitness center complements ski adventures.
$135 nightly
$149 total
Nov 18 - Nov 19
Total with taxes and fees
North Star Lodge and Resort
A swimming pool surrounded by snow, with a building in the background.
A building with a modern design, featuring large windows and a covered outdoor seating area.
A modern bathroom with a large bathtub, a glass-enclosed shower, and a toilet.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

2. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
  • Splash into alpine bliss at this mountain inn's heated outdoor pool with scenic resort views.
$141 nightly
$155 total
Oct 27 - Oct 28
Total with taxes and fees
The Mountain Inn at Killington
A pool area with a wooden building, outdoor seating, and umbrellas.
A spacious room with large windows, a stone wall, and a wooden ceiling.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.
A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.

3. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
  • Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
$242 nightly
$264 total
Nov 17 - Nov 18
Total with taxes and fees
The Mountain Top Inn & Resort
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and tall trees.
A modern bathroom with a dual sink vanity, a toilet, a glass shower enclosure, and a small shelf with towels.
A modern bedroom with a bed, a sofa, a wooden coffee table, a TV, and a window with a view.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

4. The Suites at Killington Center

The Suites at Killington Center
Killington
$332 nightly
$365 total
Oct 20 - Oct 21
Total with taxes and fees
The Suites at Killington Center
A swimming pool with a metal ladder, lounge chairs, and umbrellas.
A bedroom with a plaid bedspread, a wooden wardrobe, a mirror, and a painting on the wall.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.
A modern bathroom with a large mirror, two sinks, a toilet, and a glass-enclosed shower area.

5. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
$345 nightly
$389 total
Oct 19 - Oct 20
Total with taxes and fees
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A rectangular swimming pool with a metal ladder, surrounded by white lounge chairs and a green umbrella.
A residential area with houses, a swimming pool, and a mountain backdrop.
A modern bathroom with a round mirror, sink, and a trash bin.
A bathroom with a shower, a sink, and a mirror. There is a door leading to a kitchen area with a microwave and a refrigerator.

6. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
$229 nightly
$259 total
Oct 19 - Oct 20
Total with taxes and fees
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.
A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.
A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

7. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
  • Outdoor pool oasis for summer stays near slopes, with year-round adventures waiting just outside your door.
$161 nightly
$177 total
Oct 27 - Oct 28
Total with taxes and fees
Best Western Inn & Suites Rutland-Killington
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and trees.
A room with a blue wall, a framed picture, a potted plant, a lamp, and a red telephone booth.
An aerial view of a residential area with houses, a swimming pool, and a parking lot.
A modern bedroom with a large bed, a ceiling fan, a bedside table, a lamp, and a window with curtains.

8. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
$261 nightly
$295 total
Oct 21 - Oct 22
Total with taxes and fees
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A rectangular swimming pool with a metal ladder, surrounded by white and brown lounge chairs, and a white fence.
A modern bathroom with a glass-enclosed shower, a toilet, and a vanity with a plant.
A modern kitchen with a central island, a dining area with a glass table, and a shower area with a glass door.
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

9. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
$327 nightly
$369 total
Oct 19 - Oct 20
Total with taxes and fees
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Spend time swimming or sitting by the shared outdoor pool when it is open.
A hallway with two doors labeled 'Superstar' and 'Cascade'.
A bedroom with two beds, a window with a view, a bedside table, and a lamp.
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

10. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
Killington
$229 nightly
$259 total
Oct 19 - Oct 20
Total with taxes and fees
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
View all properties

Choose what matters most at hotels with a pool in Pittsfield

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pittsfield Hotel Reviews

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"We found this lodge to be the perfect last minute stay while passing through Killington. The front desk attendant was very helpful , room perfect . Had everything we needed. Great restaurant next door also."
SUSAN 1-night trip
Posted 3 hours ago
North Star Lodge and Resort
Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"So conveniently located. Minutes from Rosie’s and town center."
Greg 4-night trip
Posted 1 day ago
Courtyard Middlebury
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

10/10 Excellent
"It was the busiest time of the season and was a last minute opening, we got a room and the daytime front desk manager was awesome! I had a prior bad night and she was so kind. Thank you!"
Carolyn 1-night trip
Posted 1 day ago
Comfort Inn Rutland - Killington
The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"The staff was wonderfull. The room was clean but we were on the bottom floor so it was a little noisy above us with people walking around most of the night. Breakfast was delicious."
Michelle 1-night trip
Posted 3 days ago
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"This was a great spot! Very clean. The 25 person hot tub was incredible, with a view of the mountains while you soaked. Definitely will be going back!"
Hannah 2-night trip
Posted 4 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

Frequently asked questions

What are some accommodations with pools in Pittsfield?
The Mountain Inn at Killington: Hotel, 1-minute walk from Killington Resort. Offers daily, an outdoor pool, and free self parking. Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Killington Mountain Lodge, Tapestry Collection by Hilton: Features 8 hot tubs, a seasonal outdoor pool, and a sauna. The Jackson: Features a children's pool, an indoor pool, and a sauna. Emrose Luxury Cabins: Offers a snack bar/deli, a seasonal outdoor pool, and daily.
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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