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

Pittsfield Hotel Guide - Hotels with Pool in Pittsfield, Vermont

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Check availability on Pittsfield Hotels with Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Pittsfield hotels with a pool

A multi-story building with a pool and a covered patio area.
A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.
A snow-covered road with a sign reading 'Welcome to Killington.'
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 centre complements ski adventures.
€129
includes taxes & fees
29 Oct - 30 Oct
North Star Lodge and Resort
A swimming pool surrounded by snow, with a building in the background.
A lobby with a stone wall, wooden staircase, and a reception desk.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.
A modern bathroom with a large bathtub, a glass-enclosed shower, and a toilet.

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.
€138
includes taxes & fees
29 Oct - 30 Oct
The Mountain Inn at Killington
A pool area with a wooden building, outdoor seating, and umbrellas.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.
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.

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.
€286
includes taxes & fees
17 Nov - 18 Nov
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 kitchen with wooden cabinets, stainless steel appliances, and a central island.
A modern bedroom with a bed, a sofa, a wooden coffee table, a TV, and a window with a view.

4. The Suites at Killington Center

The Suites at Killington Center
Killington
€326
includes taxes & fees
20 Oct - 21 Oct
The Suites at Killington Center
A swimming pool with a metal ladder, surrounded by lounge chairs and umbrellas, with houses in the background.
A modern kitchen with wooden flooring, a central island, and pendant lighting.
A modern living room with a fireplace, a television mounted on the wall, and a large window with blinds.
A modern kitchen with a central island, stainless steel appliances, and blue bar stools.

5. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
€332
includes taxes & fees
18 Oct - 19 Oct
Modern Killington Farmhouse Condo: Close to it all! 412
A rectangular swimming pool with a metal ladder, surrounded by white and brown lounge chairs, and a white fence.
A modern kitchen with a central island, a dining area with a glass table, and a shower area with a glass door.
A modern bathroom with a glass-enclosed shower, a toilet, and a vanity with a plant.
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

6. 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
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A rectangular swimming pool with a metal ladder, surrounded by white lounge chairs and a green umbrella.
A modern bedroom with a bed, bedside table, and a window with a view.
A residential area with houses, a swimming pool, and a mountain backdrop.
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.

7. 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
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
An indoor swimming pool with clear lanes, a lifeguard chair, and a windowed wall.
A spacious living area with a fireplace, a dining table, and a kitchen area with a dishwasher.
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.
A modern bathroom with a large mirror, a sink, and a toilet.

8. Jack S`Bearo - Slopes, Fireplace, Pool

Jack S`Bearo - Slopes, Fireplace, Pool
Killington
€249
includes taxes & fees
27 Oct - 28 Oct
Jack S`Bearo - Slopes, Fireplace, Pool
Spend time swimming or sitting by the shared outdoor pool when it is open.
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.
A bedroom with two beds, a window with a view, a bedside table, and a lamp.
A hallway with two doors labeled 'Superstar' and 'Cascade'.

9. 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
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
An indoor swimming pool with clear lanes, a lifeguard chair, and a windowed wall.
A gym with various exercise machines, a treadmill, and a weight bench.
A snow-covered outdoor area with a large arch structure, rocks, and a building in the background.
A modern living room with a fireplace, a grey sofa, a dining table with chairs, and a large 'KILLINGTON' sign on the wall.

10. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
€410
includes taxes & fees
18 Oct - 19 Oct
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
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Choose what matters most at hotels with a pool in Pittsfield

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pittsfield Hotel Reviews

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 4 hours 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 2 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 3 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton
On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 10 days ago
On The River Inn

Frequently asked questions

What are some accommodation options 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 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.