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 4 - Oct 5
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Oct 5 - Oct 6
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Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.
A bar area with a star sign, bicycles, and a patterned carpet.

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.
$136 nightly
$149 total
Nov 4 - Nov 5
Total with taxes and fees
North Star Lodge and Resort
A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.
A stone fireplace with a fire, a log, and a person reading a book.
A rustic interior with a stone hot tub, wooden furniture, and a mountain mural.
A two-story lodge with a stone facade, wooden balconies, and a well-maintained lawn.

2. Summit Lodge

Summit Lodge
Killington
  • Alpine relaxation awaits at Killington inn with 2 outdoor pools, hot tub, and poolside bar.
$218 nightly
$240 total
Oct 16 - Oct 17
Total with taxes and fees
Summit Lodge
A pool area with a wooden building, outdoor seating, and umbrellas.
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.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.

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.
$251 nightly
$273 total
Nov 1 - Nov 2
Total with taxes and fees
The Mountain Top Inn & 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 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.

4. 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.
$156 nightly
$172 total
Oct 19 - Oct 20
Total with taxes and fees
The Mountain Inn at Killington
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 kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.

5. 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 21 - Oct 22
Total with taxes and fees
Best Western Inn & Suites Rutland-Killington
A rectangular swimming pool with a metal ladder, surrounded by white lounge chairs and a green umbrella.
A modern bathroom with a round mirror, sink, and a trash bin.
A residential area with houses, a swimming pool, and a mountain backdrop.
A modern bedroom with a bed, bedside table, and a window with a view.

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
$247 nightly
$279 total
Oct 5 - Oct 6
Total with taxes and fees
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A rectangular swimming pool with a blue tile border, surrounded by white lounge chairs and umbrellas.
A modern living room with a fireplace, a mounted TV displaying 'simple vacation rentals', and a glass coffee table.
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.
A hallway with a white door marked with the number 413, a sign requesting removal of ski boots, and a coat rack with hangers.

7. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
  • Mountain studio offers poolside relaxation with access to hiking trails, skiing, and outdoor adventure at Killington Resort.
$250 nightly
$282 total
Oct 5 - Oct 6
Total with taxes and fees
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A pool area with lounge chairs and a view of a mountainous landscape.
A restaurant interior with stone walls, wooden tables and booths, and pendant lighting.
A reception desk with a stone wall backdrop and wooden accents, a person with a suitcase, and a television screen above the desk.
A spacious lobby with leather seating, a stone fireplace, and a staircase leading to an upper level.

8. Killington Grand Hotel

Killington Grand Hotel
Base Area
  • Ski slope to steamy soaks: heated outdoor pool and hot tubs deliver mountain views after your slope adventures.
$262 nightly
$287 total
Oct 12 - Oct 13
Total with taxes and fees
Killington Grand Hotel
A swimming pool with a metal ladder, lounge chairs, and umbrellas.
An aerial view of a residential area with houses, a swimming pool, and a lake in the background.
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.

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

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
$344 nightly
$388 total
Oct 5 - Oct 6
Total with taxes and fees
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
An indoor swimming pool with clear blue water, surrounded by white tiles and blue pillars.
A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.
A modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.
A modern bathroom with a large mirror, dual sinks, a glass shower enclosure, and neatly folded towels on shelves.

10. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
  • Soak in pure relaxation at this mountain getaway, where the indoor pool beckons after exhilarating ski adventures nearby.
$112 nightly
$123 total
Oct 25 - Oct 26
Total with taxes and fees
Comfort Inn Rutland - Killington
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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

8/10 Good
"Great hotel. Clean. Breakfast was good. Great location."
Denise 1-night trip
Posted 1 hour ago
Comfort Inn Rutland - Killington
Greenbrier Inn

Greenbrier Inn

10/10 Excellent
"Great breakfast and late snack there whenever you want."
Norman 2-night trip
Posted 3 hours ago
Greenbrier Inn
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"Quiet, friendly staff"
Janine 1-night trip
Posted 2 days ago
Days Inn by Wyndham Rutland/Killington Area
On The River Inn

On The River Inn

8/10 Good
"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."
Loxley 3-night trip
Posted 3 days ago
On The River Inn
Killington Grand Hotel

Killington Grand Hotel

8/10 Good
"Outdated but well kept. Pool and hot tub are amazing."
Julian 1-night trip
Posted 7 days ago
Killington Grand Hotel

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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