Find Hotels with a Pool in Pittsfield, VT

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Check availability on Pittsfield Hotels with a Pool

Tonight
7 May - 8 May
Tomorrow
8 May - 9 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Pittsfield hotels with a pool

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, (1,003 reviews)
  • cleanliness
    Splash into alpine bliss at this mountain inn's heated outdoor pool with scenic resort views.
"The Mountain Inn is a great place to stay, with friendly staff, a nice outdoor pool, and a fun game room."
United States
Alexander
The price is AED 493
AED 569 total
includes taxes & fees
14 May - 15 May
The Mountain Inn at Killington
Indoor pool

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Beautiful view of the resort and right in the center of the action. Perfect for a family with kids. Nice balcony but I wish there was a screen on the door so we could leave it open without bugs getting in. Building was a bit worn but the outdoor pool was great."
United States
Zachary T.
The price is AED 272
AED 1,279 total
includes taxes & fees
8 May - 9 May
Resort condo with mountain views, full kitchen, and free WiFi
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, (1,006 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
"game room, pool, smores at the firepit were all great."
United States
Brendan
The price is AED 592
AED 786 total
includes taxes & fees
20 May - 21 May
On The River Inn
Indoor pool

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.6 out of 10, Excellent, (37 reviews)
"The kids enjoyed the brand new pool, sauna, and hot tub"
United States
Sean E.
The price is AED 231
AED 1,024 total
includes taxes & fees
8 May - 9 May
Comfortable mountain gem with pool, mountain views, & indoor parking space
Interior

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517
Killington
9.0 out of 10, Wonderful, (6 reviews)
"Pretty area for Fall Colors, nice lake just down the road to play at and then come back to. Pool was nice, room was large and clean. Nice visit, will Come again if we fly back to visit again."
United States
Jennifer H.
The price is AED 424
AED 629 total
includes taxes & fees
10 May - 11 May
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517
Interior

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209
Killington
8.8 out of 10, Excellent, (14 reviews)
"There is even a heated pool that was so lovely to relax in after our packed day of activities."
United States
Catherine T.
The price is AED 382
AED 578 total
includes taxes & fees
10 May - 11 May
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209
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
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Refreshing heated outdoor pool at Killington resort with sauna and fitness center complements ski adventures.
"Room and bathroom was clean, bed was comfortable, and the heated pool with a view of the mountain was a huge plus after a long day of skiing"
United States
William
The price is AED 488
AED 536 total
includes taxes & fees
10 May - 11 May
North Star Lodge and Resort
Exterior

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.0 out of 10, Wonderful, (15 reviews)
  • cleanliness
    Mountain relaxation awaits with indoor pool, hot tub, outdoor adventures, and slope-side access.
"The place is old could use some upgrades. It was clean and quick bus ride to slope."
United States
Andrew B.
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Indoor pool

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.0 out of 10, Good, (48 reviews)
  • cleanliness
    Mountainside retreat features indoor pool and sauna for post-adventure relaxation.
"Spacious clean room with wonderful Mountain View from nice 5th floor balcony. Owner supplied everything including new furniture, new appliances , large tv with internet and steaming , very comfortable bed and quiet"
United States
Edward M.
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Interior

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Great stay, the heated pool is amazing! Wish it stayed open later, the kids had a blast"
United States
Jeff Q.
The price is AED 382
AED 578 total
includes taxes & fees
10 May - 11 May
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
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

On The River Inn

On The River Inn

10/10 Excellent
"I booked a last minute reservation and was very pleasantly surprised. The hotel is beautiful! My room was large and I had a porch that looked out into a small pond and a park that had picnic tables. There were many areas throughout the hotel to socialize, including an outdoor area with a fire pit. Large game room in the second floor. Indoor pool on the ground level. Staff were friendly and professional. Highly recommend!"
Jane 2-night trip
Posted 17 hours ago
On The River Inn

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Frequently asked questions

What are some accommodations with pools in Pittsfield?
Killington area home - 4-seasons, hot tub and A/C: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. Killington Mountain Lodge, Tapestry Collection by Hilton: Hotel located near Killington Resort. Features daily, an outdoor pool, and free self parking. Woodstock Inn & Resort: Offers a sauna, an indoor pool, and daily. The Mountain Inn at Killington: Features a children's pool, an indoor pool, and a sauna. My Place Hotel-Randolph VT: Offers continental, an indoor pool, 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 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.