Find Hotels with a Pool in Pittsfield, PA

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Check availability on Pittsfield Hotels with a Pool

Our top choices for Pittsfield hotels with a pool

La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown
3.0 star property
Jamestown
8.4 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Lakeside retreat with year-round indoor pool for aquatic bliss in Chautauqua Lake's finest hotel.
"Enjoyed the salt water pool."
United States
Karen
The price is ¥14,101
¥15,934 total
includes taxes & fees
May 12 - May 13
La Quinta Inn & Suites by Wyndham Jamestown

Heron View Room at Carousel Bed and Breakfast

Heron View Room at Carousel Bed and Breakfast
Russell
9.6 out of 10, Exceptional, (40 reviews)
  • cleanliness
    Serene forest retreat features heated pool, hot tub, garden views, and outdoor adventure options.
"The host was fantastic- reaching out to make sure we had everything we needed and providing entry information prior to our arrival. The room was wonderful, with all the amenities advertised in great condition. We really enjoyed the jacuzzi, it was a relaxing item to come back to after being out in the cold all day. The host provided bottles of water and packets of hot cocoa, which we also appreciated. The bed was comfortable and the strand of lights on the bed posts gave it a homey feel. The...
United States
Michelle M.
The price is ¥14,665
¥19,600 total
includes taxes & fees
May 14 - May 15
Heron View Room at Carousel Bed and Breakfast

Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham
3.5 star property
Clymer
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Mountain resort with dual pools, waterslide, and spa services makes for a blissful alpine splash retreat.
"The room was clean, staff was friendly and helpful and plenty of amenities for my kids and I to enjoy, particularly the swimming pool, hot tub, and indoor gym."
United States
Stacy
The price is ¥13,960
¥20,473 total
includes taxes & fees
May 25 - May 26
Peek'n Peak Resort Trademark Collection by Wyndham

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown
3.5 star property
Celoron
9.6 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Lakefront splashes and indoor dips await at this harbor hotel with year-round aquatic options.
"It was very nice to use the pool and the hot tub and have a nice warm room to stay in."
United States
beth
The price is ¥23,839
¥26,940 total
includes taxes & fees
May 25 - May 26
Chautauqua Harbor Hotel - Jamestown

Days Inn by Wyndham Warren

Days Inn by Wyndham Warren
3.0 star property
Warren
6.6 out of 10, (1,004 reviews)
  • cleanliness
    Splash into relaxation at this countryside retreat with year-round indoor pool and sauna service.
"Room was clean, so glad the pool is back up and running."
United States
Morgan
The price is ¥12,268
¥13,619 total
includes taxes & fees
May 12 - May 13
Days Inn by Wyndham Warren

DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown
4.0 star property
Jamestown
8.8 out of 10, Excellent, (962 reviews)
  • cleanliness
    Splash into pure relaxation with the serene indoor pool sanctuary at this elegant lakeside retreat.
"Love the pool!"
United States
Patricia
The price is ¥17,153
¥19,382 total
includes taxes & fees
May 24 - May 25
DoubleTree by Hilton Jamestown

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG
2.5 star property
Jamestown
9.2 out of 10, Wonderful, (819 reviews)
  • cleanliness
    Refreshing swims await in the hotel's serene indoor pool, offering a splash of relaxation during any season.
"the pool was good"
United States
Lonnie
The price is ¥18,175
¥20,537 total
includes taxes & fees
May 18 - May 19
Holiday Inn Express & Suites Jamestown by IHG

8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit

8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit
Clymer
9.8 out of 10, Exceptional, (93 reviews)
"We absolutely loved the house and location. The house had everything we could ask for, plenty of beds, blankets, towels, kitchen supplies and TVs everywhere. We went with our whole family and had ages infant to elderly and there was plenty of space for all of us. The kids loved that the ski lift was right outside the house & we all enjoyed a day at the resort swimming. A great relaxing, quality family weekend. The host was constantly in communication and we didn’t have any issues. Will...
United States
Connie M.
The price is ¥37,063
¥88,268 total
includes taxes & fees
May 12 - May 13
8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit

Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes

Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes
Warren
10.0 out of 10, Exceptional, (1 review)
"House was beautiful and well maintained, very welcoming. The host was easy to communicate with and checked in to see if we needed anything or had any issues. Would absolutely book again in the future! "
United States
Jill M.
The price is ¥16,451
¥60,351 total
includes taxes & fees
May 18 - May 19
Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes

Roomy Beautiful Golf/Ski Condo

Roomy Beautiful Golf/Ski Condo
Clymer
9.8 out of 10, Exceptional, (18 reviews)
"The entire stay was great. I had a question about lighting the fireplace and the owner got right back to me. We figured it out and all was good. Nice place to chill for Thanksgiving and enjoyed being together. The kids and grandkids had fun in the game room. The kitchen had enough room to cook thanksgiving dinner. Would go back again."
United States
Mark C.
The price is ¥45,124
¥88,667 total
includes taxes & fees
May 26 - May 27
Roomy Beautiful Golf/Ski Condo
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.

Choose what matters most at hotels with a pool in Pittsfield

Top Pittsfield Hotel Reviews

Frequently asked questions

What are some hotels with pools in Pittsfield?
Chautauqua Harbor Hotel - Jamestown: Features a seasonal outdoor pool, an indoor pool, and 2 bars. La Quinta Inn & Suites by Wyndham Jamestown: Offers daily, an indoor pool, and free self parking. DoubleTree by Hilton Jamestown: Provides a snack bar/deli, an indoor pool, and free self parking. Days Inn by Wyndham Warren: Features a sauna, an indoor pool, and daily. Peek'n Peak Resort Trademark Collection by Wyndham: Features a seasonal outdoor pool, an indoor pool, and 6 restaurants.
What is there to see and do in Pittsfield?
Make a point to visit attractions like Warren County Historical Society and Reg Lenna Center for The Arts. Discover sights such as Anders Run Natural Area and Cornplanter State Forest 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 is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Pittsfield are January, November, March, and December, with each month seeing an average of 8 inches of snowfall.