Find Hotels with a Pool in Pittsfield, PA

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with a Pool

Top Pittsfield Hotels with a Pool

Indoor pool
Days Inn by Wyndham Warren
Days Inn by Wyndham Warren
3.0 star property
6.8 out of 10, (1009)
"Nice place for the price. Bar was great and so was the food!"
The price is ￥9,197
￥10,209 total
includes taxes & fees
Nov 2 - Nov 3
Days Inn by Wyndham Warren
Indoor pool, outdoor pool, sun loungers
Peek'n Peak Resort Trademark Collection by Wyndham
Peek'n Peak Resort Trademark Collection by Wyndham
3.5 star property
8.6 out of 10, Excellent, (993)
"Beautiful location, and a relaxed atmosphere"
The price is ￥14,880
￥21,382 total
includes taxes & fees
Nov 6 - Nov 7
Peek'n Peak Resort Trademark Collection by Wyndham
Exterior
Chautauqua Harbor Hotel - Jamestown
Chautauqua Harbor Hotel - Jamestown
3.5 star property
9.6 out of 10, Exceptional, (1002)
"Amazing hotel and location. It’s definitely a hidden gem. "
The price is ￥20,433
￥23,091 total
includes taxes & fees
Nov 13 - Nov 14
Chautauqua Harbor Hotel - Jamestown
Indoor pool
La Quinta Inn & Suites by Wyndham Jamestown
La Quinta Inn & Suites by Wyndham Jamestown
3.0 star property
8.4 out of 10, Very Good, (1011)
"Very nice room and breakfast. "
The price is ￥13,595
￥15,362 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Jamestown
Indoor pool, sun loungers
DoubleTree by Hilton Jamestown
DoubleTree by Hilton Jamestown
4.0 star property
8.8 out of 10, Excellent, (902)
"Very friendly staff, easy parking, clean hotel, Lucy Museum within walking distance, safe area,"
The price is ￥17,363
￥19,619 total
includes taxes & fees
Nov 5 - Nov 6
DoubleTree by Hilton Jamestown
Indoor pool
Holiday Inn Express & Suites Jamestown by IHG
Holiday Inn Express & Suites Jamestown by IHG
2.5 star property
9.2 out of 10, Wonderful, (778)
"Fantastic hotel! Would definitely stay again. Comfy beds and pillows, super clean, staff was great, breakfast was fantastic! "
The price is ￥15,720
￥18,295 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Jamestown by IHG
Exterior
Heron View Room at Carousel Bed and Breakfast
Heron View Room at Carousel Bed and Breakfast
9.6 out of 10, Exceptional, (35)
"Beautiful comfortable stay- just lovely!"
The price is ￥14,151
￥18,913 total
includes taxes & fees
Oct 20 - Oct 21
Heron View Room at Carousel Bed and Breakfast
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.
View all properties

Top Pittsfield Hotel Reviews

La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown

10/10 Excellent
"Good place to stay"
GEISHA CLARE 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Jamestown

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Pittsfield?
La Quinta Inn & Suites by Wyndham Jamestown: Features daily, an indoor pool, and free self parking. Chautauqua Harbor Hotel - Jamestown: Hotel, 1-minute walk from Chautauqua Lake. Offers a seasonal outdoor pool, an indoor pool, and 2 bars. Peek'n Peak Resort Trademark Collection by Wyndham: Resort steps from Peek'n Peak Ski Resort. Provides a seasonal outdoor pool, an indoor pool, and 6 restaurants. Athenaeum Hotel: Offers a sauna, an indoor pool, and daily. Days Inn by Wyndham Warren: Provides a snack bar/deli, an indoor pool, and free self parking.
What is there to see and do in Pittsfield?
The picturesque setting of Allegheny River and Ashville Bay showcase the area's natural beauty. Discover sights such as Cornplanter State Forest and Anders Run Natural Area 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.