Find Hotels with a Pool in Pittsfield, PA

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Check availability on Pittsfield Hotels with a Pool

Check prices for these dates

Tonight
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

Top Pittsfield Hotels with a Pool

Heron View Room at Carousel Bed and Breakfast
Exterior

Heron View Room at Carousel Bed and Breakfast

9.6 out of 10, Exceptional, (35)
"Tim was an excellent host, very responsive and the property was exactly as advertised. Everything was great and this was the second time we stayed here and will stay again! "
$108 nightly
The price is $119
Aug 29 - Aug 30
Total includes taxes and fees
Heron View Room at Carousel Bed and Breakfast
Days Inn by Wyndham Warren
Indoor pool

Days Inn by Wyndham Warren

3.0 star property
6.8 out of 10, (1003)
"You get what you pay for , reasonable rate = a somewhat outdated property with OK rooms (clean) somewhat uncomfortable bed and unsecure rear entrance door to 1st floor rooms at rear of property(perhaps potential safety issue for some)"
$66 nightly
The price is $73
Aug 25 - Aug 26
Total includes taxes and fees
Days Inn by Wyndham Warren
DoubleTree by Hilton Jamestown
Indoor pool, sun loungers

DoubleTree by Hilton Jamestown

4.0 star property
8.8 out of 10, Excellent, (887)
"Rooms were very clean & bedding very comfortable and clean Food options were ok For walking around if not you have too drive The restaurant in hotel was very nice, staff was friendly , "
$152 nightly
The price is $172
Sep 1 - Sep 2
Total includes taxes and fees
DoubleTree by Hilton Jamestown
La Quinta Inn & Suites by Wyndham Jamestown
Indoor pool

La Quinta Inn & Suites by Wyndham Jamestown

3.0 star property
8.4 out of 10, Very Good, (1001)
"We really enjoyed our stay the staff was wonderful "
$101 nightly
The price is $114
Sep 3 - Sep 4
Total includes taxes and fees
La Quinta Inn & Suites by Wyndham Jamestown
Holiday Inn Express & Suites Jamestown by IHG
Indoor pool

Holiday Inn Express & Suites Jamestown by IHG

2.5 star property
9.2 out of 10, Wonderful, (754)
"Easy access, friendly staff, great breakfast "
$122 nightly
The price is $138
Sep 3 - Sep 4
Total includes taxes and fees
Holiday Inn Express & Suites Jamestown by IHG
Chautauqua Harbor Hotel - Jamestown
Exterior

Chautauqua Harbor Hotel - Jamestown

3.5 star property
9.6 out of 10, Exceptional, (1003)
"Great place! Great staff and beautiful grounds. We enjoyed our stay!"
$144 nightly
The price is $162
Sep 1 - Sep 2
Total includes taxes and fees
Chautauqua Harbor Hotel - Jamestown
Room 4 at The Vintage Inn Boutique B&B. Gourmet food and cocktails included!
Banquet hall

Room 4 at The Vintage Inn Boutique B&B. Gourmet food and cocktails included!

10.0 out of 10, Exceptional, (2)
"Fantastic B&B! Meticulously clean hidden gem in Tionesta. The estate is a mix of turn of the century Craftsmanship paired with modern amenities. Breakfasts were delicious! Will tell friends and family of this welcoming escape a short drive from Pgh!"
$286 nightly
The price is $316
Aug 19 - Aug 20
Total includes taxes and fees
Room 4 at The Vintage Inn Boutique B&B. Gourmet food and cocktails included!
Peek'n Peak Resort Trademark Collection by Wyndham
Front of property

Peek'n Peak Resort Trademark Collection by Wyndham

3.5 star property
8.6 out of 10, Excellent, (964)
"Very charming place, great atmosphere "
$103 nightly
The price is $116
Aug 25 - Aug 26
Total includes taxes and fees
Peek'n Peak Resort Trademark Collection by Wyndham
Peek'n Peak 2 Bedroom Condo, Ground Floor
Fridge, microwave, oven, stovetop

Peek'n Peak 2 Bedroom Condo, Ground Floor

10.0 out of 10, Exceptional, (77)
"Property was very nice and cozy. Well thought out we actually had everything we needed and wanted. Craig was very helpful and a class act! "
$319 nightly
The price is $360
Aug 21 - Aug 22
Total includes taxes and fees
Peek'n Peak 2 Bedroom Condo, Ground Floor
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.

Top Pittsfield Hotel Reviews

Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

10/10 Excellent
"The resort was absolutely breathtaking and beautifully maintained. It’s a great spot for families, the kids loved swimming and spending time at the playground. While it’s not fully handicap accessible, that wasn’t a major issue for us. One thing I wish they had was a coffee shop open around noon for a mid-day pick-me-up, but overall it was a wonderful place to stay."
Valentina 1-night trip
Posted 3 days ago
Peek'n Peak Resort Trademark Collection by Wyndham

Frequently asked questions

What are some hotels with pools in Pittsfield?
Peek'n Peak Resort Trademark Collection by Wyndham: Resort steps from Peek'n Peak Ski Resort. Features a seasonal outdoor pool, an indoor pool, and 10 restaurants. La Quinta Inn & Suites by Wyndham Jamestown: Offers daily, an indoor pool, and free self parking. Days Inn by Wyndham Warren: Provides a sauna, an indoor pool, and daily. Chautauqua Harbor Hotel - Jamestown: Hotel, 1-minute walk from Chautauqua Lake. Features a seasonal outdoor pool, an indoor pool, and a full-service spa. Clarion Pointe Jamestown - Falconer: Offers 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.