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Oct 22 - Oct 23
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Oct 23 - Oct 24
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Oct 23 - Oct 25
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Oct 30 - Nov 1

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Our top choices for Pittsfield hotels

A hotel room with a bed, a gray sofa with patterned cushions, a round coffee table, and a window with plaid curtains.
A multi-story hotel with a flat roof, a covered entrance, and a parking lot.
A living room with a grey sofa, patterned cushions, and a marble coffee table. A kitchen with a refrigerator and microwave is visible in the background.
A hotel room with a large bed, two bedside tables, a chair, and a window with curtains.

1. Quality Inn & Suites Warren

Quality Inn & Suites Warren
Warren
United States
Kevin
₩96,881
₩107,537 total
includes taxes & fees
Nov 19 - Nov 20
Quality Inn & Suites Warren
A hotel room with a large bathtub, a bed with a headboard, a desk with a television, and a chair.
A bar area with a counter and multiple stools, a television mounted on the wall, and a framed picture above the counter.
A hotel with a covered entrance, stone pillars, and a sign for Cobblestone Inn & Suites.
A bar area with a counter, bar stools, a television, and framed certificates on the wall.

2. Cobblestone Inn & Suites - Corry

Cobblestone Inn & Suites - Corry
Corry
United States
Howard
₩155,099
₩175,262 total
includes taxes & fees
Oct 25 - Oct 26
Cobblestone Inn & Suites - Corry
A large, two-story house with a symmetrical facade, multiple windows, and a well-maintained lawn.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a large sofa set.
A spa room with a hot tub, wooden columns, and decorative wall panels.
A traditional four-poster bed with a wooden headboard, a desk with a chair, and a fireplace.

3. Hazeltine Boutique Hotel BnB

Hazeltine Boutique Hotel BnB
Warren
United States
Shawn
₩231,036
₩256,449 total
includes taxes & fees
Oct 26 - Oct 27
Hazeltine Boutique Hotel BnB
A cozy living room with leather sofas, a stone fireplace, and a flat-screen TV mounted above the fireplace.
A gym with treadmills and exercise equipment, large windows, and a view of an outdoor area with plants and a brick wall.
A cozy lounge area with a fireplace, comfortable seating, and a patterned carpet.
A bar area with wooden chairs, shelves of liquor bottles, and a cash register.

4. Days Inn by Wyndham Warren

Days Inn by Wyndham Warren
Warren
United States
Wm
₩97,456
₩108,176 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Warren
A modern lobby with a sofa, chairs, a desk, and a large spherical light fixture.
A modern restaurant with multiple tables and chairs, large windows, and a carpeted floor.
A pool area with lounge chairs and a glass ceiling.
A hotel room with two beds, a desk, a chair, and a large window with a city view.

5. DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown
Jamestown
United States
Anna
₩112,765
₩127,425 total
includes taxes & fees
Nov 19 - Nov 20
DoubleTree by Hilton Jamestown
A spacious dining area with high ceilings, large windows, and a variety of seating options including tables and chairs.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A reception desk with a 'happy' sign, a 'Treats' sign, and a 'Hilton Honors' logo.
A hotel room with a bed, desk, television, and seating area.

6. Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown
Jamestown
United States
Jonathan
₩151,080
₩170,722 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Jamestown
A modern hotel lobby with a dining area, a bar, and a seating area.
An indoor swimming pool with a 5 feet deep and 15 feet long marking, surrounded by a beige floor and blue walls.
A hotel room with a bed, a desk, a microwave, a coffee maker, and a sink.
A reception area with two green sofas, a potted plant, a TV, and framed artwork on the walls.

7. Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG
Jamestown
United States
Kim
₩131,225
₩148,284 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Jamestown by IHG
An outdoor dining area with wooden chairs, a table with a fire feature, and a view of a body of water at dusk.
A pool area with lounge chairs and tables, a bar, and a view of the lake.
A bar area with a central counter, bar stools, and a sign reading "CAROUSEL BAR".
A waterfront hotel with multiple buildings, a dock, and a landscaped area with pathways and greenery.

8. Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown
Celoron
United States
Charles
₩179,141
₩202,443 total
includes taxes & fees
Nov 19 - Nov 20
Chautauqua Harbor Hotel - Jamestown
A modern dining area with a long wooden table and yellow chairs, a separate seating area with blue chairs, and a counter with a marble top.
A hotel lobby with a seating area, a reception desk, a television, and a coffee station.
A hotel room with a bed, a gray patterned sofa, a small table, a kitchenette, and a bathroom.
A swimming pool with blue tiles, surrounded by blue chairs and a tiled deck.

9. La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown
Jamestown
United States
Chad
₩118,301
₩133,680 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Jamestown
A Tudor-style building with stone walls, a red awning, and a well-maintained garden with various plants and a stone pathway.
A modern kitchen with a built-in island, wooden cabinetry, and a tiled backsplash.
An indoor swimming pool with stone walls, a fitness center, and a view of the outdoors.
Two people sitting by a stone fire pit with a metal table and chairs.

10. Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham
Clymer
United States
Tonia
₩117,276
₩172,308 total
includes taxes & fees
Nov 5 - Nov 6
Peek'n Peak Resort Trademark Collection by Wyndham
A modern cafe with a counter displaying food items, a dining area with tables and chairs, and a sign for 'Ashley’s' on the wall.
A hotel room with a large bed, a sofa, a nightstand with a lamp, and a wall-mounted TV.
A bar area with a counter, bar stools, and a wall-mounted liquor display.
A reception area with a curved counter, a clock, and a red wall.

11. Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer
Jamestown
United States
Donald
₩109,502
₩123,737 total
includes taxes & fees
Nov 18 - Nov 19
Clarion Pointe Jamestown - Falconer
A garden with various plants and a red building in the background.
A bedroom with a bed, two bedside tables with lamps, a chair, and two paintings on the wall.
A cozy living room with a dining area, a ceiling fan, and a TV.
A living room with a television, a couch, a chair, and a lamp.

12. Rest Stop 6 Inn

Rest Stop 6 Inn
Tiona
United States
Karen
₩82,314
₩91,380 total
includes taxes & fees
Oct 24 - Oct 25
Rest Stop 6 Inn
A covered porch with white wicker chairs and a potted plant.
A window with an American flag and a view of a lake and trees.
A large, stately building with a symmetrical facade, a central entrance with steps, and a formal front porch.
A neatly made bed with white linens and a wooden headboard.

13. Athenaeum Hotel

Athenaeum Hotel
Mayville
United States
Mike
Athenaeum Hotel
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Top Pittsfield Hotel Reviews

Rest Stop 6 Inn

Rest Stop 6 Inn

10/10 Excellent
"The Rest Stop 6 was exactly what we needed. The room was small but comfortable and clean. JR was a warm and inviting host. The bed was very comfortable and we got a good nights rest before we began our journey home from the PA Wilds. Thank You for a nice stay!"
David 1-night trip
Posted 12 hours ago
Rest Stop 6 Inn
Cobblestone Inn & Suites - Corry

Cobblestone Inn & Suites - Corry

10/10 Excellent
"Great place to stay"
Howard 2-night trip
Posted 2 days ago
Cobblestone Inn & Suites - Corry
Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown

8/10 Good
"Everything is okay except the floor is a little squeaky that we can hear every little noise."
Shyneth 1-night trip
Posted 2 days ago
Hampton Inn & Suites Jamestown
Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

8/10 Good
"The property is a wonderful vibe if you are looking for an older, unique resort that looks like it belongs in a different time period. There are no elevators and the carpets could be updated but that would definitely affect the older feel. Staff is always welcoming as were the fireplaces going as well. The restaurant can be overwhelmingly loud, but you can go to the adjacent room. Outdoor fire pits are a wonderful after hours setting. Morning breakfast is available either in the restaurant or the small cafe next door. Definitely an annual vacation for our family."
Tara 1-night trip
Posted 3 days ago
Peek'n Peak Resort Trademark Collection by Wyndham

More cheap stays in Pittsfield

Rest Stop 6 Inn

Rest Stop 6 Inn

9045 Route 6 Tiona PA
₩82,314
₩91,380 total
Oct 24 - Oct 25
includes taxes & fees
8.8/10 Excellent! (195 reviews)
Rest Stop 6 Inn
Quality Inn & Suites Warren

Quality Inn & Suites Warren

204 Struthers Street Warren PA
₩96,881
₩107,537 total
Nov 19 - Nov 20
includes taxes & fees
Quality Inn & Suites Warren
Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer

2800 North Main Street EXT Jamestown NY
₩109,502
₩123,737 total
Nov 18 - Nov 19
includes taxes & fees
Clarion Pointe Jamestown - Falconer
Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

2811 North Main Street Jamestown NY
₩131,225
₩148,284 total
Nov 22 - Nov 23
includes taxes & fees
Holiday Inn Express & Suites Jamestown by IHG
Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown

4 W Oak Hill Rd Jamestown NY
₩151,080
₩170,722 total
Oct 30 - Oct 31
includes taxes & fees
9.2/10 Wonderful! (979 reviews)
Hampton Inn & Suites Jamestown
Cobblestone Inn & Suites - Corry

Cobblestone Inn & Suites - Corry

864 E. Columbus Ave Corry PA
₩155,099
₩175,262 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (531 reviews)
Cobblestone Inn & Suites - Corry

Frequently asked questions

What's the best place to stay in Pittsfield?
Peek'n Peak Resort Trademark Collection by Wyndham, located 24 mi (38.6 km) from the heart of Pittsfield, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Chautauqua Harbor Hotel - Jamestown and Days Inn by Wyndham Warren. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
Where can I learn more about changing or cancelling my trip to Pittsfield?
For more information about rescheduling or cancelling your trip to Pittsfield, click here.
What's it like staying in Pittsfield?
Visitors are sure to enjoy all that Pittsfield has to offer. In Pittsfield, there are 2 hotels and other accommodations to choose from. Find out more about Pittsfield.
What should I do while I'm visiting Pittsfield?
A couple of favorite places to visit are Anders Run Natural Area and Cornplanter State Forest. You'll also find Chapman State Park and Warren Commons in the area. Check out what more to see and do in Expedia's Pittsfield guide.
What's the seasonal weather like in Pittsfield?
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.

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