Best Resorts in Pittsfield

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Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Resorts in Pittsfield

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, (906)
"Very fun place to stay with the kids."
$117 nightly
The price is $132
Jun 26 - Jun 27
Total includes taxes and fees
Peek'n Peak Resort Trademark Collection by Wyndham
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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Frequently asked questions

What is Pittsfield like for a resort vacation?
You deserve a vacation, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing time in Pittsfield. One of the comfortable resort hotels in the area could be just what you're searching for, whether you want an amazing pool, blissful spa treatments, or nightly entertainment options.
What's a top resort in Pittsfield?
Here's our top-rated resort near Pittsfield: Peek'n Peak Resort Trademark Collection by Wyndham - Ski resort steps from Peek'n Peak Ski Resort. 24 mi (38.6 km) from Pittsfield. Features 10 restaurants, a golf course, and ski-in/ski-out access. Popular for its pool.
What can I do in Pittsfield?
Anders Run Natural Area and Cornplanter State Forest are a few of the interesting sights to visit. In the area, other attractions include Warren County Visitors Bureau and Chapman State Park.
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.
What's the best way to get to and around Pittsfield?
Fly into Jamestown, NY (JHW-Chautauqua County), which is located 22.6 mi (36.4 km) away from the city center. Otherwise, you can search for flights to Franklin, PA (FKL-Venango Regional), which is 40.1 mi (64.6 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.