Search Resort Hotels in Pittsfield from CA $153

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Our top choices for Pittsfield resorts

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, (1,003 reviews)
"The staff at the front desk were very kind and helpful."
United States
William
The price is CA $99
CA $153 total
includes taxes & fees
Mar 19 - Mar 20
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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Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Pittsfield Resorts information

Number of reviews
1,000
Accommodation
1 Resorts
Lowest Price
CA $153
Highest Price
CA $153

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 6 restaurants, a golf course, and a full-service spa. 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 Historical Society 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.

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