Find Pet-friendly Hotels in Chester, NY

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chester Pet-friendly Hotels

Tonight
5 Jun - 6 Jun
Tomorrow
6 Jun - 7 Jun
This weekend
6 Jun - 8 Jun
Next weekend
13 Jun - 15 Jun

Top Chester Pet-friendly Hotels

Very Private Large Home on 22 Acres with Outdoor Kitchen
Property grounds

Very Private Large Home on 22 Acres with Outdoor Kitchen

10.0 out of 10, Exceptional, (1)
"5 senior ladies, friends since Jr high school, enjoyed the private setting, 5 bedrooms, fully stocked kitchen and convenient location. Had a fabulous weekend."
Very Private Large Home on 22 Acres with Outdoor Kitchen
Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Interior

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool
Terrace/patio

Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

Elegant Home w/7BRs, Game Room, Luxury Yard, Pool
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.

Frequently asked questions

What's the best time of year to travel to Chester with my pet?
When you travel with your pet, keeping tabs on the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to see and do with your pet in Chester?
Known for its skiing, Chester has lots to offer visitors. See the local sights and visit Castle Fun Center and The Rock Sports Complex. While you’re there, make sure you don’t miss Museum Village and Goosepond Mountain State Park.