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Find Pet-friendly Hotels in Chester, NY

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Our top choices for Chester pet-friendly hotels

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (157 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
The price is NT$2,930
NT$3,271 total
includes taxes & fees
Jul 5 - Jul 6
High Point Motel

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (217 reviews)
"Great staff and clean."
United States
John
The price is NT$2,771
NT$3,093 total
includes taxes & fees
Jul 26 - Jul 27
Rolling Hills Motel

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (169 reviews)
"The location was very convenient"
United States
Stephen
The price is NT$2,723
NT$3,081 total
includes taxes & fees
Jul 5 - Jul 6
The Hamlet Inn at Warwick

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is NT$3,461
NT$4,033 total
includes taxes & fees
Jul 5 - Jul 6
Borland House Inn

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (542 reviews)
"The rooms are very basic, but we had everything we needed for our stay. A really nice surprise was how comfortable the beds were. The motel is close to hiking trails. The parking lot for hiking Stairway to Heaven was a 2 minute drive from the motel. If you stay here in the winter, it is only a 5 minute drive from Mountain Creek ski resort. We would stay here again."
United States
Lorrie
The price is NT$2,150
NT$2,464 total
includes taxes & fees
Jul 2 - Jul 3
Appalachian Motel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,000 reviews)
"It was a beautiful stay."
United States
Shayla
The price is NT$5,382
NT$6,627 total
includes taxes & fees
Jul 5 - Jul 6
Overlook Lodge at Bear Mountain

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,004 reviews)
"Perfect for my weekend at the spartan race."
United States
Anthony
The price is NT$3,254
NT$3,730 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn near Mountain Creek

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,006 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is NT$3,124
NT$3,690 total
includes taxes & fees
Jul 19 - Jul 20
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 Chester Hotel Reviews

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.

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