Title: Book the Best PET FRIENDLY Hotels in Chester, NY - Chester Dog-Friendly Hotels | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6046665.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Pet-friendly Hotels in Chester, NY ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chester Pet-friendly Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Pet-friendly Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109820000/109818700/109818671/efc87e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109820000/109818700/109818671/63ab4f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109820000/109818700/109818671/7b1bbc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/110000000/109820000/109818700/109818671/8536f8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant Home w/7BRs, Game Room, Luxury Yard, Pool Chester 10/10 Exceptional (1) "My experience was very good. House was spacious & very clean for a big family. The kids enjoyed the pool very much, the views, especially @ sunset was gorgeous. Its close to the food store. Overall, i enjoyed it very much. My family enjoyed the stay." [](https://www.expedia.ca/Chester-Hotels-Elegant-Home-W7BRs.h109818671.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119500000/119498800/119498794/043fc759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119500000/119498800/119498794/3c25ff25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119498800/119498794/038e7290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119498800/119498794/4cd191d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom house in delightful Chester with AC Chester [](https://www.expedia.ca/Chester-Hotels-4-Bedroom-House-In-Delightful-Chester-With-AC.h119498794.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/633c9489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/f4e5623c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/1279e15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/5d0ec3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 9BR Retreat w/Pool & Hot Tub Chester [](https://www.expedia.ca/Chester-Hotels-Luxury-9BR-Retreat-WPool-Hot-Tub.h119565052.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/afb4ec5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/a301e664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/f1fe4f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/6c52290f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming 5-bedroom house with AC in charming Chester Chester [](https://www.expedia.ca/Chester-Hotels-Welcoming-5-Bedroom-House-With-AC-In-Charming-Chester.h120305089.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18®ionId=6046665&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "great place for the price " [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "it was clean, well-kept and quiet. nothing to complain" [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](//images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Nice property. Large room. Friendly staff all around." [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](//images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 10/10 Excellent "Everything was amazing! Thank You for a great stay. " [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Residence Inn by Marriott Saddle River](//images.trvl-media.com/lodging/1000000/900000/892900/892852/55c60c22_y.jpg) ### Residence Inn by Marriott Saddle River 10/10 Excellent "Great place and very convenient " [](https://expedia.ca/Saddle-River-Hotels-Residence-Inn-By-Marriott-Saddle-River.h892852.Hotel-Information) ![Super 8 by Wyndham Mahwah](//images.trvl-media.com/lodging/1000000/10000/1200/1157/d1eaddcb_y.jpg) ### Super 8 by Wyndham Mahwah 10/10 Excellent "Clean" [](https://expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Great natural setting. Comprehensive facilities." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Best Western The Inn At Ramsey](//images.trvl-media.com/lodging/1000000/480000/473500/473490/d11440c9_y.jpg) ### Best Western The Inn At Ramsey 10/10 Excellent "Clean and comfortable rooms, friendly staff and a really nice hot breakfast." [](https://expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.Hotel-Information) ![Days Inn by Wyndham Nanuet / Spring Valley](//images.trvl-media.com/lodging/1000000/180000/172100/172075/2336337b_y.jpg) ### Days Inn by Wyndham Nanuet / Spring Valley 10/10 Excellent "Everything was comfortable and room was large. I love when we can pull right up to room door and unload. Low price for dog. " [](https://expedia.ca/Nyack-Hotels-Days-Inn-By-Wyndham-Nanuet-Spring-Valley.h172075.Hotel-Information) ## 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. 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