Title: Book the Best PET FRIENDLY Hotels in Chester, NY from CA $101 - 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 from CA $101 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-30&endDate=2025-10-31&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-31&endDate=2025-11-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Pet-friendly Hotels ![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking (Stone Cottages at Bear Mountain)](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/42067525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain Bear Mountain 8.4/10 Very good (1008) "Clean room, easy parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $153 CA $174 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/24286d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/3765bbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/1646f2bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn near Mountain Creek Vernon 7.6/10 Good (963) "Nice hotel. Close to golf," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $120 CA $138 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/42635aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Bathroom](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/5242879d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/4de173b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/5b33ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sussex Motel Sussex 8.8/10 Excellent (360) "Would come again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vinod CA $119 CA $132 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sussex-Hotels-Sussex-Motel.h70384905.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/25051ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/91f0a8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hanlon Suite | Children's theme room](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/05c3d7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn Montgomery 9.2/10 Wonderful (139) "We had a great stay at the Bordland House Inn. The Bluebird room was great with nice historical touches that added interest to the room. It was comfy and very relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlie [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7c606992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/112cd2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/cf710d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Middletown Middletown 8.6/10 Excellent (1000) "Easy check in, clean, near restaurants. We’d stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $122 CA $144 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point New Windsor 8.4/10 Very good (1034) "The view of the river from the front is beautiful. I would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $137 CA $155 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Deluxe Studio](https://images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/7a31b033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/d47070f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/5fa4598b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/f75e5cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TAPA HOTEL Mahwah 9.0/10 Wonderful (383) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $146 CA $167 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Mahwah-Hotels-TAPA-HOTEL.h101751621.Hotel-Information) ![Free self parking](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/45d9ec54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/420a5df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/6a619585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/dcfab2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appalachian Motel Vernon 7.6/10 Good (507) "I would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyanlex CA $88 CA $101 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/213a567d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/da977c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a6bae724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Nanuet Nanuet 8.4/10 Very good (1056) "Great place to stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dimitri CA $148 CA $172 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/77332016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/6eb104e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/c9ec2fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Point Motel Sussex 9.0/10 Wonderful (93) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $113 CA $127 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sussex-Hotels-High-Point-Motel.h107253932.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=2025-11-13&endDate=2025-11-14®ionId=6046665&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![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 "Everything is very good. Breakfast can be improved with more varieties." [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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 "Check in was easy and the gentleman behind the counter was very friendly. Plenty of parking. Black out curtains were fantastic, beds comfy, room was very clean (except the carpet had a couple big stains which is why I couldn't give it a 5 star). Breakfast selections, coffee, muffins and glazed donuts. " [](https://expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.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 "." [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "Everything was good" [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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 "Room was clean only complaint was I didn’t have a trash can in my room " [](https://expedia.ca/Saddle-River-Hotels-Residence-Inn-By-Marriott-Saddle-River.h892852.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 "Clean room" [](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 "When the manager saw how much luggage we had he moved our room closer for our convience. So thoughtful!" [](https://expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.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 "Was a clean room and breakfast was decent" [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.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 "good" [](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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