Title: Book the Best PET FRIENDLY Hotels in Chester, CT from CA $101 - Chester Dog-Friendly Hotels | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d183058.Destination-Travel-Guides) ![Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 14 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-02-14&endDate=2026-02-15&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 15 - Feb 16](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-02-15&endDate=2026-02-16&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester pet-friendly hotels ![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/b135be5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/544f5445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/ca76e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/0c6e71a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) East Haddam 9.6/10 Exceptional (111 reviews) "Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aliah CA $138 CA $221 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/afd83ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/174f7a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) Guilford 8.8/10 Excellent (91 reviews) "The front desk staff were excellent, clean and comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JUstine CA $150 CA $172 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/31bd2f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Blue Inn Old Saybrook - Essex [](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very good (1,001 reviews) "Room was clean and warm and the staff was very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pattie [](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/772b2c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/c55a23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/d2e5a74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #24 \*Serenity\* A Lakefront Cottage Retreat [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) Middletown 9.8/10 Exceptional (21 reviews) "It was our 3rd time staying and everything was as expected. New updates to the bathroom were nice surprise. Thanks again for a lovely stay while we visited our daughter at Wesleyan. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robb F. CA $199 CA $452 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/a4b45014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/9a511004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/2e61b365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Uncasville - Casino Area [](https://www.expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) Montville 9.2/10 Wonderful (2,635 reviews) "Great breakfasts and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rafaela CA $127 CA $146 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/d736f3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/708b4a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/9ae1dd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/3bed0df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Niantic - New London/Mystic Area [](https://www.expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) Niantic 9.0/10 Wonderful (475 reviews) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomasz CA $119 CA $137 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104330000/104323600/104323511/116f18b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104330000/104323600/104323511/bbfdc6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104330000/104323600/104323511/856c96c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104330000/104323600/104323511/3b2d1c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy, comfy,quiet &close to casinos [](https://www.expedia.ca/Montville-Hotels-Cozy.h104323511.Hotel-Information) Montville 9.6/10 Exceptional (48 reviews) "Great place to stay. I have nothing bad to say about the place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose M. CA $159 CA $382 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Montville-Hotels-Cozy.h104323511.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/d84925d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/deffdcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/62b9e13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/80e6a0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The gardners Cottage 1 mile from long Island Sound - pet friendly [](https://www.expedia.ca/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information) Clinton 10/10 Exceptional (21 reviews) "Enjoyed our stay - Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. CA $184 CA $368 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/113000000/112060000/112059600/112059569/4bbfc07f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/113000000/112060000/112059600/112059569/69f5fc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/113000000/112060000/112059600/112059569/55b8917d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/113000000/112060000/112059600/112059569/d4553676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regency Inn and Suites - Non Smoking King [](https://www.expedia.ca/New-London-Hotels-Regency-Inn-And-Suites-Non-Smoking-King.h112059569.Hotel-Information) New London 7.4/10 Good (6 reviews) "Desk clerk was wonderful. Made sure my stay was everything that I needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie D. CA $121 CA $166 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-London-Hotels-Regency-Inn-And-Suites-Non-Smoking-King.h112059569.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/0bbae525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c5a2aa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/185a0230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/035b4021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk [](https://www.expedia.ca/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information) Waterford 10/10 Exceptional (15 reviews) "We enjoyed our stay! We were able to fit a pack and play for our 1 year old in the game room, which was a fun space. The fenced-in back yard was perfect for our dog. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine S. CA $208 CA $445 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.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=2026-02-28&endDate=2026-03-01®ionId=183058&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_183058) ## Top Chester Hotel Reviews ![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg) ### Motel 6 Niantic, CT - New London 10/10 Excellent "Nice" [](https://expedia.ca/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "Room was great; surprised by the quality of it for the affordable price. " [](https://expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 10/10 Excellent "Very clean" [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "The motel is clean, employees are very polite, helpful and the room was very spacious." [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Clarion Inn](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0_y.jpg) ### Clarion Inn 10/10 Excellent "Staff members were extremely helpful and kind from the people working the front desk to the house keeping people 5 stars to them " [](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ## Frequently asked questions ### How much does a pet-friendly hotel in Chester cost? ### Which area of Chester is best to stay in for pet-friendly hotels? > This area is the heart of Chester, offering a quaint New England village feel. You'll find a selection of independent shops, art galleries, and restaurants along Main Street and its side streets, making it a pleasant place for a stroll. The town centre is also conveniently located near access points to the Connecticut River. > > > Pet owners will find this area particularly appealing due to the availability of accommodation that welcomes furry companions, often with dedicated amenities. ### How do I ensure I have booked a pet-friendly room in Chester? ### What pet-friendly activities should we do in Chester? > Chester's town centre is compact and easy to navigate on foot, with most shops and galleries situated along Main Street and North Main Street. Many local businesses here have water bowls outside and welcome well-behaved dogs inside, particularly during the warmer months when doors are often open. You'll find a relaxed pace, superb for strolling with your pet and discovering local crafts or enjoying a coffee at an outdoor table. > > > For those who enjoy nature walks with their pets, staying near the Connecticut River provides easy access to several trails. The Pattaconk Recreation Area, for instance, offers woodland paths where dogs are welcome on leads. It's a great spot for an invigorating walk amidst the trees and provides opportunities for your pet to explore natural surroundings. ### What amenities should I look for in a pet-friendly hotel in Chester? ### How can I save on a pet-friendly hotel in Chester with Expedia? ### Do any Chester hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Chester as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Chester Center ](https://www.expedia.ca/4Star-Chester-Center-Chester-Hotels.s40-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Hotels near Chamard Vineyards ](https://www.expedia.ca/Chamard-Vineyards-Hotels.0-l6309929-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Chester Center ](https://www.expedia.ca/Chester-Center-Chester-Hotels-Historic-Hotel.0-n553248635976479536-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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