Title: Book the Best PET FRIENDLY Hotels in Chester, CT from CA $107 - 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 [Apr 6 - Apr 7](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-04-06&endDate=2026-04-07&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 7 - Apr 8](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-04-07&endDate=2026-04-08&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-04-17&endDate=2026-04-19&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester pet-friendly hotels ![Dining](https://images.trvl-media.com/lodging/113000000/112440000/112434700/112434663/babd1c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/113000000/112440000/112434700/112434663/161cadd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/113000000/112440000/112434700/112434663/7440cd3c.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/113000000/112440000/112434700/112434663/7ea1c1b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regency Inn and Suites - Non Smoking Double Bed with Kitchen [](https://www.expedia.ca/New-London-Hotels-Regency-Inn-And-Suites-Non-Smoking-Double-Bed-With-Kitchen.h112434663.Hotel-Information) New London 10/10 Exceptional (1 review) CA $123 CA $170 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/New-London-Hotels-Regency-Inn-And-Suites-Non-Smoking-Double-Bed-With-Kitchen.h112434663.Hotel-Information) ![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) ![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) ![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) ![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 (132 reviews) "Our favorite place to visit ♥️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $180 CA $271 total includes taxes & fees Apr 14 - Apr 15 [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.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) ![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) ### Spark by Hilton Guilford [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) Guilford 8.8/10 Excellent (110 reviews) "It was a nice stay, clean and friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherrill CA $149 CA $171 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104330000/104323600/104323511/3b2d1c87.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) ### Cozy, comfy,quiet &close to casinos [](https://www.expedia.ca/Montville-Hotels-Cozy.h104323511.Hotel-Information) Montville 9.4/10 Exceptional (50 reviews) "It was cozy, clean and very close to Mohegan sun! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren K. CA $124 CA $341 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Montville-Hotels-Cozy.h104323511.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.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 (1,002 reviews) "Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $99 CA $114 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/da7468b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/433534ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/1bf4de91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/601ebe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apartment in Berlin [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) Berlin 9.0/10 Wonderful (6 reviews) "Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel L. CA $128 CA $342 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.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) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/035b4021.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) ### 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 (20 reviews) "Convenient location. The property had everything we needed for a one-night stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane E. CA $191 CA $427 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/113000000/112060000/112059600/112059569/7ec7a99d.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 $123 CA $170 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/New-London-Hotels-Regency-Inn-And-Suites-Non-Smoking-King.h112059569.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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/6ac12993.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc.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 (2,675 reviews) "Excellent hotel the staff the room the breakfast very good I would highly recommend this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natasha CA $137 CA $157 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/c3f938dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/72873cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/f9f66e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/6fccc75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Insta-worthy Couples Retreat: Perfect for romantic getaway! [](https://www.expedia.ca/Old-Lyme-Hotels-Insta-Worthy-Couples-Retreat-Perfect-For-Romantic-Getaway.h52069712.Hotel-Information) Old Lyme 9.4/10 Exceptional (53 reviews) "Adorable cottage. Nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet B. CA $157 CA $380 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Old-Lyme-Hotels-Insta-Worthy-Couples-Retreat-Perfect-For-Romantic-Getaway.h52069712.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=2026-04-20&endDate=2026-04-21®ionId=183058&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/a4b45014_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "It was a great place to stay. Breakfast was great and a big plus. Staff was very friendly and helpful. " [](https://expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/3f0d6a31_y.jpg) ### Motel 6 New Haven - Branford, CT 4/10 Poor "Loved the nearby Italian restaurant where I had a lovely salad. Staff was pleasant. Water in the shower was dripping and it was dingy and looked dirty although it may have been cleaned. The linens seemed clean, probably the only redeeming quality. People were talking loudly in the hallways after midnight and I was near the ice machine which was noisy as well.. " [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 2/10 Terrible "This place is absolutely horrible. In various states of disrepair, cracked floor, hard beds, all expenses spared, loud on all floors and staff does NOT answer the phones at any time. I am requesting a FULL refund. Horrible!!!" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Clarion Inn North Haven - New Haven North](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/26c48632_y.jpg) ### Clarion Inn North Haven - New Haven North 8/10 Good "Stay was good except for the dog in the next room who barked and howled during the night. We were not told it allowed pets. One incident with outsiders meeting in lobby and caused a commotion. Front desk handeled very well. Room was clean, breakfast good, staff friendly and building secure." [](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/d736f3ea_y.jpg) ### Best Western Niantic - New London/Mystic Area 6/10 Okay "This look like it was a newer property, which is very nice, but we did have a issue. There were black bugs. Found one on the bed and the other in the bathroom, I’m assuming because the room on the first floor. " [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.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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