Title: Book the Best PET FRIENDLY Hotels in Chester, VT from CA $118 - Chester Dog-Friendly Hotels | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Things to do in Chester](https://expedia.ca/Things-To-Do-In-Chester.d89014.Travel-Guide-Activities)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.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 [Mar 4 - Mar 5](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-13&endDate=2026-03-15&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/102000000/101480000/101473400/101473310/4ae7b7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/35c5b21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/d409cd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/df792487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chester Farmhouse Ski Retreat near Slopes [](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information) Chester Depot 9.6/10 Exceptional (18 reviews) "House was in a perfect location. The town was adorable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle A. CA $321 CA $628 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/8582bd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (835 reviews) "Very friendly staff. The room and all surroundings were clean and fresh smelling." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison CA $185 CA $203 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/ef0071b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/108bf8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/df984819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/9f1f0437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brittany Motel [](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information) Manchester Center 9.4/10 Exceptional (333 reviews) "Check-in was easy and the property is cute and very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karin CA $111 CA $159 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information) ![Room, 1 King Bed, Transfer Shower, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/49e216b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/6bec96db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/017470f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keene Elm City Hotel, an Ascend Collection Hotel [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) Keene 8.4/10 Very good (988 reviews) "Staff were great place was clean and nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $149 CA $162 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/9d3fcb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Electric vehicle charging station](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/083f3b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/e57dec5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) Woodstock 9.6/10 Exceptional (559 reviews) "So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JILL CA $279 CA $393 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/w648h383x0y1-a98b9847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/a0514206_edited_9a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/286eff53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hideaway Inn Mt. Snow [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) West Dover 8.8/10 Excellent (66 reviews) "Clean cozy rooms, overall good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wade CA $185 CA $203 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, 1 Double Bed, 1 King Bed, 1 Twin Bed](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/4ee226d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c0073409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bromley View Inn [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) Bondville 9.0/10 Wonderful (426 reviews) "Clean room/ great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![Standard Room, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/a238c10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/8319d109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/3973f8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Putney Inn [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) Putney 8.4/10 Very good (1,004 reviews) "perfect room, very clean and friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marc-André CA $107 CA $118 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2557x3y3-db499e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-dbaacfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Keene Hotel [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) Keene 8.4/10 Very good (1,002 reviews) "Great stay pool was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $163 CA $177 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Land view from property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/b839bfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/24332bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/ea836d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Columns Inn [](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) Newfane 9.8/10 Exceptional (23 reviews) "Everything was great 👍 I will stay there again and highly recommend to others " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda [](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.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=2026-03-18&endDate=2026-03-19®ionId=89014&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_89014) ## Top Chester Hotel Reviews ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Amazing restaurant and attentive staff" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56_y.jpg) ### The Manchester View 10/10 Excellent "This place worked out wonderfully. Clean, comfortable and a great value. Location around 5 min to downtown Manchester. 20 minnto Stratton. Highly recommend " [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Beautiful hotel. Nice pool and gym. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/c3cb22fe_y.jpg) ### The Shire Woodstock 10/10 Excellent "Great room, lovely view and a wonderful town " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ## Frequently asked questions ### What are the most popular pet-friendly hotels in Chester? > Motel in the Meadow, with an 8.4 rating, welcomes pets to stay free of charge. Guests can also enjoy complimentary breakfast, including continental options, and free self-parking. > > > Beautiful farmhouse in Historic village, rated 9.2, offers a unique stay with mountain views and a kitchen. While its pet policy isn't explicitly detailed, its high rating and amenities suggest a welcoming environment for all guests. ### How much does a pet-friendly hotel in Chester cost? ### Are there any no fee pet-friendly hotels in Chester? > This motel, with a review rating of 8.4, stands out because pets stay free, making it a budget-friendly option for travellers with animals. It also offers complimentary breakfast, continental breakfast, self-parking, and free WiFi, adding to the value. ### Which area of Chester is best to stay in for pet-friendly hotels? > This central area of Chester is clustered around Main Street (Route 11) and North Street (Route 103), where you'll find most of the village's historic inns and guesthouses. It's a compact and walkable area with a town green, local shops, and eateries. The architecture is primarily historic New England, giving it a quaint feel. > > > Couples travelling with their furry companions will find this area particularly convenient. Many accommodations here understand the needs of pet owners, often providing amenities like dog beds or water bowls. You'll have easy access to village walks and nearby trails for exercising your pet, and several eateries have outdoor seating where pets are welcome. > > > For those looking for a slightly more secluded experience but still wanting pet-friendly options, areas just outside the immediate village centre, often along secondary roads, offer inns with more expansive grounds. ### What are some great pet-friendly hotels in Chester with outdoor spaces? > This highly-rated accommodation, with a 9.2 review score, stands out for its various outdoor spaces, including a patio, deck, and porch or lanai, providing ample room for pets to relax outdoors. It is also situated amidst the mountains, offering scenic views and nearby opportunities for mountain biking and climbing. ### How do I ensure I have booked a pet-friendly room in Chester? ### What pet-friendly activities should we do in Chester? > This area is the heart of Chester, offering a pleasant and accessible environment for you and your pet. Main Street is lined with historic buildings, local shops, and eateries, many of which welcome well-behaved pets. You'll find several spots with outdoor seating where you can dine with your dog by your side. > > > Couples travelling with their dogs will appreciate the convenience of staying in the village centre. It provides easy access to walkable streets and local parks, great for leisurely strolls. The Stone Village Historic District, just a short walk from Main Street, offers lovely architecture and quiet pathways for exploring with your canine companion. > > > For those who enjoy a bit of outdoor adventure with their pets, the trails accessible from the village centre are a great option. Many local walking paths and nearby state parks are dog-friendly, allowing you to enjoy Vermont's natural beauty together. ### 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 - More ways to book - [B&B in Andover ](https://www.expedia.ca/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Andover ](https://www.expedia.ca/Andover-Chalets.d6023580-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Andover ](https://www.expedia.ca/Andover-Country-House.d6023580-aaCountryHouse.Travel-Guide-Accommodation) - [Andover Hotels ](https://www.expedia.ca/Andover-Hotels.d6023580.Travel-Guide-Hotels) - 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