Title: Book the Best Chester Depot Hotels with FREE WIFI in 2025 | Expedia.ca [Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Depot Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Depot.d553248635976384383.Car-Rental-Guide)[Chester Depot Vacations](https://expedia.ca/Chester-Depot.d553248635976384383.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Wifi in Chester Depot, VT from CA $187 - ![](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 Depot Hotels with Wifi Tonight [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-08&endDate=2025-11-09&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-09&endDate=2025-11-10&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Depot Hotels with Wifi ![Dining](https://images.trvl-media.com/lodging/121000000/120820000/120819700/120819684/2d69a921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120820000/120819700/120819684/bc89011e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120820000/120819700/120819684/7ef50054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/121000000/120820000/120819700/120819684/310e46a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Queen room at the Chester Inn Chester Depot 10/10 Exceptional (1) "This was a wonderful experience for us. The Inn and room were spotless. Very comfortable bed. We will return. The only issue was the tub/shore. Too much of a challenge for older folks. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $97 CA $187 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Chester-Hotels-Quaint-Queen-Room-At-The-Chester-Inn.h120819684.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/c887af2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/78c81c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fullerton Inn Chester Depot 8.2/10 Very good (400) "A unique inn in a charming town. Breakfast falls short, but staff is friendly and helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominique CA $181 CA $197 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/0b98ffc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/8d67161d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/e4341991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/4b878d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 150-year-old farmhouse, Jacuzzi included Chester Depot 9.8/10 Exceptional (9) "I even called my mom on Facetime to give her a tour - she grew up in a farmhouse <3 - We left and I wished we could have stayed longer. There's something special to staying in an older home. We will probably be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie C. F. CA $171 CA $575 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Chester-Hotels-Large-Farmhouse-W-Jacuzzi.h99874704.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/a1626ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/411cc5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/w1536h1021x0y3-8fc8ac6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/3794da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room in Historic Inn! 20 Minutes to Okemo! Chester Depot 9.2/10 Wonderful (17) "Our stay was outstanding. The room was spacious, comfy and clean. The Inn was very quiet during our stay. We made friends with the local chipmunk who is extremely tame. We love having a place so cozy to stay when we are in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nevets CA $139 CA $234 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/c51b349e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/2e170eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/223d62f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/3195c3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! Chester Depot 9.0/10 Wonderful (2) "Yes, wonderful location and stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $125 CA $227 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chester-Hotels-Historic-Chester-Inn-Circa.h102119969.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/4e6773ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/dd9dbbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/1f2d7230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/cf58af9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whimsical Room & Private Bathroom in Historic Inn Chester Depot 8.8/10 Excellent (9) "The room was really cozy and the community area was quaint and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bethany CA $134 CA $229 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/9fc41d82.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/dffaa55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/fb8c05d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/578d98e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chester Farmhouse Ski Retreat near Slopes Chester Depot 9.6/10 Exceptional (15) "Great cozy home for our trip to Vermont. Very comfortable. Recommend walking over to country girl dinner and the Scottish pub." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Benjamin M. CA $209 CA $491 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/7656b8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/a93524b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/8d211417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/6d1c5ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King & Queen Suite in Historic Inn Circa 1780 Chester Depot 9.8/10 Exceptional (16) "The property has new owners and they clearly are working very hard to establish their business. The Inn was spotless, and they were very accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $195 CA $318 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Chester-Hotels-King-Queen-Suite-In-Historic-Inn-Circa-1780.h83938140.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/f57da4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/97bc445d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/580ef989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/009ea151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Honeymoon Suite with Jacuzzi Tub in Historic Inn Chester Depot 8.6/10 Excellent (7) "We had a fantastic time staying in the Chester House. It was a short drive to Okemo Mountain, which was our main reason for booking, but the town of Chester, like the room we stayed in, was incredibly charming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan G. CA $153 CA $250 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chester-Hotels-Honeymoon-Suite-With-Jacuzzi-Tub-In-Historic-Inn.h87135743.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) ![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) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bromley View Inn Bondville 9.0/10 Wonderful (399) "Breakfast , beverages and hot tub were nice in addition to the family game room area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.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=2025-11-22&endDate=2025-11-23®ionId=553248635976384383&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Depot Hotel Reviews ![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Wonderful Staff!" [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "We loved this hotel as everything was very clean. The staff was very friendly and helpful. They provided us with information as to other areas or places we could go with our family. They were very informative. And they do provide just about everything you need." [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Best Western Springfield Hotel](//images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Stayed for an overnight trip to visit family. Breakfast was good and the room was comfortable. " [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "We had a great experience at Resort and the room was clean and very nice. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Great swimming pools.. Also enjoyed the hot chocolate at the complimentary wending machine.. Rooms were cosy too.." [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Sun Lodge](//images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820_y.jpg) ### Sun Lodge 10/10 Excellent "Had an awesome weekend getaway in Vermont. Totally recommend Sun Lodge if you are looking for a reasonably priced hotel with a great tavern during stick season. " [](https://expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) ![Fullerton Inn](//images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 10/10 Excellent "quaint. " [](https://expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Bromley View Inn](//images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg) ### Bromley View Inn 10/10 Excellent "I enjoyed my time there. Thanks so much for everything." [](https://expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![The Hartness House](//images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/299bcb43_y.jpg) ### The Hartness House 10/10 Excellent "This is a historic inn and as such was very charming, warm and inviting. We loved our visit!" 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[Hotels with Free Parking in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Free-Parking.0-0-d247-tHotelswithFreeParking.Hotel-Filter-Destinations) - [Hotels with smoking rooms in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Smoking-Rooms.0-0-d247-tHotelswithsmokingrooms.Hotel-Filter-Destinations) - [Hotels with Tennis Courts in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Tennis-Courts.0-0-d247-tHotelswithTennisCourts.Hotel-Filter-Destinations) - [Mountain Hotels in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Mountain-Hotels.0-0-d247-tMountainHotels.Hotel-Filter-Destinations) - [Scuba Diving Hotels in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Scuba-Diving-Vacations.0-0-d247-tscubadivingvacations.Hotel-Filter-Destinations) - [Hotel Wedding Venues Hotels in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Wedding-Hotels.0-0-d247-tWeddingHotels.Hotel-Filter-Destinations) - [B&B in Grafton](https://www.expedia.ca/Grafton-Bed-And-Breakfast.d184049-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Car rental Grafton](https://www.expedia.ca/Car-Rentals-In-Grafton.d184049.Car-Rental-Guide)