Title: Book the Best Chester Depot FAMILY FRIENDLY Hotels from CA $150 - Kid-Friendly Hotels in Chester Depot, Chester | 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) ![panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway](https://images.trvl-media.com/place/553248635976384383/172b7db7-b524-4c32-84cc-eb436772ed39.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Chester Depot, Chester from CA $150 - ![](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 Family Hotels Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Chester Depot Family Hotels ![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.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) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.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 (402) "Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $181 CA $197 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.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) ![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) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/d309381b.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) ### King & Queen Suite in Historic Inn Circa 1780 Chester Depot 9.8/10 Exceptional (16) "Central for our needs. easy check in process. Lovely large room with comfy beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HIlary H. CA $195 CA $318 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chester-Hotels-King-Queen-Suite-In-Historic-Inn-Circa-1780.h83938140.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) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/0d26f53b.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) ![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) "After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul S. CA $139 CA $234 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.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) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/3e3c4e73.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) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/97bc445d.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) "Charming place, hope to go back soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon S. CA $153 CA $250 total includes taxes & fees Nov 24 - Nov 25 [](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) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.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 Bondville 9.0/10 Wonderful (401) "Overall a decent stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Libin [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![Arcade](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a3785da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4e3f46ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4c29d0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/7c69c2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Bear Lodge at Stratton Mountain Resort Stratton 7.6/10 Good (935) "Great place for the price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $197 CA $239 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/3f7fd5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/21610714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/b9e7173e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/d59fdf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHO Inn & Motor Lodge Weston 9.2/10 Wonderful (43) "The owner was delightful and very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $137 CA $150 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/61492abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/8edbcf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/96f1f3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claremont Motor Lodge Claremont 8.8/10 Excellent (444) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $155 CA $169 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e7e09df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/ab563a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, soundproofing, free WiFi](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/8545d38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Lodge Bromley Mountain 8.6/10 Excellent (296) "Everything was fantastic from check-in the restaurant, the bar, the staff and just surrounding every area very very nice people would definitely come back back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $147 CA $161 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/299bcb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/51841234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/02631e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/c5d0d294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hartness House Springfield 8.2/10 Very good (328) "nice folks, practical place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $220 CA $243 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Springfield-Hotels-Hartness-House-Inn.h9715200.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=2025-12-05&endDate=2025-12-06®ionId=553248635976384383&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Depot Hotel Reviews ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "Very welcoming, spacious, clean. Perfect for a family of 4. " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Room was very clean and comfortable. Loved having the fireplace. Indoor parking garage was a plus with easy access to our room. We enjoyed dinner and breakfast at the restaurant. The outdoor space was fabulous with many activities. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Clean room Staff went over and above" [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![The Upper Pass Lodge at Magic Mountain](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60_y.jpg) ### The Upper Pass Lodge at Magic Mountain 10/10 Excellent "TE RESTAURANT DOES NOT OFFER BREAKFAST" [](https://expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_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) ![Sun Lodge](https://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) ![Bromley View Inn](https://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) ![Vantage Point Villas at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de_y.jpg) ### Vantage Point Villas at Stratton Mountain Resort 8/10 Good "Not enough heat" [](https://expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ## Frequently asked questions ### What's Chester Depot like for family-friendly vacations? > If you've been thinking about a vacation with your kids, Chester Depot is a good choice. There are some interesting activities the entire family might enjoy. Fly into Springfield, VT (VSF-Hartness State), which is the closest airport, or Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 25.3 mi (40.8 km) from the center of Chester Depot. ### What's the best accommodation for a family trip to Chester Depot? > [1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!](https://www.expedia.ca/Chester-Hotels-1868-Carriage-House-Quaint-Cozy-Perfect-Escape-20-MIN-TO-Okemo.h22120284.Hotel-Information) is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. ### What's there to see and do with your family in Chester Depot? > While you are visiting Chester Depot, you and the family might want to check out some interesting spots such as Bonnie's Bundles Dolls, DaVallia Art & Accents, and Vermont Country Store. Make sure you have lots of time for activities like Plummer's Sugar House and Magic Mountain Ski Resort. ## 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) - [Inns in Andover](https://www.expedia.ca/Andover-Inns.d6023580-aaInns.Travel-Guide-Accommodation) - [Motels in Andover](https://www.expedia.ca/Andover-Motels.d6023580-aaMotels.Travel-Guide-Accommodation) - [Resorts in Andover](https://www.expedia.ca/Andover-Resort-Hotels.d6023580-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Baltimore](https://www.expedia.ca/Baltimore-Bed-And-Breakfast.d553248634998594212-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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