Title: Book the Best Chester Depot LUXURY Hotels - Upscale 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 Luxury Hotels in Chester Depot, Chester - ![](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 Luxury Hotels Tonight [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-12-01&endDate=2025-12-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-12-02&endDate=2025-12-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-12-05&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Chester Depot Luxury Hotels ## Find out more about Chester Depot ### Chester Depotand its attractions for luxury travelers Chester Depot is a hidden gem for luxury travellers seeking both charm and adventure. Begin your journey at the renowned Green Mountain National Forest, where you can explore picturesque hiking trails that offer breathtaking views, perfect for family outings. For a taste of local culture, visit the charming shops and art galleries that line the quaint streets, providing unique handcrafted goods and artworks. Another must-see is the nearby Okemo Mountain Resort, where winter sports enthusiasts can indulge in skiing or snowboarding on pristine slopes, followed by a relaxing evening at the resort’s upscale spa. As the day winds down, treat yourself to a gourmet dining experience at the local farm-to-table restaurant, where seasonal ingredients are transformed into exquisite dishes. Staying at luxury hotels in the Chester Depot area means enjoying exquisite amenities like spa services, personalised concierge attention, and beautifully appointed rooms that offer a sanctuary after a day of exploration. With stunning mountain views and a tranquil atmosphere, your stay will be both rejuvenating and memorable. ## Top Chester Depot Hotel Reviews ![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) ![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) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Chester Depot? > Expedia can help you get a flight to Springfield, VT (VSF-Hartness State) airport or Rutland, VT (RUT-Rutland Southern Vermont Regional) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you need to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Chester Depot has to offer. Chester Depot has some interesting things to see and do including Bonnie's Bundles Dolls and DaVallia Art & Accents, so you might want to take in the local sights during your visit. ### What's there to see and do in Chester Depot? > Take in the sights and attractions that Chester Depot offers with a visit to Bonnie's Bundles Dolls, Grafton Historical Society, and Vermont Country Store. If you have extra time while you're in the area, you might want to stop by Vermont Museum of Mining and Minerals and Plummer's Sugar House. ## 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) - 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