Title: The Best All-inclusive Resorts in Chester, VT from $144 in 2026 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx89014)[Hotels in Chester](https://expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d89014.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 All-inclusive Resorts Tonight [Mar 20 - Mar 21](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 21 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-03-21&endDate=2026-03-22&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester all inclusive hotels ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/afb0605c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Mountain View | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/56d39e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/2d334f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/e231acac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stanford House [](https://www.expedia.com/Bennington-Hotels-The-Stamford-Motel.h38987280.Hotel-Information) Manchester Center 9.2/10 Wonderful (72 reviews) - Savor the all-inclusive mountain retreat experience with onsite dining and drinks at this delightful getaway in Manchester Center. $131 nightly $144 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Bennington-Hotels-The-Stamford-Motel.h38987280.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.com/Hotel-Search?startDate=2026-04-03&endDate=2026-04-04®ionId=89014&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at all-inclusive hotels in Chester 5 stars 4 stars Adult-only Pool Family-friendly ## Top Chester Hotel Reviews ## Frequently asked questions ### Looking for Chester all-inclusive resorts? ### What is there to do near my all-inclusive resort in Chester? ### When's the best time for an all-inclusive stay in Chester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Depot ](https://www.expedia.com/Chester-Depot-Chester-Hotels.0-n553248635976384383-0.Travel-Guide-Filter-Hotels) - [Hotels near Bonnie's Bundles Dolls ](https://www.expedia.com/Bonnies-Bundles-Dolls-Hotels.0-l553248621561865050-0.Travel-Guide-Filter-Hotels) - [Andover Hotels ](https://www.expedia.com/Andover-Hotels.d6023580.Travel-Guide-Hotels) - [B&B in Andover ](https://www.expedia.com/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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