Title: Book the Best BEACH RESORTS in Chester, VT - Chester Hotels on the Beach| 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)[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) # Find beach hotels in Chester, VT - ![](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 Beach Hotel Tonight [Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-11-06&endDate=2025-11-07&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-11-07&endDate=2025-11-08&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Chester Beach Hotel ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/92000000/91610000/91608700/91608672/0b2e8ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/92000000/91610000/91608700/91608672/4cc2455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/92000000/91610000/91608700/91608672/702d8bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91610000/91608700/91608672/62ded7ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront, family fun, amazing rec room, close to Magic & Okemo Chester 10/10 Exceptional (12) "We drove up from Connecticut for a wedding in Rockingham. The house is not far off the exit off of I-91, and just outside the charming town of Chester. The property is beautiful, with a back patio and fire pit overlooking the river. The house is equipped with everything we needed for our stay: bedding, towels, extra blankets, and a kitchen fully stocked with anything we needed for cooking our own meals. We were able to log into our own streaming services to watch TV, which I thought was a great... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy C. [](https://www.expedia.ca/Chester-Hotels-Riverfront.h91608672.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69980000/69976700/69976644/47621fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69980000/69976700/69976644/efecbdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69980000/69976700/69976644/99f61dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69980000/69976700/69976644/6ad7a4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Work, Ski, Relax - Big Restored 1860s Farmhouse Chester 10/10 Exceptional (1) "Excellent location and house for our family ski weekend. Peter wAs easily reached and responsive. Would highly recommend and stay at their place again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) FERDINANDO P. [](https://www.expedia.ca/Chester-Hotels-House.h69976644.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=2025-11-20&endDate=2025-11-21®ionId=89014&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ## Frequently asked questions ### How much does a beach hotel in Chester cost? > Prices for beach hotels in Chester vary, but you can find a great deal on Expedia. You're likely to find lower rates if you're travelling during the off-peak season or mid-week. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates. ### What is the best time of year to stay in a beach hotel in Chester? > The most popular time to stay in a beach hotel in Chester is during July and August. The weather is wonderfully warm, with average temperatures hovering around 25°C, making it ideal for enjoying the local lakes and outdoor activities. > > > > During these peak months, you'll find the area buzzing with activity, superb for families looking for a lively summer holiday. The warm waters invite swimming, kayaking, and paddleboarding, and local businesses are in full swing, offering a wide array of dining and entertainment options. It's a fantastic time for children to enjoy the lakeside, and for everyone to soak in the relaxed, sunny atmosphere. > > > > As another option, June presents a great alternative. The weather is still very pleasant, with temperatures often reaching 20°C, and the early summer sunshine is superb for enjoying the beaches and exploring the charming town. ### How can I save on a beach hotel in Chester with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a [One Key™](https://www.expedia.ca/welcome-one-key) member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Chester beach hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, check out the [last-minute deals](https://www.expedia.ca/lp/b/vacations/last-minute-deals). ### Is it cheaper to book flights and a beach hotel in Chester as a package? > Booking a beach hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking a beach vacation package well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my beach hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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