Title: Best Hotels Near Cassinelli Winery and Vineyards, Church Hill from CA $125 | Expedia.ca [Vacation Rentals in Church Hill](https://expedia.ca/Church-Hill-Vacation-Rentals.d6359186.Travel-Guide-VacationRentals)[Cassinelli Winery and Vineyards Car Rentals](https://expedia.ca/Car-Rentals-In-Cassinelli-Winery-And-Vineyards.d553248621561879606.Car-Rental-Guide)[Cassinelli Winery and Vineyards Vacations](https://expedia.ca/Cassinelli-Winery-And-Vineyards-Church-Hill.d553248621561879606.Vacation-Attraction) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near Cassinelli Winery and Vineyards, Church Hill from CA $125 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=553248621561879606&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248621561879606&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248621561879606&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248621561879606&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Hotels Close to Cassinelli Winery and Vineyards ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/25360cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/8b9992bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Chestertown 12.2 km from Cassinelli Winery and Vineyards 7.2/10 Good (396) "We had a great stay with our two Pups.. The room was very nice and comfortable and very clean." CA $113 CA $125 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/959c2292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/b0d84a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/da06d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown 12.3 km from Cassinelli Winery and Vineyards 8.6/10 Excellent (820) "Friendly staff, clean room, convenient location. " CA $156 CA $173 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.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=2025-10-10&endDate=2025-10-11®ionId=553248621561879606&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCassinelli-Winery-And-Vineyards-Hotels.0-l553248621561879606-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCassinelli-Winery-And-Vineyards-Hotels.0-l553248621561879606-0.Travel-Guide-Filter-Hotels) ## Top Cassinelli Winery and Vineyards Hotel Reviews ![Hyatt Place Kent Narrows & Marina](//images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg) ### Hyatt Place Kent Narrows & Marina 10/10 Excellent "Great location and rooms. Great place!" [](https://expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Holiday Inn Express Hotel & Suites Dover by IHG](//images.trvl-media.com/lodging/1000000/600000/597800/597727/6d0ff772_y.jpg) ### Holiday Inn Express Hotel & Suites Dover by IHG 10/10 Excellent "We stay here every year and love it. Rooms are really spacious and clean. " [](https://expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Dover.h597727.Hotel-Information) ![Bally's Dover Casino Resort](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "The facility was very clean & comfortable. The only thing that would have been better, if the hotel check in area was better marked (as their check in area), and if the desk for that was closer to the entrance door. It was a walk across a very large area, inside the building, which was hard if you use a walker or cane." [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Hilton Garden Inn Dover](//images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/eab21539_y.jpg) ### Hilton Garden Inn Dover 10/10 Excellent "Staff was amazing. Room was very clean" [](https://expedia.ca/Dover-Hotels-Hilton-Garden-Inn-Dover.h2232384.Hotel-Information) ![Best Western Plus Easton Inn & Suites](//images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg) ### Best Western Plus Easton Inn & Suites 10/10 Excellent "Staff was friendly and helpful. Property was clean. Close to St. Michaels and Easton. " [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "Front desk person friendly. Room clean but smelled like cleaning fluid. " [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Comfort Inn & Suites Chestertown](//images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46_y.jpg) ### Comfort Inn & Suites Chestertown 10/10 Excellent "Great property" [](https://expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ](//images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/4d0e4029_y.jpg) ### Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. 10/10 Excellent "The location was great! And clean beautiful house " [](https://expedia.ca/Stevensville-Hotels-Woodland-Retreat-On-Kent-Island-5-Beds.h101278078.Hotel-Information) ![Hampton Inn Dover](//images.trvl-media.com/lodging/1000000/40000/34500/34429/8eb0188e_y.jpg) ### Hampton Inn Dover 10/10 Excellent "Clean room, nice check in, easy parking and good breakfast." [](https://expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.Hotel-Information) ### Hotels near Other Church Hill Attractions [](https://expedia.ca/Church-Hill-Theatre-Hotels.0-l844528418122231808-0.Travel-Guide-Filter-Hotels) #### Church Hill Theatre You can enjoy a show at Church Hill Theatre during your trip to Church Hill. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=844528418122231808) [](https://expedia.ca/Rolphs-Wharf-Marina-Hotels.0-l553248621561879605-0.Travel-Guide-Filter-Hotels) #### Rolphs Wharf Marina Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561879605) [](https://expedia.ca/Wilmer-Park-Hotels.0-l553248621561000402-0.Travel-Guide-Filter-Hotels) #### Wilmer Park Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561000402) [](https://expedia.ca/Garfield-Center-For-The-Arts-At-The-Prince-Theater-Hotels.0-l553248621561000401-0.Travel-Guide-Filter-Hotels) #### Garfield Center for the Arts at the Prince Theater You can get tickets for a performance at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561000401) [](https://expedia.ca/Historical-Society-Of-Kent-County-Maryland-Hotels.0-l553248621561000400-0.Travel-Guide-Filter-Hotels) #### Historical Society of Kent County Maryland You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561000400) [](https://expedia.ca/River-Arts-Chestertown-Hotels.0-l553248621532662298-0.Travel-Guide-Filter-Hotels) #### River Arts Chestertown Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532662298) ## Frequently asked questions ### What's the area like around Cassinelli Winery and Vineyards? > Cassinelli Winery and Vineyards is located in an area of Church Hill that travelers like for its university setting. When you want to settle in and find a place to stay, check out some of the hotels and other accommodations that Expedia offers in the area. ### What's the best place to stay close to Cassinelli Winery and Vineyards? > [Red Roof Inn & Suites Chestertown](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and free WiFi. You'll find it 7.6 mi (12.2 km) from Cassinelli Winery and Vineyards. Other good options around the area include [Comfort Inn & Suites Chestertown](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) and [Inn at Haven Harbour](https://www.expedia.ca/Rock-Hall-Hotels-Inn-At-Haven-Harbour.h117514499.Hotel-Information). ### If I need to cancel the hotel reservation for my stay near Cassinelli Winery and Vineyards, will I receive a refund? > Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to view top deals close to Cassinelli Winery and Vineyards. ### Where can I learn more about changing or cancelling my trip in the area near Cassinelli Winery and Vineyards? > For more details about picking new dates or cancelling your stay near Cassinelli Winery and Vineyards, [click here](https://www.expedia.com/service/). ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Hotels near Betterton Beach](https://www.expedia.ca/Betterton-Beach-Hotels.0-l553248635983992889-0.Travel-Guide-Filter-Hotels) - [Betterton Hotels](https://www.expedia.ca/Betterton-Hotels.d3000440429.Travel-Guide-Hotels) - [Farmstay in Centreville](https://www.expedia.ca/Centreville-Agritourism.d88125-aaAgritourism.Travel-Guide-Accommodation) - [Chalets in Centreville](https://www.expedia.ca/Centreville-Chalets.d88125-aaChalets.Travel-Guide-Accommodation) - [Boutique Hotels in Centreville](https://www.expedia.ca/Centreville-Hotels-Boutique-Hotel.0-0-d88125-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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[Wye Mills Hotels](https://www.expedia.ca/Wye-Mills-Hotels.d6359185.Travel-Guide-Hotels) - [Flights to Chestertown](https://www.expedia.ca/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights) - [Flights from Kennedyville](https://www.expedia.ca/lp/flights/3000440679/flights-from-kennedyville) - [Flights from Queen Anne](https://www.expedia.ca/lp/flights/553248634998599471/flights-from-queen-anne) - [Flights from Barclay](https://www.expedia.ca/lp/flights/553248634998993874/flights-from-barclay) - [Flights from Wye Mills](https://www.expedia.ca/lp/flights/6359185/flights-from-wye-mills) - [Flights from Chestertown](https://www.expedia.ca/lp/flights/7215/flights-from-chestertown) - [Flights from Centreville](https://www.expedia.ca/lp/flights/88125/flights-from-centreville) - [Historical Society of Kent County Maryland](https://www.expedia.ca/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Vacation-Attraction) - [Wilmer Park](https://www.expedia.ca/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction) - 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