Title: The 10 Best Hotels Near Tilmon's Island Winery, Sudlersville from CA $112 | Expedia.ca [Vacation Rentals in Sudlersville](https://expedia.ca/Sudlersville-Vacation-Rentals.d6359188.Travel-Guide-VacationRentals)[Tilmon's Island Winery Car Rentals](https://expedia.ca/Car-Rentals-In-Tilmons-Island-Winery.d553248621532662416.Car-Rental-Guide)[Tilmon's Island Winery Vacations](https://expedia.ca/Tilmons-Island-Winery-Sudlersville.d553248621532662416.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 Tilmon's Island Winery, Sudlersville from CA $112 - ![](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 prices for these dates Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=553248621532662416&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=553248621532662416&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621532662416&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532662416&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Hotels Close to Tilmon's Island Winery ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.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) ![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) ![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 18.2 km from Tilmon's Island Winery 8.6/10 Excellent (838) "Very helpful front desk woman. On first perusal property appears a erase but clean, helpful, reasonable for a short stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Freda CA $143 CA $159 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/cbce9d0c.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) ### Red Roof Inn & Suites Chestertown 18.1 km from Tilmon's Island Winery 7.2/10 Good (409) "Food stains on the carpets, spots throughout the carpets in commons and in rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allen CA $101 CA $112 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.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=2025-11-17&endDate=2025-11-18®ionId=553248621532662416&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Tilmon's Island Winery Hotel Reviews ![Comfort Suites Dover](//images.trvl-media.com/lodging/1000000/50000/42300/42248/7377e77e_y.jpg) ### Comfort Suites Dover 10/10 Excellent "Yes everything was great ! " [](https://expedia.ca/Dover-Hotels-Comfort-Suites-Dover.h42248.Hotel-Information) ![Sleep Inn And Suites](//images.trvl-media.com/lodging/3000000/2120000/2115100/2115064/558d764a_y.jpg) ### Sleep Inn And Suites 10/10 Excellent "Very comfortable and clean. And staff was nice. " [](https://expedia.ca/Dover-Hotels-Sleep-Inn-And-Suites.h2115064.Hotel-Information) ![Hampton Inn Middletown](//images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/50463ffe_y.jpg) ### Hampton Inn Middletown 10/10 Excellent "The room was exceptionally clean, the staff was amazing and very helpful, house keeping was very fast at responded to needs and everyone speaks and greets you everytime they see you. My 5yrs old son said he felt like a celebrity. The options for breakfast was amazing. Great place, Great stay, excellent staffs " [](https://expedia.ca/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.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 "Always love staying there its always nice" [](https://expedia.ca/Dover-Hotels-Hilton-Garden-Inn-Dover.h2232384.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 "Everything was great always nice when i stay here" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.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 "Great hotel staff from front desk, custodial, housekeeping, breakfast staff..especially older African American Lady who handles breakfast Thursday and Friday mornings of our stay. Will definitely return." [](https://expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Dover.h597727.Hotel-Information) ![Red Roof Inn & Suites Dover Downtown](//images.trvl-media.com/lodging/1000000/890000/888000/887960/473c4e31_y.jpg) ### Red Roof Inn & Suites Dover Downtown 10/10 Excellent "Safe area. Clean room, friendly staff, plenty of parking. " [](https://expedia.ca/Dover-Hotels-Red-Roof-Inn-Suites-Dover-Downtown.h887960.Hotel-Information) ![Hampton Inn Dover](//images.trvl-media.com/lodging/1000000/40000/34500/34429/8eb0188e_y.jpg) ### Hampton Inn Dover 10/10 Excellent "Excellent staff, nice clean room" [](https://expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.Hotel-Information) ![Holiday Inn Express & Suites Middletown by IHG](//images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/82e4e131_y.jpg) ### Holiday Inn Express & Suites Middletown by IHG 10/10 Excellent "HOTEL WAS CLEAN, AREA IS GREAT, WALKABLE DINNING AND SHOPPING. WILL STAY HER AGAIN WITH MY FAMILY." [](https://expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.Hotel-Information) ## Hotels near other Tilmon's Island Winery attractions [](https://www.expedia.ca/Pinkney-Park-Hotels.0-l924440153884332032-0.Travel-Guide-Filter-Hotels) ### Pinkney Park Explore the great outdoors at Pinkney Park, a lovely green space in Millington. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924440153884332032) [](https://www.expedia.ca/Crumpton-Auction-Hotels.0-l553248621532662415-0.Travel-Guide-Filter-Hotels) ### Crumpton Auction Take the family on an outing to Crumpton Auction during your trip to Chestertown. Take in the festivals while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532662415) [](https://www.expedia.ca/Crumpton-Park-Hotels.0-l924439696180879360-0.Travel-Guide-Filter-Hotels) ### Crumpton Park After visiting Crumpton Park, make a plan to see the other sights and activities in Crumpton. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924439696180879360) [](https://www.expedia.ca/Chase-Island-Hotels.0-l924439142769758208-0.Travel-Guide-Filter-Hotels) ### Chase Island Commune with nature and explore the great outdoors at Chase Island during your travels in Chestertown. Experience the area's festivals and art scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924439142769758208) [](https://www.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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=844528418122231808) [](https://www.expedia.ca/Roundtop-Park-Hotels.0-l924439476191731712-0.Travel-Guide-Filter-Hotels) ### Roundtop Park Roundtop Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and art scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924439476191731712) [](https://www.expedia.ca/Cassinelli-Winery-And-Vineyards-Hotels.0-l553248621561879606-0.Travel-Guide-Filter-Hotels) ### Cassinelli Winery and Vineyards You can enjoy a tasting or tour at Cassinelli Winery and Vineyards during your travels to Church Hill. Take in the festivals while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561879606) [](https://www.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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561879605) ## Frequently asked questions ### What's the area like around Tilmon's Island Winery? > Tilmon's Island Winery is located in an area of Sudlersville that travelers like for its university setting. You'll find 12 hotels and other accommodations within a few miles for a convenient home base. ### Where is the best place to stay near Tilmon's Island Winery? > [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 11.3 mi (18.1 km) from Tilmon's Island Winery. Other good choices in the area include [Comfort Inn & Suites Chestertown](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) and [Bally's Dover Casino Resort](https://www.expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information). ### How many hotels will I find near Tilmon's Island Winery? > Expedia has 12 hotels and other accommodations a few miles from Tilmon's Island Winery. ### If I need to cancel the hotel reservation for my stay near Tilmon's Island Winery, will I receive a refund? > Yes! The majority of hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to get the top deals on offer near Tilmon's Island Winery. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Aberdeen Proving Ground Hotels](https://www.expedia.ca/Aberdeen-Proving-Ground-Hotels.d553248634999428212.Travel-Guide-Hotels) - [Apartments in Betterton](https://www.expedia.ca/Betterton-Apartments.d3000440429-aaApartments.Travel-Guide-Accommodation) - [Hotels near Betterton Beach](https://www.expedia.ca/Betterton-Beach-Hotels.0-l553248635983992889-0.Travel-Guide-Filter-Hotels) - [Cottages in Betterton](https://www.expedia.ca/Betterton-Cottages.d3000440429-aaCottages.Travel-Guide-Accommodation) - [Betterton Hotels](https://www.expedia.ca/Betterton-Hotels.d3000440429.Travel-Guide-Hotels) - [Resorts in Betterton](https://www.expedia.ca/Betterton-Resort-Hotels.d3000440429-aaResortHotels.Travel-Guide-Accommodation) - [Cecilton Hotels](https://www.expedia.ca/Cecilton-Hotels.d177525.Travel-Guide-Hotels) - 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[Resorts in Warwick](https://www.expedia.ca/Warwick-Resort-Hotels.d553248635975870671-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Washington College](https://www.expedia.ca/Washington-College-Hotels.0-l553248621561000403-0.Travel-Guide-Filter-Hotels) - [B&B in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Bed-And-Breakfast.d553248635975865930-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Cottages.d553248635975865930-aaCottages.Travel-Guide-Accommodation) - [White Crystal Beach Hotels](https://www.expedia.ca/White-Crystal-Beach-Hotels.d553248635975865930.Travel-Guide-Hotels) - [Resorts in White Crystal Beach](https://www.expedia.ca/White-Crystal-Beach-Resort-Hotels.d553248635975865930-aaResortHotels.Travel-Guide-Accommodation) - [Worton Hotels](https://www.expedia.ca/Worton-Hotels.d3000440948.Travel-Guide-Hotels) - [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 Massey](https://www.expedia.ca/lp/flights/3000440702/flights-from-massey) - [Flights from Barclay](https://www.expedia.ca/lp/flights/553248634998993874/flights-from-barclay) - [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) - [Mount Harmon Plantation](https://www.expedia.ca/Mount-Harmon-Plantation-Earleville.d553248621561879694.Vacation-Attraction) - [Wilmer Park](https://www.expedia.ca/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction) - [Budget Rental Cars in Chestertown](https://www.expedia.ca/Budget-Car-Rentals-In-Chestertown.d7215-c39.Car-Rental-Guide-Suppliers) - [Car rental Centreville](https://www.expedia.ca/Car-Rentals-In-Centreville.d88125.Car-Rental-Guide) - [Car rental Chestertown](https://www.expedia.ca/Car-Rentals-In-Chestertown.d7215.Car-Rental-Guide) - [Centreville Vacation Rentals](https://www.expedia.ca/Centreville-Vacation-Rentals.d88125.Travel-Guide-VacationRentals)