Title: The Best Hotels Closest to Roundtop Park in Chestertown - 2026 Updated Prices | Expedia.co.uk [Chestertown Travel Guide](https://expedia.co.uk/Chestertown.dx7215)[Holiday Rentals in Chestertown](https://expedia.co.uk/Chestertown-Holiday-Rentals.d7215.Travel-Guide-HolidayRentals)[Roundtop Park Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Roundtop-Park.d924439476191731712.Car-Hire-Guide)[Roundtop Park Holidays](https://expedia.co.uk/Roundtop-Park-Chestertown.d924439476191731712.Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 prices for these dates Tonight [25 Mar - 26 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=924439476191731712&startDate=2026-03-25&endDate=2026-03-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [26 Mar - 27 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=924439476191731712&startDate=2026-03-26&endDate=2026-03-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=924439476191731712&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=924439476191731712&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Roundtop Park hotels ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/3c69f06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown [](https://www.expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) 2.7 mi from Roundtop Park 8.6/10 Excellent (891 reviews) "Staying is peaceful and the rooms clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £94 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](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) ### Red Roof Inn & Suites Chestertown [](https://www.expedia.co.uk/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) 2.7 mi from Roundtop Park 7.2/10 Good (432 reviews) "Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linette £56 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![Private beach nearby, sun-loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/2b5c3ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/021b413d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, sun-loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/b3c72334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/01b06110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Great Oak Landing [](https://www.expedia.co.uk/Chestertown-Hotels-The-Lodge-At-Great-Oak-Landing.h96826266.Hotel-Information) 10.2 mi from Roundtop Park 7.8/10 Good (77 reviews) "Very nice rooms, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephania £92 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chestertown-Hotels-The-Lodge-At-Great-Oak-Landing.h96826266.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.co.uk/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09®ionId=924439476191731712&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Roundtop Park Hotel Reviews ![Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/w1822h1320x8y2-6d9bb9d1_y.jpg) ### Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area 8/10 Good "Hope they have variants of breakfast each day. Otherwise, the rest is good." [](https://expedia.co.uk/Edgewood-Hotels-Wingate-By-Wyndham-Bel-Air-I-95-Exit-77A.h56432.Hotel-Information) ![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/f76eefb5_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "Some amenities weren’t offered. No pool, valet or business center. Hotel was clean and check in was great. Service at bar was just ok." [](https://expedia.co.uk/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Comfort Inn & Suites Chestertown](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85_y.jpg) ### Comfort Inn & Suites Chestertown 10/10 Excellent "Frindly staff. Slight noise but not bad. Rooms clean and comfortable. " [](https://expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/d7f9ddda_y.jpg) ### Hyatt Place Kent Narrows & Marina 10/10 Excellent "." [](https://expedia.co.uk/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56_y.jpg) ### Best Western Kent Narrows Inn 2/10 Terrible "Meh" [](https://expedia.co.uk/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Hilton Garden Inn Kent Island Marina](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888_y.jpg) ### Hilton Garden Inn Kent Island Marina 6/10 Okay "The dog barking next door to my room after hours (after 11p) wasn't great. Took about half an hour to stop--wish it would have been resolved quicker" [](https://expedia.co.uk/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![Holiday Inn Express Annapolis East-Kent Island by IHG](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566_y.jpg) ### Holiday Inn Express Annapolis East-Kent Island by IHG 6/10 Okay "Ants in the room." [](https://expedia.co.uk/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/c6a165a6_y.jpg) ### La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A 2/10 Terrible "We booked a room in advance through Expedia - it was a bit more expensive than other options, but there were good reviews, and we just wanted a nice clean room to sleep in while we traveled. We arrived late at night to find a room that looked like someone had been living in it and just recently left. There was sticky food residue and play-doh on the floor, the fridge was caked with old food, crayon on the walls, the bathroom walls were splashed with hair dye and someone's hair, and the room smelled FOUL, of smoke and other odors. It was late and we were exhausted from driving so we were going to just tough it out and deal with it in the morning, until we realized THE SMOKE DETECTOR HAD BEEN RIPPED OFF THE WALL. That was then a safety issue. We went down to the lobby and requested another room - was told that they were fully booked, no other rooms available. After some discussion, they tried to give us another room - we checked and it was in use, towels on the floor, bed used. At that point we said "never mind", left, and went to stay somewhere else. Maybe some people get clean rooms - we did not. I do not recommend taking the gamble." [](https://expedia.co.uk/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information) ![Home2 Suites by Hilton Baltimore / Aberdeen, MD](https://images.trvl-media.com/lodging/7000000/6710000/6708100/6708043/48ed0abe_y.jpg) ### Home2 Suites by Hilton Baltimore / Aberdeen, MD 10/10 Excellent "Yess " [](https://expedia.co.uk/Aberdeen-Hotels-Home2-Suites-By-Hilton-BaltimoreAberdeen.h6708043.Hotel-Information) ## Hotels near other Roundtop Park attractions ### Kings Town Park Kings Town 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.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924439594043392000) ### Rolling Road Park Rolling Road 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.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924439484834201600) ### Historical Society of Kent County Maryland You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561000400) ### Chestertown Historic District Find out about the history of Chestertown with a stop at Chestertown Historic District. Experience the area's festivals and art scene. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=950929327394992128) ### Garfield Center for the Arts at the Prince Theater You can make plans for a show 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://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561000401) ### Sumner Hall You can spend time exploring the galleries in Sumner Hall during your travels in Chestertown. Experience the area's festivals and art scene. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=948699115888525312) ### River Arts Chestertown Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532662298) ### 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://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561000402) ## Frequently asked questions ### What's the area like around Roundtop Park? ### What's the best hotel to stay near Roundtop Park? ### How many hotels are there close to Roundtop Park? ### If I need to cancel the hotel reservation for my stay near Roundtop Park, will I receive a refund? ### What can I see and do near Roundtop Park?