Title: TOP Smoking Hotels in Kent Island, MD for 2026 | Expedia.co.uk [Kent Island Travel Guide](https://expedia.co.uk/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.co.uk/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Holiday Rentals in Kent Island](https://expedia.co.uk/Kent-Island-Holiday-Rentals.d553248635077608788.Travel-Guide-HolidayRentals)[Flights to Kent Island](https://expedia.co.uk/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kent-Island.d553248635077608788.Car-Hire-Guide)[Kent Island Holidays](https://expedia.co.uk/Kent-Island.d553248635077608788.Holidays-City-Breaks) ![Beautiful summer sunset over the Chesapeake bay. ](https://images.trvl-media.com/place/553248635077608788/4fcd43d4-cd30-434c-8826-71e72aed3588.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Crim # Search Hotels with smoking rooms in Kent Island - ![](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 availability on Kent Island Hotels with smoking rooms Tonight [10 Dec - 11 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Dec - 12 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kent Island hotels with designated smoking areas ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/5b1966a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Single Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/2f6490c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/29901fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 King Bed | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort [](https://www.expedia.co.uk/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) Stevensville 9.2/10 Wonderful (128) "The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £133 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/6fde5623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/25d29217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/1e3401a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/67743db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn [](https://www.expedia.co.uk/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) Tilghman 9.4/10 Exceptional (360) "Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia £99 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/ead5e21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/48d9bd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Grasonville near Kent Island [](https://www.expedia.co.uk/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information) Grasonville 7.8/10 Good (859) "room was nice breakfast was good and the staff was very friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esai £71 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/c066e894.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/1000000/10000/2900/2882/8e8581bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/59d23d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Annapolis [](https://www.expedia.co.uk/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) Annapolis 7.8/10 Good (1000) "Clean room, nice staff and plenty of parking " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chauntese £62 includes taxes & fees 20 Dec - 21 Dec [](https://www.expedia.co.uk/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ![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) ![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/1000000/50000/40400/40352/25360cf4.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) ### Red Roof Inn & Suites Chestertown [](https://www.expedia.co.uk/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) Chestertown 7.2/10 Good (420) "Professional staff, warm greetings clean room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. Nicholas and Mrs. Karen £60 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![Free continental breakfast ](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/b1ebfd5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/b857fd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/3d140e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/a57155b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Easton Route 50 [](https://www.expedia.co.uk/Easton-Hotels-Econo-Lodge-Easton-Route-50.h20442.Hotel-Information) Easton 6.6/10 (386) "Staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andre £67 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Easton-Hotels-Econo-Lodge-Easton-Route-50.h20442.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/w2877h1800x0y0-f772721c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/b187b396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/ee1a612d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Double Queen First Level - Dog Friendly | View from room](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/0c190249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tilghman Island Inn [](https://www.expedia.co.uk/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information) Tilghman 9.6/10 Exceptional (120) "Great room and water view! Staff is very friendly and welcoming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole £165 includes taxes & fees 11 Dec - 12 Dec [](https://www.expedia.co.uk/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/cc957ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chesapeake Suite | Frette Italian sheets, premium bedding, memory-foam beds, free minibar](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/w1857h2500x0y0-ac5cefb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chesapeake Suite | Frette Italian sheets, premium bedding, memory-foam beds, free minibar](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/49daa5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flag House Inn [](https://www.expedia.co.uk/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) Historic District 9.4/10 Exceptional (83) "The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth £168 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102200000/102191700/102191646/f2567693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/103000000/102200000/102191700/102191646/b9b100df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102200000/102191700/102191646/f7aa03df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102200000/102191700/102191646/3304b939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Burnie Escape - Pet friendly with easy access to multiple attractions. [](https://www.expedia.co.uk/Glen-Burnie-Hotels-Glen-Burnie-Escape-Pet-Friendly-With-Easy-Access-To-Multiple-Attractions.h102191646.Hotel-Information) Glen Burnie 10/10 Exceptional (20) "The place stay was above and beyond, after arriving at the location I was more than surprised to see the size, amenities, and accommodations available." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew O. £240 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Glen-Burnie-Hotels-Glen-Burnie-Escape-Pet-Friendly-With-Easy-Access-To-Multiple-Attractions.h102191646.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/4ed42fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/50bc617c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/1af5cb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/5800905c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Inn [](https://www.expedia.co.uk/Chestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information) Chestertown 5.2/10 (175) "Rooms are clean, staf was helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daryl £53 includes taxes & fees 25 Dec - 26 Dec [](https://www.expedia.co.uk/Chestertown-Hotels-Driftwood-Inn.h4862316.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=2025-12-24&endDate=2025-12-25®ionId=553248635077608788&adults=2&property_amenities_group_explore=designated_smoking_areas&sort=RECOMMENDED&openPlayBack=true) ## Top Kent Island Hotel Reviews ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "Very welcoming & clean & right in the middle of everything!" 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