Title: Smith Island Travel Guide: Best of Smith Island, Maryland Travel 2025 | Expedia.co.uk [Hotels in Smith Island](https://expedia.co.uk/Smith-Island-Hotels.d553248634999169749.Travel-Guide-Hotels)[Holiday Rentals in Smith Island](https://expedia.co.uk/Smith-Island-Holiday-Rentals.d553248634999169749.Travel-Guide-HolidayRentals)[Smith Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Smith-Island.d553248634999169749.Car-Hire-Guide)[Smith Island Holidays](https://expedia.co.uk/Smith-Island.d553248634999169749.Holidays-City-Breaks) # Smith Island Travel Guide ## Tourist Guide ## Visit Smith Island Things to do - Top hotels in Smith Island - Top Holiday Rentals in Smith Island ![Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/7fd7ada2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart Smith Island, MD £265 14 Oct - 15 Oct includes taxes & fees Stay at this holiday home in Smith Island. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Smith Island and Tylerton County Dock are located ... 9.6/10 Exceptional! (13 reviews) "This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you ..." Reviewed on 7 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=14%2F10%2F2025&endDate=15%2F10%2F2025&selected=92745551&PinnedHotelID=92745551&HadPinnedHotel=true®ionId=553248634999169749) ![Historic home on Smith Island w/ dock!](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/05e059a6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic home on Smith Island w/ dock! Smith Island, MD Stay at this holiday home in Smith Island. Enjoy a garden, laundry facilities and patios. Popular attractions Smith Island and Tylerton County Dock are located ... 9.6/10 Exceptional! (45 reviews) "We enjoyed ourselves besides the weather that turned bad, fall is not the best time to visit Smith Island, everything was operating on limited hours." Reviewed on 3 Oct 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=63942827&PinnedHotelID=63942827&HadPinnedHotel=true®ionId=553248634999169749) [](https://expedia.co.uk/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=63942827&PinnedHotelID=63942827&HadPinnedHotel=true®ionId=553248634999169749) ![Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island](https://images.trvl-media.com/lodging/111000000/110150000/110145700/110145636/48625932_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island Smith Island, MD Stay at this holiday home in Smith Island. Enjoy a garden, laundry facilities and a pool table. Popular attractions Smith Island and Tylerton County Dock are ... 10/10 Exceptional! (1 review) Amazing Adventure "Amazing adventure! Peaceful! Beautiful! Privacy! Gourmet Kitchen! The house is set back from the neighborhood on a large lot. The decks are new and comfortably furnished. We cooked breakfast and dinner for 3 days and the well-equipped kitchen was perfect. Our days started and ended with gourmet meals, ..." Reviewed on 18 Jun 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=110145636&PinnedHotelID=110145636&HadPinnedHotel=true®ionId=553248634999169749) [](https://expedia.co.uk/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=110145636&PinnedHotelID=110145636&HadPinnedHotel=true®ionId=553248634999169749) [See all 192 properties in Smith Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248634999169749) 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. ![Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/7fd7ada2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart Smith Island, MD Stay at this holiday home in Smith Island. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Smith Island and Tylerton County Dock are located ... 9.6/10 Exceptional! (13 reviews) "This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you ..." Reviewed on 7 Oct 2025 [](https://expedia.co.uk/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information) ![Historic home on Smith Island w/ dock!](https://images.trvl-media.com/lodging/64000000/63950000/63942900/63942827/05e059a6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic home on Smith Island w/ dock! Smith Island, MD Stay at this holiday home in Smith Island. Enjoy a garden, laundry facilities and patios. Popular attractions Smith Island and Tylerton County Dock are located ... 9.6/10 Exceptional! (45 reviews) "We enjoyed ourselves besides the weather that turned bad, fall is not the best time to visit Smith Island, everything was operating on limited hours." Reviewed on 3 Oct 2025 [](https://expedia.co.uk/Smith-Island-Hotels-Historic-Home-On-Smith-Island-W-Dock.h63942827.Hotel-Information) ![Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island](https://images.trvl-media.com/lodging/111000000/110150000/110145700/110145636/48625932_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island Smith Island, MD Stay at this holiday home in Smith Island. Enjoy a garden, laundry facilities and a pool table. Popular attractions Smith Island and Tylerton County Dock are ... 10/10 Exceptional! (1 review) Amazing Adventure "Amazing adventure! Peaceful! Beautiful! Privacy! Gourmet Kitchen! The house is set back from the neighborhood on a large lot. The decks are new and comfortably furnished. We cooked breakfast and dinner for 3 days and the well-equipped kitchen was perfect. Our days started and ended with gourmet meals, ..." Reviewed on 18 Jun 2025 [](https://expedia.co.uk/Smith-Island-Hotels-Spacious-5-Bedroom-House-With-WiFi.h110145636.Hotel-Information) [See all properties in Smith Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248634999169749&sort=VACATION_RENTAL) 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. ## Check Smith Island hotel availability [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-13&endDate=2025-10-14) [Tonight](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-13&endDate=2025-10-14) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-13&endDate=2025-10-14) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-13&endDate=2025-10-14)[13 Oct - 14 Oct](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-13&endDate=2025-10-14) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-14&endDate=2025-10-15) [Tomorrow night](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-14&endDate=2025-10-15) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-14&endDate=2025-10-15) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-14&endDate=2025-10-15)[14 Oct - 15 Oct](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2025-10-14&endDate=2025-10-15) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [This weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)[17 Oct - 19 Oct](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [Next weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025)[24 Oct - 26 Oct](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) ### Popular places to visit #### Smith Island Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area or seek out the fishing spots. [](https://expedia.co.uk/Smith-Island-Smith-Island.d553248621532662078.Attraction) #### Horse Hammock Commune with nature and explore the great outdoors at Horse Hammock during your travels in Smith Island. [](https://expedia.co.uk/Horse-Hammock-Smith-Island.d924439119378194432.Attraction) #### Tylerton County Dock Explore the waterfront in Tylerton with a trip to Tylerton County Dock. 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[Nextcar Rental Cars in Janes Island State Park](https://www.expedia.co.uk/Nextcar-Car-Rentals-In-Janes-Island-State-Park.d553248621532662318-c1061.Car-Rental-Guide-Suppliers) - [Offer Car Hire Rental Cars in Hoopers Island](https://www.expedia.co.uk/Offer-Car-Hire-Car-Rentals-In-Hoopers-Island.d553248635976006636-c1141.Car-Rental-Guide-Suppliers) - [Orlando Rental Cars in Bishops Head](https://www.expedia.co.uk/Orlando-Car-Rentals-In-Bishops-Head.d553248635975872418-c1047.Car-Rental-Guide-Suppliers) - [Rhodium Rental Cars in Hoopers Island](https://www.expedia.co.uk/Rhodium-Car-Rentals-In-Hoopers-Island.d553248635976006636-c1121.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Hoopers Island](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Hoopers-Island.d553248635976006636-c35.Car-Rental-Guide-Suppliers) - [Wiber Rental Cars in Hoopers Island](https://www.expedia.co.uk/WIber-Car-Rentals-In-Hoopers-Island.d553248635976006636-c1127.Car-Rental-Guide-Suppliers) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Scotland-Holiday-Rentals.d68298.Travel-Guide-HolidayRentals) - 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