Title: Visit Smith Island: Best of Smith Island Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Smith Island](https://expedia.ca/Smith-Island-Hotels.d553248634999169749.Travel-Guide-Hotels)[Vacation Rentals in Smith Island](https://expedia.ca/Smith-Island-Vacation-Rentals.d553248634999169749.Travel-Guide-VacationRentals)[Smith Island Car Rentals](https://expedia.ca/Car-Rentals-In-Smith-Island.d553248634999169749.Car-Rental-Guide)[Smith Island Vacation Packages](https://expedia.ca/Smith-Island.d553248634999169749.Destination-Travel-Guides) # Smith Island ## Travel Guide ![Female kayaking at Smith Island in Maryland.](https://images.trvl-media.com/place/553248634999169749/bba65392-3549-4ca0-acfd-921c814971e7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Female kayaking at Smith Island in Maryland.](https://images.trvl-media.com/place/553248634999169749/bba65392-3549-4ca0-acfd-921c814971e7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Smith Island Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_553248634999169749) - Smith Island Hotel Deals - Vacation 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 CA $245 CA $410 total Feb 16 - Feb 17 includes taxes & fees Stay at this vacation home in Smith Island. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Smith Island and Tylerton County Dock are located ... 9.8/10 Exceptional! (15 reviews) Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host. Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=92745551&PinnedHotelID=92745551&HadPinnedHotel=true®ionId=553248634999169749) ![IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK](https://images.trvl-media.com/lodging/72000000/71470000/71467900/71467811/024eac30_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK Smith Island MD Stay at this cottage in Smith Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Smith Island and Tylerton County Dock are located ... 9.8/10 Exceptional! (18 reviews) The Jazzy 6 loved the accommo- dations and the kitchen was great. Stocked with seasonings, coffee and tea. Marykim was a wonderful hostess. She had our golf cart delivered to Idol Hour and our Smith Island Strawberry cake was in the refrigerator waiting for us. We loved Idol Hour and would stay again. ... Reviewed on Aug 18, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=71467811&PinnedHotelID=71467811&HadPinnedHotel=true®ionId=553248634999169749) [](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=71467811&PinnedHotelID=71467811&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 vacation home in Smith Island. Enjoy a garden, laundry facilities, and patios. Popular attractions Smith Island and Tylerton County Dock are located ... 9.4/10 Exceptional! (46 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 Oct 3, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=63942827&PinnedHotelID=63942827&HadPinnedHotel=true®ionId=553248634999169749) [](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=63942827&PinnedHotelID=63942827&HadPinnedHotel=true®ionId=553248634999169749) [See all 195 properties in Smith Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®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 vacation home in Smith Island. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Smith Island and Tylerton County Dock are located ... 9.8/10 Exceptional! (15 reviews) Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host. Reviewed on Oct 28, 2025 [](https://expedia.ca/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 vacation home in Smith Island. Enjoy a garden, laundry facilities, and patios. Popular attractions Smith Island and Tylerton County Dock are located ... 9.4/10 Exceptional! (46 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 Oct 3, 2025 [](https://expedia.ca/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/d35c41d4_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 vacation 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 Jun 18, 2025 [](https://expedia.ca/Smith-Island-Hotels-Spacious-5-Bedroom-House-With-WiFi.h110145636.Hotel-Information) [See all properties in Smith Island](https://expedia.ca/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 [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2026-02-14&endDate=2026-02-15) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=2026-02-15&endDate=2026-02-16) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634999169749&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) ### 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.ca/Smith-Island-Smith-Island.d553248621532662078.Vacation-Attraction) #### Horse Hammock Commune with nature and explore the great outdoors at Horse Hammock during your travels in Smith Island. [](https://expedia.ca/Horse-Hammock-Smith-Island.d924439119378194432.Vacation-Attraction) #### Tylerton County Dock Explore the waterfront in Tylerton with a trip to Tylerton County Dock. [](https://expedia.ca/Tylerton-County-Dock-Smith-Island.d924439344476012544.Vacation-Attraction) - Cities near Smith Island - Places of interest - [Chesapeake Bay ](https://expedia.ca/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app