Title: Book the Best Smith Island LUXURY Hotels - Upscale Hotels in Smith Island, MD | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Smith Island, MD ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Smith Island Luxury Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=553248634999169749&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=553248634999169749&startDate=2025-10-03&endDate=2025-10-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248634999169749&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248634999169749&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Smith Island Luxury Hotels ## Top Smith Island Hotel Reviews ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Smith Island? > Amenities are important when you plan a vacation, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Smith Island has to offer. Smith Island has some interesting things to see and do including Smith Island and Horse Hammock, so you might want to take in the local sights during your visit. ### When can I expect good weather in Smith Island? > Planning for the weather is a good way to make your trip to Smith Island relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Smith Island is 55 inches. ### What's there to see and do in Smith Island? > Experience all that Smith Island has to offer when you visit Smith Island, Horse Hammock, and Tylerton County Dock. If you have some spare time during your trip, you might want to check out J. 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