Title: Visit Sherwood: 2026 Travel Guide for Sherwood, Maryland | Expedia.com [Hotels in Sherwood](https://expedia.com/Sherwood-Hotels.d6034722.Travel-Guide-Hotels)[Vacation Rentals in Sherwood](https://expedia.com/Sherwood-Vacation-Rentals.d6034722.Travel-Guide-VacationRentals)[Flights to Sherwood](https://expedia.com/Cheap-Flights-To-Sherwood.d6034722.Travel-Guide-Flights)[Car Rentals in Sherwood](https://expedia.com/Car-Rentals-In-Sherwood.d6034722.Car-Rental-Guide)[Sherwood Vacation Packages](https://expedia.com/Sherwood.d6034722.Destination-Travel-Guides) # Sherwood, MD ## Travel Guide ![Gardens and large home at Sherwood Gardens Park, in Baltimore, M](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Gardens and large home at Sherwood Gardens Park, in Baltimore, M](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Sherwood Things to do - Sherwood Hotel Deals - Vacation Rentals in Sherwood ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inns of Annapolis 58 State Circle Annapolis MD $229 nightly $261 total Feb 26 - Feb 27 Total with taxes and fees Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,884 reviews) Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back! Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F26%2F2026&endDate=2%2F27%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6034722) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Annapolis 126 West St Annapolis MD $156 nightly $178 total Feb 22 - Feb 23 Total with taxes and fees Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ... 9.2/10 Wonderful! (1,001 reviews) Everything! The hotel was clean, great location, and the front desk clerk was kind and helpful! Reviewed on Jan 29, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=6034722) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crowne Plaza Annapolis by IHG 173 Jennifer Rd Annapolis MD $110 nightly $125 total Feb 9 - Feb 10 Total with taxes and fees Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ... 8.6/10 Excellent! (1,004 reviews) The room was wonderful, the venue wonderful and pillows wonderful! We were there for a bluegrass festival and it was WONDERFUL! Reviewed on Feb 2, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true®ionId=6034722) [See all 1,158 properties in Sherwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F6%2F2026&endDate=2%2F7%2F2026®ionId=6034722) 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. ![The Blue Crab Beach House - Free beach passes ](https://images.trvl-media.com/lodging/79000000/78610000/78601600/78601522/6054db72_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Blue Crab Beach House - Free beach passes North Beach MD Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ... 10/10 Exceptional! (78 reviews) Everything was fine and comfortable Reviewed on Dec 27, 2025 [](https://expedia.com/North-Beach-Hotels-The-Blue-Crab-Beach-House.h78601522.Hotel-Information) ![Floating 2 bed 2 bath condo stunning views of the bay ](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/9f651e90_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Floating 2 bed 2 bath condo stunning views of the bay Stevensville MD Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ... 6.2/10 (7 reviews) Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ... Reviewed on Oct 8, 2025 [](https://expedia.com/Stevensville-Hotels-Floating-2-Bed-2-Bath-Condo-Stunning-Views-Of-The-Bay.h105758639.Hotel-Information) ![Mid-Century Modern on Private Beach, Designed by Award Winning Architect!](https://images.trvl-media.com/lodging/67000000/66770000/66764300/66764223/6b89611c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mid-Century Modern on Private Beach, Designed by Award Winning Architect! Chesapeake Beach MD Book a stay at this beach vacation home in Chesapeake Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Breezy Point Beach and Bruce ... 10/10 Exceptional! (85 reviews) What a fantastic spot! The views are amazing. The kitchen was the best-appointed we’ve ever experienced. The heated floors for winter were wonderful. Reviewed on Dec 1, 2025 [](https://expedia.com/Chesapeake-Beach-Hotels-Architectural-Gem.h66764223.Hotel-Information) [See all properties in Sherwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6034722&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 Sherwood hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2026-02-05&endDate=2026-02-06)[Feb 5 - Feb 6](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2026-02-05&endDate=2026-02-06) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2026-02-06&endDate=2026-02-07)[Feb 6 - Feb 7](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2026-02-06&endDate=2026-02-07) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026)[Feb 6 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6034722&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ### Popular places to visit #### Back Creek Community Park Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets. [](https://expedia.com/Back-Creek-Community-Park-Sherwood.d924439795447570432.Vacation-Attraction) #### Goat Island Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets. [](https://expedia.com/Goat-Island-Sherwood.d924439127041089536.Vacation-Attraction) ## Cities near Sherwood ![Eastern Shore Maryland Sunset over Chesapeake Bay](https://images.trvl-media.com/place/166219/c55083f9-f410-4a2c-b578-c5e39277ee1d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tilghman ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Wittman Hotels ](https://www.expedia.com/Wittman-Hotels.d3000440946.Travel-Guide-Hotels) - [Cottages in Wittman ](https://www.expedia.com/Wittman-Cottages.d3000440946-aaCottages.Travel-Guide-Accommodation) - [4 Star Hotels in Wittman ](https://www.expedia.com/4Star-Wittman-Hotels.s40-0-d3000440946.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Wittman ](https://www.expedia.com/Wittman-Hotels-Adults-Only-Resorts.0-0-d3000440946-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Bozman Hotels ](https://www.expedia.com/Bozman-Hotels.d3000440434.Travel-Guide-Hotels) - [Cottages in Bozman ](https://www.expedia.com/Bozman-Cottages.d3000440434-aaCottages.Travel-Guide-Accommodation) - 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