Sherwood, MD
Travel Guide
Visit Sherwood
Historic Inns of Annapolis
58 State Circle Annapolis MD
$229 nightly
The price is $261 total per night from Feb 26 to Feb 27
$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! (1,879 reviews)
Due to the history and age of this beautiful bldg, we expected relatively dated rooms. Much to our surprise, the room was clean, spacious and modern. This is one of the most pleasurable experiences I ever have had not only in Annapolis, but anywhere.
Reviewed on Jan 28, 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
$158 nightly
The price is $180 total per night from Feb 15 to Feb 16
$180 total
Feb 15 - Feb 16
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
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$110 nightly
The price is $125 total per night from Feb 5 to Feb 6
$125 total
Feb 5 - Feb 6
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! (1,015 reviews)
Parking was close and convenient. Easy to access.
Reviewed on Jan 19, 2026
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
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
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
Waterfront Cheerful 6 BR Home with Private Pier
Edgewater MD
Stay at this vacation home in Edgewater. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions Smithsonian Environmental Research Center and ...
9.6/10 Exceptional! (39 reviews)
great house! Exactly as pictured. A bit far from town but we had a great time. We'd all go back in an instant.
Reviewed on Sep 29, 2025
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.
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.
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.
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- U.S. Naval Academy
- Chesapeake Bay Bridge
- Anne Arundel Medical Center
- Chesapeake Bay
- Sandy Point State Park
- Annapolis City Dock
- Annapolis Mall Shopping Center
- Maryland State House
- Navy-Marine Corps Memorial Stadium
- Blackwater National Wildlife Refuge
- Chesapeake Bay Maritime Museum
- Westfield Annapolis Mall
- Breezy Point Beach
- Annapolis Maritime Museum
- St. Michaels Winery
- Annapolis Harbor Center Shopping Center
- Maryland Quiet Waters Park
- Harriet Tubman Underground Railroad National Historical Park
- Maryland Hall for Creative Arts
- Queenstown Premium Outlets
- Queenstown Harbor Golf Club
- William Paca House
- Chesapeake Beach Water Park
- Gerry Boyle Park at Great Marsh
- Avalon Theatre
- Choptank River Lighthouse
