Sherwood, MD
Travel Guide
Visit Sherwood
Graduate by Hilton Annapolis
126 West St Annapolis MD
$153 nightly
The price is $175 total per night from Feb 15 to Feb 16
$175 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! (1,009 reviews)
Room was great and staff was friendly as usual. Our favorite Annapolis hotel.
Reviewed on Jan 24, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$189 nightly
The price is $215 total per night from Mar 1 to Mar 2
$215 total
Mar 1 - Mar 2
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! (1,904 reviews)
This Inn is a historic gem. The room is spacious and staff friendly and customer focused. The area is like going back in time architecturally.
Reviewed on Jan 22, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$75 nightly
The price is $85 total per night from Feb 8 to Feb 9
$85 total
Feb 8 - Feb 9
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 restaurant and the ...
8.6/10 Excellent! (1,000 reviews)
The bed is so cozy.
Reviewed on Jan 26, 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.
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Sherwood MD
Book a stay at this family-friendly vacation home in Sherwood. Enjoy private pools, a private beach, and a garden. Popular attractions Back Creek Community Park ...
10/10 Exceptional! (21 reviews)
Wonderful for our needs this Thanksgiving. Playroom was full of blocks, books and puzzles. Hot tub was the best!! Kitchen is so well stocked!
Reviewed on Nov 30, 2025
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
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