Sherwood, MD
Travel Guide
Visit Sherwood
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! (1,002 reviews)
Nice staff. Clean room
Reviewed on Jan 17, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$101 nightly
The price is $115 total per night from Feb 15 to Feb 16
$115 total
Feb 15 - Feb 16
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! (1,010 reviews)
Parking was close and convenient. Easy to access.
Reviewed on Jan 19, 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
$147 nightly
The price is $167 total per night from Feb 1 to Feb 2
$167 total
Feb 1 - Feb 2
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! (1,004 reviews)
Staff was very nice
Reviewed on Jan 18, 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
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hammond-Harwood House and French Soldiers Monument ...
10/10 Exceptional! (126 reviews)
Great location & host.
Reviewed on Dec 28, 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
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
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.
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.
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- U.S. Naval Academy
- Chesapeake Bay Bridge
- Chesapeake Bay
- Anne Arundel Medical Center
- Annapolis Mall Shopping Center
- Annapolis City Dock
- Sandy Point State Park
- Navy-Marine Corps Memorial Stadium
- Blackwater National Wildlife Refuge
- Westfield Annapolis Mall
- Annapolis Maritime Museum
- Annapolis Harbor Center Shopping Center
- St. Michaels Winery
- Maryland Quiet Waters Park
- Harriet Tubman Underground Railroad National Historical Park
- Breezy Point Beach
- Maryland State House
- Queenstown Premium Outlets
- Maryland Hall for Creative Arts
- Chesapeake Bay Maritime Museum
- Gerry Boyle Park at Great Marsh
- Avalon Theatre
- Rod n Reel Charter Fishing
- William Paca House
- Choptank River Lighthouse
- Dorchester County Visitors Center
