Sherwood, MD
Travel Guide
Visit Sherwood
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$111 nightly
The price is $127 total per night from Jul 2 to Jul 3
$127 total
Jul 2 - Jul 3
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! (1,008 reviews)
"Conveniently located, lots of places to eat near by, clean rooms"
Reviewed on Jun 23, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$130 nightly
The price is $148 total per night from Jul 1 to Jul 2
$148 total
Jul 1 - Jul 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! (1,867 reviews)
"Very beautiful hotel"
Reviewed on Jun 23, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$296 nightly
The price is $336 total per night from Jul 6 to Jul 7
$336 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
"We loved staying here! Incredible staff!"
Reviewed on Jun 22, 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.
Grace Cottage, St Michaels Walk to everything!
Saint Michaels MD
Stay at this vacation home in St. Michaels. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Saint Marys Square and Saint ...
10/10 Exceptional! (6 reviews)
"We had such a wonderful time staying at Grace Cottage. Lisa, the hostes, was very responsive and very, very kind. The cottage was right in the middle of all shopping and restaurants. It is beautifully decorated and is totally stocked with everything you would need. Thank you so much Lisa for making ..."
Reviewed on May 8, 2026
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Annapolis MD
Stay at this apartment in Annapolis. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping ...
9.6/10 Exceptional! (91 reviews)
"Nathalie was excellent with communication. Property is as described and appears in photos. It is an apartment in a complex. As a few others have noted, there is a smell of cigarette. Sadly, I think it is neighbors smoking in their apartment. Especially in the morning. The apartment is really convenient ..."
Reviewed on Jun 2, 2026
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions John Smith House and Tose Family Tennis Center ...
10/10 Exceptional! (247 reviews)
"John is an excellent and generous host. Definitely recommend if you are planning to visit Annapolis!"
Reviewed on Jun 15, 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.
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
- Chesapeake Bay Bridge
- Annapolis City Dock
- Navy-Marine Corps Memorial Stadium
- Sandy Point State Park
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- Westfield Annapolis Mall
- Anne Arundel Medical Center
- Maryland State House
- Gerry Boyle Park at Great Marsh
- Chesapeake Beach Water Park
- Queenstown Harbor Golf
- Annapolis Harbor Center Shopping Center
- Queenstown Premium Outlets
- Northern Chesapeake Bay
- Annapolis Mall Shopping Center
- Maryland Quiet Waters Park
- Chesapeake Bay Maritime Museum
- Rod n Reel Charter Fishing
- Avalon Theatre
- Chesapeake Bay Environmental Center
- St. Michaels Winery
- Thanksgiving Farm Wines
- Annapolis Landing Marina
