Sherwood, MD
Travel Guide
Visit Sherwood
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! (1,858 reviews)
"Bed had a wear to it where I rolled . Tub was rusted with grout having mold . The product container was suppose to hang on the wall but kept falling off and breaking the bottles so they did not work. Def not worth the price we paid. It was in a great vicinity."
Reviewed on Jun 20, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$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 ...
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$292 nightly
The price is $331 total per night from Jun 28 to Jun 29
$331 total
Jun 28 - Jun 29
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! (1,001 reviews)
"The resort is beautiful and there are plenty of amenities! The staff was very courteous and helpful. Our room was clean and I felt very comfortable. My only recommendation is for Ironman Eagleman race. Please have more and bigger shuttles running so participants and family can get to race on time. ..."
Reviewed on Jun 20, 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
Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock
Bozman MD
Stay at this cottage in Bozman. Enjoy air conditioning. Popular attractions Neavitt Park and Back Creek Park are located nearby.
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
- Annapolis City Dock
- Chesapeake Bay Bridge
- Sandy Point State Park
- Breezy Point Beach
- Anne Arundel Medical Center
- Blackwater National Wildlife Refuge
- Westfield Annapolis Mall
- Maryland State House
- Gerry Boyle Park at Great Marsh
- Navy-Marine Corps Memorial Stadium
- Queenstown Harbor Golf
- Northern Chesapeake Bay
- Annapolis Harbor Center Shopping Center
- Annapolis Mall Shopping Center
- Queenstown Premium Outlets
- Maryland Quiet Waters Park
- Avalon Theatre
- Chesapeake Bay Maritime Museum
- Chesapeake Bay Environmental Center
- St. Michaels Winery
- Thanksgiving Farm Wines
- Rod n Reel Charter Fishing