Sherwood, MD
Travel Guide
Visit Sherwood
Historic Inns of Annapolis
58 State Circle Annapolis MD
$133 nightly
The price is $151 total per night from Jul 7 to Jul 8
$151 total
Jul 7 - Jul 8
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! (1,856 reviews)
"Maryland Inn is an absolutely fantastic location, but that’s about the only positive I have for it. There’s quite a stench to the place from the time you walk in the front door. We had room 1301. It looks very nice in pictures, but it has the same odor as in the hallways, and the floor was insane ..."
Reviewed on Jun 19, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$111 nightly
The price is $127 total per night from Jul 5 to Jul 6
$127 total
Jul 5 - Jul 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 restaurant and the ...
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! (1,000 reviews)
"My family and I had a wonderful experience. We will definitely go back. The whole property is clean. All employees that I encountered were helpful and courteous. The breakfast is okay. The sausage was overcooked; other than that, they have good selections. There are a lot of activities on the property. ..."
Reviewed on Jun 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.
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
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
10/10 Exceptional! (59 reviews)
"Beautiful home on the water! Everything was very clean and Julia was amazing! She answered my questions instantly and made the whole experience easy. We walked to the local spot on the water and had a great time hanging out with the locals, great food and water views. Julia offered a ton of options ..."
Reviewed on Jun 19, 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.
Explore a world of travel with Expedia
- Wittman Hotels
- Cottages in Wittman
- 4 Star Hotels in Wittman
- Adults Only Resorts & in Wittman
- Bozman Hotels
- Cottages in Bozman
- Historic Hotels in Bozman
- 5 Star Hotels in Bozman
- Hotels & Resorts for Couples in Bozman
- Resorts in Bozman
- Vacation Homes in Bozman
- B&B in Bozman
- Hotels near Phillips Wharf Environmental Center
- Neavitt Hotels
- B&B in Neavitt
- Hotels near Tilghman Watermen’s Museum
- Tilghman Hotels
- B&B in Tilghman
- Pet-Friendly Hotels in Tilghman
- Romantic Hotels in Tilghman
- Inns in Tilghman
- 3 Star Hotels in Tilghman
- Oceanfront Hotels in Tilghman
- Hotels with Free Parking in Tilghman
- Hotels with Bars in Tilghman
- Apartments in Tilghman
- Vacation Homes in Tilghman
- Resorts in Tilghman
- Honeymoon Resorts & in Tilghman
- Hotels with Fireplaces in Tilghman
- Resorts & Hotels with Spas in Tilghman
- Golf Hotels in Tilghman
- Hotels with Hot Tubs in Tilghman
- Cottages in McDaniel
- Vacation Homes in McDaniel
- B&B in McDaniel
- Mcdaniel Hotels
- Guest Houses in McDaniel
- Apartments in McDaniel
- Houseboats in McDaniel
- Romantic Hotels in McDaniel
- St. Michaels Hotels
- B&B in St. Michaels
- Luxury Hotels in St. Michaels
- Oceanfront Hotels in St. Michaels
- Pet-Friendly Hotels in St. Michaels
- Cheap Hotels in St. Michaels
- Romantic Hotels in St. Michaels
- Cottages in St. Michaels
- Marriott Hotels & Resorts in St. Michaels
- Hotels with an Indoor Pool in St. Michaels
- 4 Star Hotels in St. Michaels
- Resorts & Hotels with Spas in St. Michaels
- Houseboats in St. Michaels
- Hotels with a Pool in St. Michaels
- Golf Hotels in St. Michaels
- Family Hotels in St. Michaels
- 5 Star Hotels in St. Michaels
- Gay friendly Hotels in St. Michaels
- Resorts in St. Michaels
- Wyndham Hotels in St. Michaels
- Beach Hotels in St. Michaels
- Hotel Wedding Venues Hotels in St. Michaels
- Honeymoon Resorts & in St. Michaels
- Casino Hotels in St. Michaels
- Historic Hotels in St. Michaels
- Hilton Hotels in St. Michaels
- Hotels with an Outdoor Pool in St. Michaels
- Apartments in St. Michaels
- Hotels with Hot Tubs in St. Michaels
- Hotels with Fireplaces in St. Michaels
- 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
