Sherwood, MD
Travel Guide
Visit Sherwood
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
$143 nightly
The price is $163 total per night from Sep 8 to Sep 9
$163 total
Sep 8 - Sep 9
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 ...
8.8/10 Excellent! (1,817 reviews)
"I just had the best birthday here. Perfect location, staff was amazing."
Reviewed on Aug 23, 2025
Graduate by Hilton Annapolis
126 West St, Annapolis, MD
$161 nightly
The price is $183 total per night from Sep 2 to Sep 3
$183 total
Sep 2 - Sep 3
Total with taxes and fees
Stay at this 4-star 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! (1,001 reviews)
"Very good"
Reviewed on Aug 20, 2025
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr, Edgewater, MD
$98 nightly
The price is $112 total per night from Sep 14 to Sep 15
$112 total
Sep 14 - Sep 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (863 reviews)
"I wish we discovered this place 3 years ago. We have been coming in Us Naval Academy for the past 3 years and if I have found this place earlier, we would stayed in this hotel. My husband and I enjoyed our overnight stay. We will definitely consider this hotel again in our future visit in ..."
Reviewed on Aug 20, 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.
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Sherwood
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 ...
9.8/10 Exceptional! (11 reviews)
"Fantastic property"
Reviewed on Aug 9, 2025
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood
Book a stay at this family-friendly vacation home in Sherwood. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Goat Island and Back ...
10/10 Exceptional! (34 reviews)
Sherwood Mansion
"We went to Sherwood to celebrate a family event. The house was perfect - lots of room for everyone. Check-in was simple, house was in excellent condition and the owners made every effort to accommodate our needs (some extra equipment for little kids). We enjoyed the pool and the beautiful setting. ..."
Reviewed on Aug 6, 2025
Waterfront Oasis of Annapolis Star
Annapolis
Stay at this apartment in Annapolis. Enjoy free WiFi, private pools, and cable/satellite TV service. Popular attractions U.S. Naval Academy Golf Club and Maryland ...
10/10 Exceptional! (76 reviews)
"Great place. Well organized and really nice host."
Reviewed on Aug 17, 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.
Explore a world of travel with Expedia
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 Bridge
- Sandy Point State Park
- Annapolis City Dock
- Navy-Marine Corps Memorial Stadium
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- Anne Arundel Medical Center
- Westfield Annapolis Mall
- St. Michaels Winery
- Rod n Reel Charter Fishing
- Annapolis Harbor Center Shopping Center
- Chesapeake Beach Water Park
- Annapolis Maritime Museum
- Choptank River Lighthouse
- Maryland Quiet Waters Park
- Annapolis Mall Shopping Center
- Maryland State House
- Queenstown Premium Outlets
- Chesapeake Bay Maritime Museum
- Harriet Tubman Underground Railroad National Historical Park
- Long Wharf Park
- Annapolis Harbour Center
- Queenstown Harbor Golf Club
- William Paca House
- Chesapeake Bay Environmental Center