Sherwood, MD
Travel Guide
Visit Sherwood
Knapps Narrows Marina & Inn
6176 Tilghman Island Road Sherwood MD
$150 nightly
The price is $165 total per night from Aug 3 to Aug 4
$165 total
Aug 3 - Aug 4
Total with taxes and fees
Stay at this hotel in Sherwood. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Knapp's Narrows Marina & Inn and Back Creek Community ...
9.4/10 Exceptional! (393 reviews)
"Spacious room with balcony and very friendly staff. Would definitely stay again"
Reviewed on Jul 29, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$132 nightly
The price is $150 total per night from Aug 9 to Aug 10
$150 total
Aug 9 - Aug 10
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! (1,905 reviews)
"Perfectly located within the historical district walking distance to multiple options as well as restaurants and shop"
Reviewed on Aug 1, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$88 nightly
The price is $97 total per night from Aug 13 to Aug 14
$97 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
ST. MICHAELS ESTATE OFFERS WATERFRONT POOL, PIER, DOCK AND 15 ACS
PET FRIENDLY
Sherwood MD
Book a stay at this family-friendly vacation home in Sherwood. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Goat Island and ...
9.8/10 Exceptional! (43 reviews)
"The house was perfect for three families. We enjoyed the pool and the screened in porch. There was enough shade by the pool cast from the trees but I would also bring an umbrella as there was no other mode of shade. The doc was fun for the kids but unfortunately the fish were not around or not biting. ..."
Reviewed on Jul 28, 2026
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood MD
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! (39 reviews)
"Absolute Perfection! The Best VRBO We Have Ever Stayed At.Don’t hesitate—just book it! Our family vacation at the Sherwood Mansion absolutely exceeded our expectations in every single way.Here are just a few reasons why this property is a 10/10:Better Than the Pictures: We were blown away when we ..."
Reviewed on Jun 25, 2026
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
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.
Stay near popular Sherwood attractions
Explore a world of travel with Expedia
- Cheap Hotels in Maryland
- Washington Hotels
- Easton Hotels
- North Beach Hotels
- Tilghman Hotels
- Bowie Hotels
- Silver Spring Hotels
- Maryland Hotels
- Cheap Hotels in Baltimore
- Baltimore Hotels
- Sherwood Hotels
- Chesapeake Beach Hotels
- B&B in St. Michaels
- Beach Hotels in Maryland
- Cabin Rentals in Maryland
- Annapolis Hotels
- All-Inclusive Resorts in Maryland
- Cheap Hotels in Washington
- National Harbor Hotels
- Hotels near Baltimore Washington Intl. Thurgood Marshall
- Hotels with Free Airport Shuttle in Baltimore
- Oceanfront Hotels in Annapolis
- Luxury Hotels in Sherwood
- Cambridge Hotels
- Oceanfront Hotels in St. Michaels
- Inner Harbor Hotels
- Hotels near Northwest Stadium
- St. Michaels Hotels
- Houseboats in Sherwood
- Flights from Dallas (DFW) to Baltimore (BWI)
- Flights from Atlanta (ATL) to Baltimore (BWI)
- Flights from Las Vegas (LAS) to Baltimore (BWI)
- Flights from Baltimore Washington Intl. Thurgood Marshall
- Flights to Baltimore
- Flights from Phoenix (PHX) to Baltimore (BWI)
- Flights from Salisbury - Ocean City Wicomico Regional
- Flights from Houston (IAH) to Baltimore (BWI)
- Flights to Annapolis
- Flights from San Diego (SAN) to Baltimore (BWI)
- Flights from Chicago (ORD) to Baltimore (BWI)
- Flights from Denver (DEN) to Baltimore (BWI)
- Flights from Portland (PDX) to Baltimore (BWI)
- Flights from Seattle (SEA) to Baltimore (BWI)
- Flights from Detroit (DTW) to Baltimore (BWI)
- Flights from Minneapolis (MSP) to Baltimore (BWI)
- Flights to Maryland
- Flights to Sherwood
- Flights to Washington
- Flights from Los Angeles (LAX) to Baltimore (BWI)
- Flights from New York (JFK) to Baltimore (BWI)
- Flights from Boston (BOS) to Baltimore (BWI)
- Flights from Charlotte (CLT) to Baltimore (BWI)
- Flights from Tampa (TPA) to Baltimore (BWI)
- Flights from San Francisco (SFO) to Baltimore (BWI)
- Flights from Austin (AUS) to Baltimore (BWI)
- Flights from Fort Lauderdale (FLL) to Baltimore (BWI)
- Flights from Miami (MIA) to Baltimore (BWI)
- Flights from Raleigh (RDU) to Baltimore (BWI)
- Flights from Orlando (MCO) to Baltimore (BWI)
- Visit Oxon Hill
- Visit Wittman
- Visit Kent Island
- Visit Downtown Cambridge
- Visit North Beach
- Visit Annapolis
- Visit Cambridge
- Visit Eastern Shore
- Visit Downtown Baltimore
- Maryland Vacations
- Visit Oyster Harbor
- Visit Deale
- Visit Rose Haven
- Visit Oxford
- Visit St. Michaels
- Visit Landover
- Visit Inner Harbor
- Visit Royal Oak
- Visit Chesapeake Beach
- Visit Tilghman
- Visit National Harbor
- Visit Bozman
- Visit Neavitt
- Visit Tracys Landing
- Visit Easton
- Visit Maryland
- Visit Galesville
- Visit Grasonville
- Visit Washington
- Visit Churchton
- Washington Vacations
- Visit Shady Side
- U.S. Naval Academy
- Sandy Point State Park
- Annapolis City Dock
- Chesapeake Bay
- Chesapeake Bay Bridge
- Navy-Marine Corps Memorial Stadium
- Breezy Point Beach
- Westfield Annapolis Mall
- Blackwater National Wildlife Refuge
- Anne Arundel Medical Center
- Maryland State House
- Chesapeake Beach Water Park
- St. Michaels Winery
- Northern Chesapeake Bay
- Annapolis Mall Shopping Center
- Rod n Reel Charter Fishing
- Chesapeake Bay Maritime Museum
- Queenstown Premium Outlets
- Annapolis Harbor Center Shopping Center
- William Paca House
- Maryland Quiet Waters Park
- Queenstown Harbor Golf
- Wye Landing
- Annapolis Harbour Center
- Gerry Boyle Park at Great Marsh
- Annapolis Maritime Museum