Sherwood, MD
Travel Guide
Visit Sherwood

Historic Inns of Annapolis
58 State Circle, Annapolis, MD
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! (1,785 reviews)
"We loved the area as well as the hotel. It's a 4 minute walk from the waterfront and has a great view of the state capital building. My only complaint would be that the A/C for my room stop functioning on my fourth night. We were moved to another room and the A/C in that room also didn't work. They ..."
Reviewed on 20 June 2025

Hilton Garden Inn Annapolis Downtown
174 West Street, Annapolis, MD
The price is SAR 392 per night from Jul 21 to Jul 22
SAR 392
SAR 447 total
21 Jul - 22 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Conveniently located and clean. Great prices"
Reviewed on 19 June 2025

Best Western Annapolis
2520 Riva Rd, Annapolis, MD
The price is SAR 317 per night from Jul 2 to Jul 3
SAR 317
SAR 362 total
2 Jul - 3 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,006 reviews)
"good"
Reviewed on 22 June 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.

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 ...
Relaxing waterfront family reunion
"The Chesapeake Mansion was even better than it looks on the VRBO listing. Huge house but still managed to feel warm and inviting, never cold or stand-offish. We cooked big dinners for our group of 12 and the kitchen was perfect for that. Billiards room was fun, amazing bar room, also an exercise ..."
Reviewed on 30 March 2025

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Edgewater
Book a stay at this family-friendly cottage in Edgewater. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Annapolis City Dock and Triton ...
9.8/10 Exceptional! (208 reviews)
Beautiful
"Lovely place to stay. Worked perfectly for or weekend needs."
Reviewed on 31 May 2025

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville
Stay at this cottage in Stevensville. Enjoy free WiFi, a sauna, and a garden. Popular attractions Romancoke Wharf County Park and Bodkin Island are located ...
10/10 Exceptional! (44 reviews)
"My wife and I have stayed at many different places over the years but this may be one of the most well maintained properties I've ever seen. It was a great place for us to unwind with our dog and we would certainly recommend this location for anyone looking to stay in the area"
Reviewed on 12 June 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
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.
- U.S. Naval Academy
- Annapolis City Dock
- Sandy Point State Park
- Chesapeake Bay Bridge
- Navy-Marine Corps Memorial Stadium
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- Westfield Annapolis Mall
- Sandy Point Beach
- Chesapeake Beach Water Park
- Annapolis Mall Shopping Center
- St. Michaels Winery
- Anne Arundel Medical Center
- Harriet Tubman Underground Railroad National Historical Park
- Annapolis Harbour Center
- Rod n Reel Charter Fishing
- Maryland Quiet Waters Park
- Choptank River Lighthouse
- Annapolis Harbor Center Shopping Center
- Annapolis Maritime Museum
- Gerry Boyle Park at Great Marsh
- Queenstown Premium Outlets
- Chesapeake Bay Maritime Museum
- Maryland State House
- Queenstown Harbor Golf Club
- Annapolis Landing Marina
- William Paca House
- Harriet Tubman Museum and Educational Center
- Patuxent River
- Long Wharf Park