Sherwood Travel Guide
Tourist 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! (1,853 reviews)
"Good"
Reviewed on 25 Sept 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NZ$209 per night from 29 Sept to 30 Sept
NZ$209
29 Sept - 30 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,015 reviews)
McMullen Symposium
"Clean room, efficient staff and superb breakfast. Grateful thanks to the hotel staff."
Reviewed on 21 Sept 2025
Crowne Plaza Annapolis by IHG
173 Jennifer Rd, Annapolis, MD
The price is NZ$221 per night from 28 Oct to 29 Oct
NZ$221
28 Oct - 29 Oct
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,017 reviews)
"Clean room. Professional staff"
Reviewed on 24 Sept 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! (14 reviews)
"Incredible home & property. Spacious home with pool, hot tub, multiple large bedrooms, & room dedicated to crab eating! Property is massive & well maintained; golf cart & bikes made it very easy get around. The dock offers opportunities for boating, crabing, & fishing. Kayaks & canoe were great for ..."
Reviewed on 2 Sept 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! (35 reviews)
"We had an incredible experience! The house, pool, yard, view, and overall setting are stunning. The hosts were fantastic. Strongly recommend and would go back in a heartbeat."
Reviewed on 22 Sept 2025
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.4/10 Exceptional! (116 reviews)
"Beautifully restored historic home, in a quaint neighborhood, near the water and downtown. We loved it!"
Reviewed on 21 Sept 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.
