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 2 to Aug 3
$165 total
Aug 2 - Aug 3
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! (391 reviews)
"It was our first stay here. We will be back. Staff was friendly and helpful and the sunsets were beautiful."
Reviewed on Jul 27, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$147 nightly
The price is $168 total per night from Aug 5 to Aug 6
$168 total
Aug 5 - Aug 6
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! (1,921 reviews)
"I booked the stay for my son for his Navy Reserve duty . Hi comments for the stay were great."
Reviewed on Jul 29, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$98 nightly
The price is $111 total per night from Aug 2 to Aug 3
$111 total
Aug 2 - Aug 3
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 ...
8.8/10 Excellent! (1,056 reviews)
"Entire staff was awesome. Nice clean rooms. Great pool, restaurant & bar. Will definitely stay here again!"
Reviewed on Jul 29, 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.
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
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- U.S. Naval Academy
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