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 Jun 29 to Jun 30
$165 total
Jun 29 - Jun 30
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! (388 reviews)
"Great place!"
Reviewed on Jun 25, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$130 nightly
The price is $148 total per night from Jul 6 to Jul 7
$148 total
Jul 6 - Jul 7
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! (1,869 reviews)
"Charming inn... Great location! Walkable to everything.... and lovely staff!"
Reviewed on Jun 27, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$296 nightly
The price is $336 total per night from Jul 6 to Jul 7
$336 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Dealing with billing issue. Other than that, great place to stay."
Reviewed on Jun 26, 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 ...
10/10 Exceptional! (41 reviews)
"This property is a dream for a family--large house with plenty of room, beautiful location on Dunn Cove and a great pool. The house really has two parts which are complete in themselves with each having a kitchen and laundry. This allowed for my family members to have both privacy and together time. ..."
Reviewed on Jun 16, 2026
Grace Cottage, St Michaels Walk to everything!
Saint Michaels MD
Stay at this vacation home in St. Michaels. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Saint Marys Square and Saint ...
10/10 Exceptional! (7 reviews)
"This was an AMAZING fine. Grace cottage was so perfectly located where literally everything is walkable and convenient parking for 2 cars. The host, Lisa, was so responsive and just the sweetest. It is clear they want you to have a wonderful time with the cottage being stocked with almost anything ..."
Reviewed on Jun 21, 2026
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Annapolis MD
Stay at this apartment in Annapolis. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping ...
9.6/10 Exceptional! (91 reviews)
"Nathalie was excellent with communication. Property is as described and appears in photos. It is an apartment in a complex. As a few others have noted, there is a smell of cigarette. Sadly, I think it is neighbors smoking in their apartment. Especially in the morning. The apartment is really convenient ..."
Reviewed on Jun 2, 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.
Stay near popular Sherwood attractions
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- U.S. Naval Academy
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- Westfield Annapolis Mall
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- Gerry Boyle Park at Great Marsh
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- Annapolis Harbor Center Shopping Center
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- Northern Chesapeake Bay
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- Avalon Theatre
- Chesapeake Bay Maritime Museum
- Rod n Reel Charter Fishing
- Chesapeake Bay Environmental Center
- St. Michaels Winery
- Thanksgiving Farm Wines
- Annapolis Landing Marina
