Sherwood, MD
Travel Guide
Visit Sherwood
Knapps Narrows Marina & Inn
6176 Tilghman Island Road Sherwood MD
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 15 to Jul 16
$148 total
Jul 15 - Jul 16
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! (1,877 reviews)
"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I ..."
Reviewed on Jun 29, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$95 nightly
The price is $109 total per night from Jul 5 to Jul 6
$109 total
Jul 5 - Jul 6
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 ...
8.6/10 Excellent! (1,022 reviews)
"Great spot to stay! Had the pleasure of checking in with Trendy- an amazingly refreshing soul that is passionate both about his job and customer satisfaction. I felt very welcomed and informed upon arrival- and he was key in making that happen. The property is worth more than what you pay. Spacious ..."
Reviewed on Jul 1, 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! (92 reviews)
"Nice apartment, and Nathalie is nice, but the listing pics are of other parts of Annapolis, not the exterior or view from the apartment, fine place to stay though, we were comfortable and slept well"
Reviewed on Jun 30, 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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