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Sherwood

Love sailing, nature, and sunsets? Get away to Sherwood!

Head to Tilghman Watermen’s Museum and St. Michaels Winery—just two of the sights around Sherwood.

Top Hotels in Sherwood

Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
3 out of 5
21651 Lowes Wharf Rd, Sherwood, MD
The price is $109 per night from Jan 31 to Feb 1

Situated in Sherwood, this beach inn is 4 mi (6.4 km) from Phillips Wharf Environmental Center and within 12 mi (20 km) of Tilghman Watermen’s Museum and Chesapeake ...

3.5/5Good! (28 reviews)

"Very enjoyable!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!"…"

Reviewed on Sep 7, 2020

Lowes Wharf Marina Inn
Graduate Annapolis
Graduate Annapolis
4 out of 5
126 West St, Annapolis, MD
Free CancellationReserve now, pay when you stay
The price is $93 per night from Jan 27 to Jan 28

Located in the heart of Annapolis, this hotel is within a 15-minute walk of Peters Cove and Annapolis City Dock. U.S. Naval Academy and Westfield Annapolis Mall ...

4.4/5Excellent! (992 reviews)

"Always love our stays at the Graduate! Highly recommend"…"

Reviewed on Jan 10, 2021

Graduate Annapolis
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3 out of 5
2559 Riva Rd, Annapolis, MD
The price is $68 per night from Jan 26 to Jan 27

Situated in the business district, this hotel is within 1 mi (2 km) of Broad Creek Marsh and Westfield Annapolis Mall. Anne Arundel Medical Center is 1.6 mi ...

4.2/5Very Good! (592 reviews)

"Rochelle from guest services was so knowledgeable and helpful, I would stay there based on her kindness alone. I was very comfortable."…"

Reviewed on Dec 30, 2020

Courtyard by Marriott Annapolis
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.

Vacation Rentals in Sherwood

6942 Travelers Rest - 5 Br Home
6942 Travelers Rest - 5 Br Home
3.5 out of 5
6942 Travelers Rest, Easton, MD

Set in Easton, this family-friendly vacation home is within 9 mi (15 km) of Historical Society of Talbot County, Chesapeake Bay Maritime Museum, and Avalon Theatre. ...

6942 Travelers Rest - 5 Br Home
Chesapeake Beach Apt. Walk to Bay, Beach & Marina!
Chesapeake Beach Apt. Walk to Bay, Beach & Marina!
Chesapeake Beach, MD

Situated in a rural location, this apartment building is 0.3 mi (0.5 km) from Breezy Point Beach and 6.1 mi (9.8 km) from Chesapeake Beach Water Park. Running ...

4.6/5Wonderful! (12 reviews)
Great Getaway

"Tom's property is clean, cute and is furnished with everything you need to make your stay enjoyable. It is in a quiet neighborhood, but very near restaurants and shopping. A nice perk were beach passes to the nearby lovely Breezy point beach. Tom was a pleasure to deal with."…"

Reviewed on Aug 29, 2020

Chesapeake Beach Apt. Walk to Bay, Beach & Marina!
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
St. Michaels, MD

Situated in St. Michaels, this historic cottage is within a 10-minute walk of St. Michaels Museum, St. Michaels Winery, and Chesapeake Bay Maritime Museum. Oxford ...

4.6/5Exceptional! (51 reviews)
wonderful weekend in St. Michaels

"Clean and cozy house within walking distance of shops and restaurants. View of the water and park. Beautiful stay."…"

Reviewed on Dec 22, 2020

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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.

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