
Sherwood Vacations from $911
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Your Sherwood Vacation
When you organize a vacation package to Sherwood, you can relax and enjoy your getaway knowing that all your travel arrangements have been made in advance. Discover the charms of this vibrant city while based in a neighborhood like Deale Beach, which is good for walking. A trip to Sherwood is an excellent opportunity to take in the sights. Check out renowned attractions like St. Michaels Winery, Chesapeake Bay Maritime Museum and Tilghman Watermen’s Museum. Whoever you're escaping with and whatever your bank balance, your dream Sherwood vacation is only clicks away with Expedia.
The Latest Sherwood vacation packages

Sahara Motel
Reviewed on Aug 18, 2025


Beach Walk
Reviewed on Aug 16, 2025

Ocean Terrace Family Apartments
Reviewed on Aug 9, 2025

Bay Club Resort by Coolvacay
Reviewed on Jul 20, 2025
Sherwood Hotel Deals

Historic Inns of Annapolis
Reviewed on Aug 16, 2025

Graduate by Hilton Annapolis
Reviewed on Aug 15, 2025

Sonesta ES Suites Annapolis
Reviewed on Aug 17, 2025
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