Name: DoubleTree by Hilton Hotel Annapolis
Price range: AU$125
Rating: 8.6

Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Sherwood Holiday

Take the stress out of planning your next epic adventure with a Sherwood holiday package. Whether you've come for its food, history, art or something else, you'll find countless exciting experiences to delve into. Any trip to Sherwood needs a well-crafted itinerary. Fill yours with famous sights like St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum. Whatever your travel plans or budget, putting together a tailored Sherwood holiday is a piece of cake with Expedia.

Sherwood Holiday

Sherwood Essential Information

Language	English
Currency	U.S dollars
Max Temp Winter	7ºC
Max Temp Summer	27ºC
Top Sights	St. Michaels Winery, Bayside History Museum and Oxford Museum

Our pick of the best Sherwood Hotel Deals

Graduate by Hilton Annapolis

126 West St Annapolis MD

Fully refundableReserve now, pay when you stay

AU$257

22 Feb - 23 Feb

includes taxes & fees

9.2/10 Wonderful! (1,011 reviews)

Staff are wonderful and room was perfect. I feel relaxed the moment I walk into the Hotel lobby.

Reviewed on 27 Jan 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

9/10 Wonderful! (1,905 reviews)

We had a wonderful stay at this here. The staff were incredibly accommodating, the room was clean and well-maintained, and the location was perfect. We would stay again

Reviewed on 25 Jan 2026

Get rates

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

AU$125

8 Feb - 9 Feb

includes taxes & fees

8.6/10 Excellent! (1,007 reviews)

Staff was very friendly. Made check in quick and enjoyable

Reviewed on 24 Jan 2026

See all 1,153 properties in Sherwood

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.