Sherwood Holidays
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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
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood
10/10 Exceptional! (35 reviews)
"We had an incredible experience! The house, pool, yard, view, and overall setting are stunning. The hosts were fantastic. Strongly recommend and would go back in a heartbeat."
Reviewed on 22 Sept 2025
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,839 reviews)
"Excellent stay but I never received my wine"
Reviewed on 5 Oct 2025
Graduate by Hilton Annapolis
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 10 Nov to 11 Nov
AU$273
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
I give the Graduate a BA…..Best accommodations
"Spacious room, very clean and comfortable lots of eclectic nautical furniture. We did not have breakfast. Easy parking in and out right in the heart of restaurants, & bars and a short walk to the harbor."
Reviewed on 6 Oct 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
