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! (36 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! (1,847 reviews)
"The hotel was absolutely clean and close to the shops and restaurants."
Reviewed on 12 Oct 2025
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 2 Nov to 3 Nov
AU$149
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (915 reviews)
Nice place to stay near Annapolis.
"Our night at your hotel was just fine! Room was clean. Supply toiletries, towels for the bath and kitchen were as expected, neat and plentiful. There was a creak in the bathroom door, but that is a nitpick. Coffee maker was easy to operate. Breakfast was as expected, with some delay when coffee carafe ..."
Reviewed on 13 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.
