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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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

Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
3 out of 5
21651 Lowes Wharf Rd, Sherwood, MD
7.6/10 Good! (71 reviews)
"Very relaxing ( we were there midweek). Incredible location and sunsets."

Reviewed on 23 Sep. 2024

Lowes Wharf Marina Inn
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is AU$247 per night from 23 Dec to 24 Dec
AU$247
includes taxes & fees
23 Dec - 24 Dec
8.8/10 Excellent! (1,701 reviews)
"The Maryland was quaint, clean and comfortable."

Reviewed on 24 Nov. 2024

Historic Inns of Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is AU$235 per night from 25 Dec to 26 Dec
AU$235
includes taxes & fees
25 Dec - 26 Dec
9.2/10 Wonderful! (1,002 reviews)
"The staff was the best always checking to see if I needed anything."

Reviewed on 19 Nov. 2024

Graduate by Hilton 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.

Frequently asked questions

How much does a Sherwood holiday package cost?
From as little as . Yes, you read that right. Our Sherwood packages are the easiest way to make your budget last longer. Bundle your preferred hotels, flights and car rentals and get out and see this lively destination.
How do I get a cheap travel package to Sherwood?
If you love landing a bargain, bundle your bookings into a Sherwood holiday package. Whether you’re searching for flights, hotels, activities or rental cars, you can browse and book them all in one place. You’ll have loads of choice at your fingertips as well. Expedia has over 550 air carriers and 1 000 000 properties across the globe to pick from. Fly with who you want, stay in a place you like and save a tidy sum — now that’s the ideal getaway!
What are the top hotels in Sherwood?
Waterfront - Private 153 Acre Historic Estate and Lowes Wharf Marina Inn are among the most popular properties in Sherwood. Why not look up the rates and facilities at each and then make a decision?
How far in advance should I book my Sherwood holiday?
Travellers are generally able to compare international airfares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it’s still possible to nab an affordable ticket just weeks before your journey.
What does an Expedia Sherwood travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings pile up. When it comes to planning your Sherwood trip, you’re in control!
What should I know before booking a Sherwood travel package?
Booking all the parts of your getaway together is a terrific way to save. Combine your flights, car rentals and hotels into a neat little package. But you’re not restricted to hotels. Expedia offers all kinds of properties, including holiday homes like beach villas and city apartments. Your choices are almost endless!
Can I choose my airline with a Sherwood Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Sherwood holiday package?
Certainly, and we’ll help you every step of the way. You may be able to cancel or amend your Sherwood holiday package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your circumstances suddenly change, take a look at our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.