Sherwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
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    Better together
    Save up to NZ$545 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Our pick of the best Sherwood Hotel Deals

Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NZ$283 per night from 16 Jun to 17 Jun
NZ$283
per night
16 Jun - 17 Jun
8.8/10 Excellent! (1,614 reviews)
"Absolutely love these properties and the so-rounding area! Great places to eat and shop all within walking distance."

Reviewed on 27 May 2024

Historic Inns of Annapolis
Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
3 out of 5
21651 Lowes Wharf Rd, Sherwood, MD
The price is NZ$392 per night from 6 Jun to 7 Jun
NZ$392
per night
6 Jun - 7 Jun
7.6/10 Good! (62 reviews)
"A clean comfortable place to stay virtually surrounded by the bay."

Reviewed on 18 Sep. 2023

Lowes Wharf Marina Inn
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
The price is NZ$364 per night from 2 Jun to 3 Jun
NZ$364
per night
2 Jun - 3 Jun
8.6/10 Excellent! (1,000 reviews)
Serenity on the shore
"Gorgeous property. Beautiful views. Well maintained and kept clean. The bed was the best lullaby ever. I slept ever so soundly. Breakfast was bountiful and delicious. The young lady that checked us in was on the surly side and could use some professional development on friendliness and hospitality ..."

Reviewed on 15 May 2024

Hyatt Regency Chesapeake Bay
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.