Plan, book, travel with confidence
Better together
Save up to CA $775 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 Vacation
When you organize a vacation package to Sherwood, you can relax and enjoy your getaway knowing that all your travel arrangements have been made in advance. Discover the charms of this vibrant city while based in a neighborhood like Deale Beach, which is good for walking. A trip to Sherwood is an excellent opportunity to take in the sights. Check out renowned attractions like St. Michaels Winery, Chesapeake Bay Maritime Museum and Tilghman Watermen’s Museum. Whoever you're escaping with and whatever your bank balance, your dream Sherwood vacation is only clicks away with Expedia.
Sherwood Hotel Deals
Lowes Wharf Marina Inn
21651 Lowes Wharf Rd, Sherwood, MD
Fully refundableReserve now, pay when you stay
The price is CA $298 per night from Jun. 2 to Jun. 3
CA $298
CA $328 total
includes taxes & fees
Jun 2 - Jun 3
7.6/10 Good! (62 reviews)
"A clean comfortable place to stay virtually surrounded by the bay."
Reviewed on Sep. 18, 2023
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Jul. 1 to Jul. 2
CA $187
CA $244 total
includes taxes & fees
Jul 1 - Jul 2
8.8/10 Excellent! (1,616 reviews)
"Absolutely love these properties and the so-rounding area! Great places to eat and shop all within walking distance."
Reviewed on May 27, 2024
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Jul. 1 to Jul. 2
CA $161
CA $184 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (1,000 reviews)
Salvaged stay after other hotel experience
"After having to leave my first reservation (different hotel). This was paradise. Courteous, helpful staff. Comfortable room and beds."
Reviewed on May 27, 2024
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
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.