Compare and book 4 Star hotels in Sherwood, Maryland
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Sherwood 4 Star Hotels
Top Sherwood 4 Star Hotels

DoubleTree by Hilton Hotel Annapolis
Annapolis
8.6 out of 10, Excellent, (1029)
The price is 1.566.299 ₫
1.785.581 ₫ total
includes taxes & fees
21 Dec - 22 Dec

Graduate by Hilton Annapolis
Annapolis
9.4 out of 10, Exceptional, (1008)
The price is 3.259.826 ₫
3.716.202 ₫ total
includes taxes & fees
21 Dec - 22 Dec

Hyatt Regency Chesapeake Bay
Cambridge
8.8 out of 10, Excellent, (1005)
The price is 4.683.742 ₫
6.027.902 ₫ total
includes taxes & fees
3 Dec - 4 Dec

Annapolis Waterfront Hotel, Autograph Collection
Historic District
8.8 out of 10, Excellent, (878)
The price is 3.857.199 ₫
4.397.207 ₫ total
includes taxes & fees
18 Dec - 19 Dec

The Westin Annapolis
Annapolis
8.6 out of 10, Excellent, (1004)
The price is 4.011.435 ₫
4.573.036 ₫ total
includes taxes & fees
14 Dec - 15 Dec

Rod 'N' Reel Resort
Chesapeake Beach
8.4 out of 10, Very good, (1002)
The price is 2.749.869 ₫
3.579.656 ₫ total
includes taxes & fees
30 Nov - 1 Dec

The Inn at Chesapeake Bay Beach Club
Stevensville
9.4 out of 10, Exceptional, (428)
The price is 4.847.089 ₫
6.050.995 ₫ total
includes taxes & fees
3 Dec - 4 Dec

The Oaks Waterfront
Easton
10.0 out of 10, Exceptional, (41)
The price is 10.891.382 ₫
11.980.520 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 5-star hotels
Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Sherwood.

Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is 9.877.120 ₫ per night from 18 Dec to 19 Dec
9.877.120 ₫
11.951.519 ₫ total
18 Dec - 19 Dec
includes taxes & fees
9.4/10 Exceptional! (370 reviews)
Still don't see what you're looking for?
See all properties in Sherwood.
You can also use these popular filters to refine your search.
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.
Learn more about Sherwood
Explore the historic Sherwood Forest community with its charming waterfront homes and private marina along the Severn River. Nearby Annapolis offers sailing excursions, while local residents enjoy exclusive access to the community beach and tennis courts.

Top Sherwood Hotel Reviews
Frequently asked questions
Explore a world of travel with Expedia
Hotels in Sherwood by Star Rating
Accommodation near Sherwood attractions
- Hotels near U.S. Naval Academy
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Annapolis City Dock
- Hotels near Chesapeake Bay Bridge
- Hotels near Anne Arundel Medical Center
- Hotels near Annapolis Mall Shopping Center
- Hotels near Sandy Point State Park
- Hotels near Blackwater National Wildlife Refuge
- Hotels near Annapolis Harbor Center Shopping Center
- Hotels near Maryland State House
- Hotels near Harriet Tubman Underground Railroad National Historical Park
- Hotels near Queenstown Premium Outlets
- Hotels near Annapolis Maritime Museum
- Hotels near Gerry Boyle Park at Great Marsh
Choose Your Sherwood Hotel Style
- Business Hotels in Sherwood
- Family-Friendly Hotels in Sherwood
- Hotels near Museums in Sherwood
- Hotels with Air Conditioning in Sherwood
- Hotels with Laundry Service in Sherwood
- Hotels with Parking in Sherwood
- Hotels with Restaurant in Sherwood
- Hotels with Wifi in Sherwood
- Hotels with a View in Sherwood
- Hotels with smoking rooms in Sherwood
- Marina Hotels in Sherwood
- Pet-Friendly Hotels in Sherwood
- Sports Hotels in Sherwood
Recommended cities for you
More ways to book
Expedia's Latest Trends
Hotels


























