Compare and book 4 Star hotels in Sherwood, Maryland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Sherwood 4 Star Hotels

This weekend
Next weekend

Our top choices for Sherwood 4-star hotels

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. "
United States
Kathy
The price is 2.200.859 ₫
2.508.978 ₫ total
includes taxes & fees
10 Mar - 11 Mar
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,001 reviews)
"Room was clean, great location"
United States
Brian
The price is 4.218.530 ₫
4.809.124 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (906 reviews)
"Great location, nice and clean "
United States
Micah
The price is 4.629.204 ₫
5.277.293 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is 4.664.382 ₫
5.317.396 ₫ total
includes taxes & fees
8 Mar - 9 Mar
The Westin Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,001 reviews)
"Great service, great food and drinks. "
United States
Kelly
The price is 4.846.788 ₫
6.246.884 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Hyatt Regency Chesapeake Bay

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,004 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is 2.651.271 ₫
3.464.071 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Rod 'N' Reel Resort

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (438 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is 4.322.703 ₫
5.461.116 ₫ total
includes taxes & fees
4 Mar - 5 Mar
The Inn at Chesapeake Bay Beach Club

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is 11.468.126 ₫
12.614.939 ₫ total
includes taxes & fees
3 Mar - 4 Mar
The Oaks Waterfront

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Walk to Dtwn: Waterfront Eastern Shore Townhome!
4.0 star property
Cambridge
Walk to Dtwn: Waterfront Eastern Shore Townhome!
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.
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.

Gardens and large home at Sherwood Gardens Park, in Baltimore, M

Top Sherwood Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sherwood?
With Expedia's handy filter tool, landing a great deal on a 4-star hotel in Sherwood just got simpler. Start by entering your chosen travel dates and length of your getaway. Then sort the results by price and pick the option that best suits your style and budget.

  • Search for the lowest price from 10.619.939 ₫

What's the difference between 5-star and 4-star hotels in Sherwood?
If you choose to book a stay at a 4-star hotel in Sherwood, you'll usually find lots of amenities to ensure you're relaxed, such as a gym, restaurant and pool. You can experience high-quality service and upscale accommodation. Choose a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, concierge assistance and nightly turndown services. You're likely to get extra amenities and first-rate services at a 5-star retreat, though both are awesome options for luxury guests.
Does Sherwood have any 4-star all-inclusive resorts?
Enjoy a carefree holiday experience where everything is included in one upfront price by using our "All inclusive" filter. Budgeting is simple when your accommodation, food and many activities are already taken care of. After something a little different? Check out the great offers on Expedia's standard 4-star options in and around Sherwood.