Compare and book 4 Star hotels in Sherwood, Maryland

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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, (1,001 reviews)
"Great stay "
United States
Jose Miguel
The price is 1.960.342 ₫
2.234.790 ₫ total
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,000 reviews)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is 3.856.057 ₫
4.395.905 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Graduate by Hilton Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,009 reviews)
"Great rooms, amenities, staff"
United States
Catherine
The price is 4.886.406 ₫
6.297.948 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Hyatt Regency Chesapeake Bay

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (898 reviews)
"Great location, nice and clean "
United States
Micah
The price is 4.890.347 ₫
5.574.996 ₫ total
includes taxes & fees
25 Jan - 26 Jan
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 3.914.379 ₫
4.462.393 ₫ total
includes taxes & fees
18 Jan - 19 Jan
The Westin Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,000 reviews)
"Really liked the new Rod n Reel. Everything checked out. "
United States
Pablo
The price is 1.990.089 ₫
2.734.539 ₫ total
includes taxes & fees
22 Jan - 23 Jan
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, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is 4.096.962 ₫
5.216.106 ₫ total
includes taxes & fees
1 Feb - 2 Feb
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)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is 10.852.550 ₫
11.937.805 ₫ total
includes taxes & fees
13 Feb - 14 Feb
The Oaks Waterfront
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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

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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 14.824.726 ₫

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.