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Our top choices for Sherwood 4-star hotels

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,002 reviews)
"Great location! Staff were wonderful and rooms were very clean and comfortable."
United States
Justine
The price is 4.635.227 ₫
5.284.343 ₫ total
includes taxes & fees
25 May - 26 May
Graduate by Hilton Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,004 reviews)
"Loved the on site restaurant. "
United States
Michael
The price is 3.202.113 ₫
3.650.409 ₫ total
includes taxes & fees
24 May - 25 May
DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (921 reviews)
"Clean room. View was great! Staff was nice."
United States
Marie
The price is 6.614.978 ₫
7.541.076 ₫ total
includes taxes & fees
27 May - 28 May
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)
"Beautiful hotel. Great location. Friendly staff. "
United States
Jocelyn
The price is 5.505.896 ₫
6.276.721 ₫ total
includes taxes & fees
3 May - 4 May
The Westin Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,005 reviews)
"Great place to stay with lovely views"
United States
David
The price is 3.356.094 ₫
4.252.145 ₫ total
includes taxes & fees
17 May - 18 May
Rod 'N' Reel Resort

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,000 reviews)
"The hotel was clean and the staff was friendly."
United States
Majid
The price is 6.406.861 ₫
8.528.397 ₫ total
includes taxes & fees
17 May - 18 May
Hyatt Regency Chesapeake Bay

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, (448 reviews)
"Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it! "
United States
Kimberly
The price is 5.680.998 ₫
6.976.099 ₫ total
includes taxes & fees
30 Apr - 1 May
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 11.593.994 ₫
12.753.393 ₫ total
includes taxes & fees
27 Apr - 28 Apr
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!
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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

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 7.739.738 ₫

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.