Sherwood 4 Stars Hotels

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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, (1009)
"Great stay "
United States
Jose Miguel
The price is HK$580
HK$661 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is HK$1,174
HK$1,339 total
includes taxes & fees
4 Jan - 5 Jan 2026
Graduate by Hilton Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1001)
"Very courteous staff."
United States
Joseph
The price is HK$1,337
HK$1,740 total
includes taxes & fees
1 Jan - 2 Jan 2026
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, (893)
"Great location, nice and clean "
United States
Micah
The price is HK$1,711
HK$1,950 total
includes taxes & fees
4 Jan - 5 Jan 2026
Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Beautiful and perfect location"
United States
Lauren
The price is HK$1,080
HK$1,231 total
includes taxes & fees
30 Dec - 31 Dec
The Westin Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1003)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is HK$693
HK$925 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is HK$1,282
HK$1,621 total
includes taxes & fees
4 Jan - 5 Jan 2026
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)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is HK$3,210
HK$3,531 total
includes taxes & fees
30 Dec - 31 Dec
The Oaks Waterfront
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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.

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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.

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