A large brick house with a green roof, surrounded by lush gardens and trees.

Sherwood 4 Stars Hotels

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Check availability on Sherwood 4 Star Hotels

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Sherwood 4-star hotels

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

1. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
HK$766
HK$873 total
includes taxes & fees
26 Oct - 27 Oct
DoubleTree by Hilton Hotel Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A spacious atrium with a high ceiling, skylights, and a patterned floor.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

2. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Nadine
HK$1,216
HK$1,387 total
includes taxes & fees
11 Nov - 12 Nov
Graduate by Hilton Annapolis
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

3. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Pam
HK$1,135
HK$1,259 total
includes taxes & fees
2 Nov - 3 Nov
Rod 'N' Reel Resort
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

4. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
HK$1,562
HK$1,780 total
includes taxes & fees
26 Oct - 27 Oct
The Westin Annapolis
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

5. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
HK$1,264
HK$1,658 total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay
A balcony with a table set for two, overlooking a marina with boats.
A hotel room with a large bed, a chair, a small table, and a view of a body of water.
A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.
A waterfront area with boats docked, a clear sky, and buildings in the background.

6. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
William
HK$1,752
HK$1,997 total
includes taxes & fees
1 Nov - 2 Nov
Annapolis Waterfront Hotel, Autograph Collection
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

7. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
HK$1,678
HK$2,062 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

8. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
HK$3,454
HK$3,799 total
includes taxes & fees
21 Oct - 22 Oct
The Oaks Waterfront
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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

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
HK$3,852
HK$4,238 total
18 Nov - 19 Nov
includes taxes & fees
9.6/10 Exceptional! (407 reviews)
Inn at Perry Cabin
The Inn at Tacaro Estate

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD
HK$2,745
HK$3,130 total
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (20 reviews)
The Inn at Tacaro Estate
Inn at 202 Dover

Inn at 202 Dover

202 East Dover Street Easton MD
Get ratesInn at 202 Dover
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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.

See all hotels in Sherwood
A large brick house with a green roof, surrounded by lush gardens and trees.

Top Sherwood Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Great location, hotel super clean and good restaraunt . Short walking distance to great shopping and many more bars and restaraunts"
Robin 1-night trip
Posted 22 hours ago
Annapolis Waterfront Hotel, Autograph Collection
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"
Katherine 2-night trip
Posted 1 day ago
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Loved the balcony."
Hildehardo F 4-night trip
Posted 1 day ago
Rod 'N' Reel Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

8/10 Good
"Nice place, dinner staff was super slow but overall nice stay"
Richard 1-night trip
Posted 2 days ago
Hyatt Regency Chesapeake Bay

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sherwood?
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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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