Find 4 Star Hotels in Sherwood, MD from AED 328

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Check prices for these dates

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Sherwood 4-star hotels

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

1. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is AED 479
AED 546 total
includes taxes & fees
29 Nov - 30 Nov
Graduate by Hilton Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,267 reviews)
"Excellent staff & service!"
United States
Michele
The price is AED 328
AED 374 total
includes taxes & fees
10 Nov - 11 Nov
DoubleTree by Hilton Hotel Annapolis
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

3. 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, (508 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is AED 677
AED 845 total
includes taxes & fees
2 Dec - 3 Dec
The Inn at Chesapeake Bay Beach Club
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

4. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is AED 621
AED 708 total
includes taxes & fees
22 Nov - 23 Nov
The Westin Annapolis
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,002 reviews)
"As far as I'm concerned one of the best places to stay in the area"
United States
Joseph
The price is AED 490
AED 666 total
includes taxes & fees
6 Dec - 7 Dec
Rod 'N' Reel Resort
A resort with a large pool, outdoor seating, and a view of the sea.

6. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
"Staff was perfect and the property is bigger than Rhode Island."
United States
John
The price is AED 531
AED 707 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay
A balcony with a table set for two, overlooking a marina with boats.

7. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,002 reviews)
"Easy access to downtown, Great waterside restaurants."
United States
John
The price is AED 820
AED 935 total
includes taxes & fees
29 Nov - 30 Nov
Annapolis Waterfront Hotel, Autograph Collection
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

8. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is AED 1,616
AED 1,778 total
includes taxes & fees
8 Nov - 9 Nov
The Oaks Waterfront
A multi-story residential building with a covered porch and a red umbrella.

9. 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!

Top Sherwood Hotel Reviews

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
The Oaks Waterfront

The Oaks Waterfront

The Oaks Waterfront
Easton

10/10 Excellent

Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
United States
William
Reviewed October 29, 2026
The Oaks Waterfront

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 AED 328

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 accommodations. 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?

Finding vacation bliss in Sherwood is as easy as entering your dates and destination, and selecting our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodations, food, activities and entertainment, or choose a standard 4-star resort in or around this much-loved destination.

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