Shady Side Hotel Guide - 4 Stars Hotels in Shady Side, Maryland

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Our top choices for Shady Side 4-star hotels

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,011 reviews)
"The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. "
United States
Kathy
The price is Rp1.509.807
Rp1.721.179 total
includes taxes & fees
8 Mar - 9 Mar
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,001 reviews)
"Room was clean, great location"
United States
Brian
The price is Rp2.808.513
Rp3.201.705 total
includes taxes & fees
15 Mar - 16 Mar
Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (906 reviews)
"Great location, nice and clean "
United States
Micah
The price is Rp3.575.192
Rp4.075.719 total
includes taxes & fees
22 Mar - 23 Mar
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 Rp3.023.668
Rp3.446.982 total
includes taxes & fees
8 Mar - 9 Mar
The Westin Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,002 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is Rp1.716.642
Rp2.242.913 total
includes taxes & fees
11 Mar - 12 Mar
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, (438 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is Rp2.798.858
Rp3.535.956 total
includes taxes & fees
8 Mar - 9 Mar
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 Rp7.425.367
Rp8.167.904 total
includes taxes & fees
8 Mar - 9 Mar
The Oaks Waterfront

Legacy Villa

Legacy Villa
4.0 star property
Upper Marlboro
Legacy Villa
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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shady Side?
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What's the difference between 5-star and 4-star hotels in Shady Side?
Treat yourself to refined living during your Shady Side holiday by staying at a 4-star hotel. As well as featuring upscale surroundings, these properties are typically filled with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and special one. Concierge assistance, luxurious spas and world-class dining are a few of the exclusive services and conveniences you'll likely be able to enjoy.
Does Shady Side have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream resort in Shady Side where everything is taken care of, from your accommodation to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this destination.