A river with boats, a marina, and a town with houses and buildings.

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
8.8 out of 10, Excellent, (1,061 reviews)
"Beautiful hotel. Very clean and amazing staff."
United States
Lena
The price is Rp2.065.745
Rp2.354.949 total
includes taxes & fees
16 Aug - 17 Aug
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Wonderfully decorated, felt like Annapolis all over"
United States
Gabriela
The price is Rp2.783.906
Rp3.173.652 total
includes taxes & fees
17 Aug - 18 Aug
Graduate by Hilton Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room, great customer service and very nice people. The hotel is stunning"
United States
Jessica
The price is Rp3.574.637
Rp4.075.086 total
includes taxes & fees
2 Aug - 3 Aug
The Westin Annapolis

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC
4.0 star property
Upper Marlboro
8.2 out of 10, Very good, (1,002 reviews)
"Great, budget friendly place to stay!"
United States
Awais
The price is Rp2.047.423
Rp2.313.589 total
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton Hotel Largo/Washington DC

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,011 reviews)
"I would stay again"
United States
Tron
The price is Rp3.421.682
Rp4.396.235 total
includes taxes & fees
4 Aug - 5 Aug
Rod 'N' Reel Resort

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (953 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is Rp4.348.842
Rp4.957.680 total
includes taxes & fees
5 Aug - 6 Aug
Annapolis Waterfront Hotel, Autograph Collection

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, (471 reviews)
"helpful staff, nice rooms"
United Kingdom
Jamie
The price is Rp4.052.622
Rp4.955.389 total
includes taxes & fees
23 Aug - 24 Aug
The Inn at Chesapeake Bay Beach Club

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is Rp7.905.516
Rp8.696.068 total
includes taxes & fees
29 Jul - 30 Jul
The Oaks Waterfront

Legacy Villa

Legacy Villa
4.0 star property
Upper Marlboro
Legacy Villa
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A river with boats, a marina, and a town with houses and buildings.

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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.