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

Find 4 Star Hotels in Shady Side, MD from SAR 439

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Check availability on Shady Side 4 Star Hotels

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

Our top choices for Shady Side 4-star hotels

Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,059 reviews)
"Beautiful hotel. Very clean and amazing staff."
United States
Lena
The price is SAR 385
SAR 439 total
includes taxes & fees
16 Aug - 17 Aug
DoubleTree by Hilton Hotel Annapolis
View from property

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,006 reviews)
"Wonderfully decorated, felt like Annapolis all over"
United States
Gabriela
The price is SAR 566
SAR 646 total
includes taxes & fees
2 Aug - 3 Aug
Graduate by Hilton Annapolis
Lobby

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 SAR 634
SAR 723 total
includes taxes & fees
2 Aug - 3 Aug
The Westin Annapolis
Exterior

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 SAR 428
SAR 484 total
includes taxes & fees
9 Aug - 10 Aug
DoubleTree by Hilton Hotel Largo/Washington DC
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,009 reviews)
"I would stay again"
United States
Tron
The price is SAR 665
SAR 863 total
includes taxes & fees
10 Aug - 11 Aug
Rod 'N' Reel Resort
Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (952 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 SAR 859
SAR 979 total
includes taxes & fees
17 Aug - 18 Aug
Annapolis Waterfront Hotel, Autograph Collection
Front of property - evening/night

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 SAR 847
SAR 1,036 total
includes taxes & fees
23 Aug - 24 Aug
The Inn at Chesapeake Bay Beach Club
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

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 SAR 1,652
SAR 1,817 total
includes taxes & fees
29 Jul - 30 Jul
The Oaks Waterfront
Family House | In-room dining

Legacy Villa

Legacy Villa
4.0 star property
Upper Marlboro
Legacy Villa
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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 Shady Side.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
The price is SAR 2,254 per night from Aug 23 to Aug 24
SAR 2,254
SAR 2,479 total
23 Aug - 24 Aug
includes taxes & fees
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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 Shady Side

Love dining out, parks, and museums? Get away to Shady Side!

See all hotels in Shady Side
A river with boats, a marina, and a town with houses and buildings.

Top Shady Side Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The room was clean and the clean up staff provided prompt service when requested!"
Darren 3-night trip
Posted 2 hours ago
Rod 'N' Reel Resort

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shady Side?
With Expedia's handy filter tool, scoring a superb deal on a 4-star hotel in Shady Side just got simpler. Start by keying in your chosen travel dates and length of your vacation. Then list the results by price and choose a hotel that best suits your budget and style.

  • Search for the lowest price from SAR 1,457

What's the difference between 5-star and 4-star hotels in Shady Side?
Give yourself the luxury treatment during your Shady Side escape by staying at a 4-star hotel. As well as featuring upscale surroundings, these properties are typically filled with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and special one. Concierge assistance, luxurious spas and gourmet dining are only the start of the exclusive services and conveniences you'll likely get access to.
Does Shady Side have any 4-star all-inclusive resorts?
Finding your dream vacation in Shady Side is as easy as typing in your travel details and selecting our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, food and activities, or opt for a standard 4-star resort in or around this leading destination.