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

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Check availability on Shady Side 4 Star Hotels

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Top Shady Side 4 Star Hotels

DoubleTree by Hilton Hotel Annapolis
Welcome to DoubleTree by Hilton, featuring a traditional brick facade and a distinctive peaked roof.

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1016)
"Excellent hospitable staff made the stay even better!"
The price is Rp1.606.035
Rp1.830.880 total
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis
Enjoy serene sailing and stunning views of the marina, surrounded by historic landmarks.

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Loved the location and the nautical decor "
The price is Rp2.529.274
Rp2.883.372 total
includes taxes & fees
3 Aug - 4 Aug
Graduate by Hilton Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Relax in this serene room with a large bed, a comfortable armchair, and a floor lamp, offering a view of the nearby water.

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (843)
"Front desk staff was very friendly and helpful."
The price is Rp3.592.848
Rp4.095.847 total
includes taxes & fees
17 Aug - 18 Aug
Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Largo/Washington DC
Experience the sleek, modern design of this DoubleTree hotel, featuring a flat roof and a mix of glass and brick facades.

DoubleTree by Hilton Hotel Largo/Washington DC

4.0 star property
7.8 out of 10, Good, (1007)
"Good and solid to stay a night."
The price is Rp2.066.928
Rp2.335.627 total
includes taxes & fees
21 Aug - 22 Aug
DoubleTree by Hilton Hotel Largo/Washington DC
The Westin Annapolis
Experience the grandeur of this classic hotel, featuring a symmetrical facade with a central entrance and evenly spaced windows.

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1004)
"Easy downtown location, walkable to waterfront and great restaurants "
The price is Rp2.594.880
Rp2.958.163 total
includes taxes & fees
10 Aug - 11 Aug
The Westin Annapolis
Rod 'N' Reel Resort
Enjoy the serene waterfront view from this deck, featuring a picnic table and two Adirondack chairs.

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1007)
"Great place to stay."
The price is Rp2.478.469
Rp3.077.000 total
includes taxes & fees
27 Jul - 28 Jul
Rod 'N' Reel Resort
The Inn at Chesapeake Bay Beach Club
Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (403)
"Staff was very polite and friendly. "
The price is Rp3.345.600
Rp4.128.797 total
includes taxes & fees
24 Aug - 25 Aug
The Inn at Chesapeake Bay Beach Club
The Oaks Waterfront
Stately home with a central entrance and two wings, set amidst manicured lawns and shaded by trees.

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (33)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is Rp6.731.465
Rp7.404.611 total
includes taxes & fees
30 Jul - 31 Jul
The Oaks Waterfront
Legacy Villa
Family Room, 3 Bedrooms, Pool View | Private kitchen | Full-sized fridge

Legacy Villa

4.0 star property
The price is Rp5.768.142
Rp6.518.001 total
includes taxes & fees
6 Aug - 7 Aug
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 Rp10.339.177 per night from 7 Aug to 8 Aug
Rp10.339.177
Rp12.510.486 total
7 Aug - 8 Aug
includes taxes & fees
9.4/10 Exceptional! (355 reviews)
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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shady Side?
We can help you easily locate the ideal 4-star hotel for your trip to Shady Side. Use our handy filter tool to tailor your search by things like price, amenities and property star rating and get access to fabulous deals in a few clicks.

  • Search for the lowest price from Rp5.654.528

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.