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

Shady Side 5 Stars Hotels

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Check availability on Shady Side 5 Star Hotels

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Shady Side 5-star hotels

A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A hotel room with a large bed, a chair, a desk, and a television.
A golf course with a water hazard and surrounding trees.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
NT$19,190
NT$21,109 total
includes taxes & fees
Oct 13 - Oct 14
Inn at Perry Cabin
A hot tub in a grassy area with a building in the background.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
James
NT$12,622
NT$14,390 total
includes taxes & fees
Oct 4 - Oct 5
The Inn at Tacaro Estate
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Shady Side.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
NT$2,640
NT$3,009 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,191 reviews)
DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD
NT$4,733
NT$5,395 total
Sep 27 - Sep 28
includes taxes & fees
Graduate by Hilton Annapolis
The Westin Annapolis

The Westin Annapolis

100 Westgate Cir Annapolis MD
NT$5,697
NT$6,494 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
The Westin Annapolis
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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 5-star hotel in Shady Side?
You can find many different pricing options for 5-star hotels in Shady Side on Expedia. The amount you pay will depend on when you plan to travel, length of stay and other factors. Compare available properties for your preferred dates and make use of our pricing and other filters to land the ideal luxury stay.
  • Search for the lowest price per night from NT$3,009
What makes a hotel 5 stars in Shady Side?
Exemplary guest service is integral to every 5-star hotel in Shady Side. From the minute you step through the door, staff cater to your every need, whether offering luggage assistance and storage or providing a turn-down service. Additionally, hotels have to feature upscale conveniences to obtain a 5-star rating. These can include luxury bathrobes, saunas or spas, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Shady Side?
Expedia's filters are the easiest way to find exactly what you're looking for. Select "5-star" and "All inclusive" to show the most luxurious hotels in Shady Side where your meals, lodging, activities and entertainment are included in the upfront price. At these escapes, your vacation is pure extravagance from the moment you pull up to the entrance.

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