Find 5 Star Hotels in Shady Side, MD from SAR 354

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Check availability on Shady Side 5 Star Hotels

Our top choices for Shady Side 5-star hotels

Premium bedding, down comforters, in-room safe, desk

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is SAR 1,924
SAR 2,116 total
includes taxes & fees
18 Feb - 19 Feb
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
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 Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

9100 Basil Court Upper Marlboro MD
The price is SAR 366 per night from Feb 28 to Mar 1
SAR 366
SAR 414 total
28 Feb - 1 Mar
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
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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.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Shady Side?
The amount you pay for a 5-star hotel in Shady Side can vary based on when you want to travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to land the best deal on a high-end getaway.

  • Search for the lowest price per night from SAR 354

What makes a hotel 5 stars in Shady Side?
From fine dining venues and all-day fitness centers to swimming pools and superior bedding, the 5-star experience in Shady Side is all about comfort and indulgence. But it calls for more than just top-notch amenities to get a 5-star rating. Accommodations must also offer remarkable guest services like in-room beauty treatments, on-site laundry and dry cleaning and room service any time day or night.
Are there any 5-star all-inclusive resorts in Shady Side?
Our filter tool is the best way to narrow down what you're looking for. Select "All inclusive" and "5-star" to see the most upscale properties in Shady Side where your room, meals, entertainment and activities are included in the price. At these escapes, your trip is pure relaxation and indulgence from the moment you put down your suitcase.