Find 5 Star Hotels in Shady Side, MD from SAR 465

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Check availability on Shady Side 5 Star Hotels

Tonight
29 Apr - 30 Apr
Tomorrow
30 Apr - 1 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Shady Side 5-star hotels

Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (380 reviews)
"The Inn at Perry Cabin was a great option "
United States
Kate
The price is SAR 2,262
SAR 2,488 total
includes taxes & fees
14 May - 15 May
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, (13 reviews)
"Beautiful place to stay with a breathtaking view of the Chesapeake Bay from a hilltop. Has a speakeasy bar in the basement which takes you back to the 1920’s. Breakfast is very subperb!"
United States
Philip
The price is SAR 1,138
SAR 1,297 total
includes taxes & fees
11 May - 12 May
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 411 per night from May 17 to May 18
SAR 411
SAR 465 total
17 May - 18 May
includes taxes & fees
8.2/10 Very Good! (1,000 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 465

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.

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