Find 5 Star Hotels in Shady Side, MD from SAR 348

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Compare Shady Side 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Inn at Perry Cabin
Outdoor dining

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (324)
"Anniversary weekend. We relaxed and enjoyed to town of St Michaels and the beautiful property."
The price is SAR 1,450
SAR 1,755 total
includes taxes & fees
9 Jan - 10 January 2025
Inn at Perry Cabin
The Inn at Tacaro Estate
Room

The Inn at Tacaro Estate

5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is SAR 953
SAR 1,086 total
includes taxes & fees
26 Dec - 27 Dec
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
The price is SAR 348 per night from Jan 4 to Jan 5
SAR 348
SAR 397 total
includes taxes & fees
4 Jan - 5 January 2025
8.4/10 Very Good! (1,001 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.

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 348

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.
Are there any 5-star vacation rentals in Shady Side?
Our site doesn’t have any 5-star vacation rentals in Shady Side. However, you will still find some top-rated stays where the only item on your agenda will be to kick back and enjoy yourself. View what’s available by searching through our vacation rentals in Shady Side.