Shady Side Hotel Guide - 5 Stars Hotels in Shady Side, Maryland

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Check availability on Shady Side 5 Star Hotels

Tonight
20 Apr - 21 Apr
Tomorrow
21 Apr - 22 Apr
This weekend
24 Apr - 26 Apr
Next weekend
1 May - 3 May

Our top choices for Shady Side 5-star hotels

Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (380 reviews)
"We had a great stay, hotel was very clean and food was great"
United States
Jonathan
The price is Rp10.352.304
Rp11.387.535 total
includes taxes & fees
5 May - 6 May
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, pool 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)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The price is Rp4.429.777
Rp5.049.956 total
includes taxes & fees
27 Apr - 28 Apr
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.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD
The price is Rp3.237.885 per night from 3 May to 4 May
Rp3.237.885
Rp3.691.292 total
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,002 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?
There are a range of pricing options for a 5-star hotel in Shady Side on Expedia. The amount you pay will depend on your travel dates, trip length and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to lock in the ideal upscale stay.

  • Search for the lowest price per night from Rp2.302.373

What makes a hotel 5 stars in Shady Side?
From high-end dining venues and fitness centres to pools and dreamy bedding, the 5-star experience in Shady Side is all about luxury and comfort. But it calls for more than just top-notch perks to earn a 5-star rating. Hotels also have to deliver superb guest services like in-room massage treatments, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Shady Side?
Use Expedia's filters to find a luxury escape in Shady Side where everything you need is included in the price. After your initial search, narrow down your results for hotels that have a 5-star rating and are deemed "All inclusive." The first thing on the schedule at these stays? Pure indulgence and relaxation.