Shady Side 5 Stars Hotels

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Our top choices for Shady Side 5-star hotels

Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is NT$16,319
NT$19,746 total
includes taxes & fees
Dec 14 - Dec 15
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, sun loungers
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11)
"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 NT$2,858 per night from Jan 8 to Jan 9
NT$2,858
NT$3,230 total
Jan 8 - 2026/1/9
includes taxes & fees
8/10 Very Good! (1,003 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?
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$2,712

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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