Shady Side Holidays

Name: Historic Inns of Annapolis
Rating: 9

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Your Shady Side Holiday

Simplify your travel planning with a Shady Side holiday package. A great neighbourhood to base yourself in this fascinating city is Historic District, which is good for history and plenty more. Make your trip to Shady Side even more enjoyable by including some sightseeing. Triton Beach, Shadyside Park and Smithsonian Environmental Research Centre are some of the popular attractions you'll want to explore. Your ultimate Shady Side holiday is just clicks away. Explore accommodation, flights and more on Expedia for an adventure that's tailored to suit your style.

Shady Side Holiday

Shady Side Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population	5,800
Max Temp Winter	7ºC
Max Temp Summer	29ºC
Top Sights	Chesapeake Beach Water Park, Bayside History Museum and Thanksgiving Farm Wines

Our pick of the best Shady Side Hotel Deals

DoubleTree by Hilton Hotel Largo/Washington DC

9100 Basil Court Upper Marlboro MD

Fully refundableReserve now, pay when you stay

AU$168

22 Mar - 23 Mar

includes taxes & fees

8.2/10 Very Good! (1,009 reviews)

The room was dirty. They were box in the room and recorded a video that I have. I honestly believe that I need a full refund and I’m also very encouraged to put this video on the social media so people can see how dirty Doubletree in Largo Upperman is dirty.

Reviewed on 1 Mar 2026

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

55 Hampton Park Blvd Capitol Heights MD

Fully refundableReserve now, pay when you stay

AU$128

10 Mar - 11 Mar

includes taxes & fees

6/10 (1,990 reviews)

Horrible

Reviewed on 2 Mar 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

9/10 Wonderful! (1,877 reviews)

Such a cool place to stay! Water pressure wasn’t great but it’s a very old building.

Reviewed on 26 Feb 2026

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See all 1,171 properties in Shady Side

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.