
Shady Side Vacations from $387
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Your Shady Side Vacation
Take the stress out of travel planning by booking a Shady Side vacation package. One of the best neighborhoods to base yourself in this vibrant city is Deale Beach, which is good for walking and a lot more. Shadyside Park, Franklin Point State Park and Galesville Heritage Museum are just some of the attractions you'll want to explore during your trip to Shady Side. That dream Shady Side vacation is clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored to suit your style.
The Latest Shady Side vacation packages

Sheraton Pentagon City Hotel
Reviewed on Feb 22, 2026

Sofitel Washington DC Lafayette Square
Reviewed on Feb 16, 2026

InterContinental Washington D.C. - The Wharf by IHG
Reviewed on Feb 23, 2026

The Churchill Hotel near Embassy Row
Reviewed on Feb 16, 2026

The Normandy Hotel
Reviewed on Feb 15, 2026
Discover the most popular places to visit in Shady Side
Shadyside Park
Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
Captain Avery Museum
You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
Shady Side Hotel Deals

DoubleTree by Hilton Hotel Largo/Washington DC
A clean and comfy room. A good location.
Reviewed on Feb 17, 2026

Historic Inns of Annapolis
Perfect location. Clean room, nice amount of space, and friendly staff.
Reviewed on Feb 19, 2026

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Kool
Reviewed on Feb 16, 2026
Find the Best Shady Side Vacation Packages
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 | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | Chesapeake Beach Water Park, Matapeake State Park and Bayside History Museum |




















