
Shady Side Vacations from $356
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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

Beacon Hotel & Corporate Quarters
Reviewed on Dec 10, 2025

Embassy Suites by Hilton Washington D.C. – Convention Center
Reviewed on Dec 1, 2025


The Darcy Hotel
Reviewed on Dec 8, 2025

The Dupont Circle Hotel
Reviewed on Dec 12, 2025
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 Annapolis
Great
Reviewed on Dec 9, 2025

DoubleTree by Hilton Hotel Largo/Washington DC
The staff was nice and the room was clean. My only complaint was that the remote in our room did not work well.
Reviewed on Dec 10, 2025

Historic Inns of Annapolis
Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking.
Reviewed on Dec 11, 2025
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 |



















