Shady Side Holiday Packages
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Shady Side Accommodation
Hoping to stay in the vicinity of Shady Side? You may want to consider Annapolis, as it's the nearest place that has any Wotif-listed properties. If you're into plush bedding and first-rate service, you'll love the Loews Annapolis Hotel (126 West St) and The Westin Annapolis (100 Westgate Cir). If you'd prefer book something more affordable, the Holiday Inn Express & Suites Annapolis (2451 Riva Rd) or the Motel 6 Annapolis (1542 Whitehall Rd) could be right up your alley.
Car Hire in Shady Side
Trying to decide which car hire outlet to pick is really very easy when arriving at Baltimore Washington International Thurgood Marshall Airport. With Hertz just a short walk away from the luggage claim area, you and your squad will be driving off before you know it.
Holidays to Shady Side
Eager to scratch your travel itch in Shady Side? We don't blame you. But before you fly off to this exciting destination, how about we fill you in on the essential details?
If you're arriving here via the city of Davidsonville, Shady Side is 16 kilometres to the southeast. If you're coming in from Annapolis, you'll need to head south for 16 kilometres.
If you've been trying to recall just how many people reside in this part of Western Shore of Maryland but your mind's in packing mode, don't stress — we can help. At the last count, the population was 6 000.
Top Shady Side hotels
Historic Inns of Annapolis
"Very nice room. Super comfortable bed and pillows. Bathroom was clean and a good size. Staff was top notch from the valets to the front desk. The location was convenient to shops, historical sites and restaurants. You won't need your car until you want to check out the rest of the Annapolis area, ..."
Reviewed on 5 July 2026
DoubleTree by Hilton Hotel Annapolis
"Clean rooms"
Reviewed on 5 July 2026
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
"The hotel was decent enough, but inside the room was not finished. You could tell that the room was renovated, with the paint half finished on the walls and the bathroom and the tub was peeling all over"
Reviewed on 5 July 2026
