Shady Side Travel Guide
Tourist Guide
Visit Shady Side
Historic Inns of Annapolis
58 State Circle Annapolis MD
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,905 reviews)
Location perfect
Reviewed on 23 Nov 2025
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
55 Hampton Park Blvd Capitol Heights MD
The price is AU$146 per night from 21 Dec to 22 Dec
AU$146
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the clean rooms in their reviews. ...
5.8/10 (1,958 reviews)
Excellent
Reviewed on 3 Dec 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
The price is AU$157 per night from 21 Dec to 22 Dec
AU$157
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge) and a 24-hour fitness centre. Popular attractions Northwest ...
8/10 Very Good! (1,001 reviews)
Great staff
Reviewed on 2 Dec 2025
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.
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side MD
Stay at this family-friendly holiday home in Shady Side. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shadyside Park and Captain Avery ...
9.6/10 Exceptional! (21 reviews)
Nice Get Away
Cute cottage in quiet neighborhood for a get away to the Eastern shore. Description is accurate and Mary was easy to communicate with. We enjoyed our stay.
Reviewed on 22 June 2025
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side MD
Stay at this holiday home in Shady Side. Enjoy laundry facilities and air conditioning. Popular attractions Shadyside Park and Franklin Point State Park are ...
10/10 Exceptional! (4 reviews)
Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host.
Reviewed on 14 Oct 2025
Floating 2 bed 2 bath condo stunning views of the bay
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffee maker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7/10 Good! (6 reviews)
Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...
Reviewed on 8 Oct 2025
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.
Popular places to visit
Shadyside Park
Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
Captain Avery Museum
You can spend time exploring the galleries in Captain Avery Museum during your trip to Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
