Shady Side Travel Guide
Tourist Guide
Visit Shady Side
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is £153 per night from 27 Apr to 28 Apr
£153
27 Apr - 28 Apr
includes taxes & fees
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 ...
9/10 Wonderful! (1,852 reviews)
Unauthorized room charges after I checked out of over $100. Still unresolved.
Reviewed on 21 Apr 2026
Comfort Inn Largo-Washington DC East
9421 Largo Drive West Upper Marlboro MD
The price is £81 per night from 13 May to 14 May
£81
13 May - 14 May
includes taxes & fees
Stay at this business-friendly hotel in Upper Marlboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (524 reviews)
Quick stay with pool.
Reviewed on 21 Apr 2026
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
The price is £99 per night from 26 Apr to 27 Apr
£99
26 Apr - 27 Apr
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 ...
8.2/10 Very Good! (1,000 reviews)
The safe was very friendly but the hotel itself is a bit ran down and needs some upgrades. I would not stay here again.
Reviewed on 20 Apr 2026
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.
Lovely bay views with kayaks, bikes, fire pit, crabbing & 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 ...
9.8/10 Exceptional! (29 reviews)
Very clean with modern decor. Owners were attentive and gave detailed instructions for check-in and check-out. Plenty of beds and extra sheets, blankets and towels. Large dining table for game nights. Additional game shed/man cave in the back yard. Very nice property in a cute area with views of ...
Reviewed on 3 Apr 2026
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffee maker and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
10/10 Exceptional! (52 reviews)
Absolutely Lovely, Julia was very sweet and the home had everything you could have thought of or forgotten to bring.
Reviewed on 13 Apr 2026
The Blue Crab Beach House - Free beach passes
North Beach MD
Stay at this holiday home in North Beach. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bayside History Museum and Chesapeake Beach ...
10/10 Exceptional! (83 reviews)
This property is beautiful, modern, clean, well-appointed and is walking distance to the center of everything. The host is responsive, although we did not need her for anything, The house is perfect in every way!
Reviewed on 22 Apr 2026
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.
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- Visit Andrews Air Force Base
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