Shady Side
Travel Guide
Visit Shady Side
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,833 reviews)
"Beautiful hotel in the heart of Annapolis. Lots of charm"
Reviewed on 3 Oct 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court, Upper Marlboro, MD
The price is €93 per night from 3 Nov to 4 Nov
€93
3 Nov - 4 Nov
includes taxes & fees
Stay at this 4-star business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Northwest ...
7.8/10 Good! (1,003 reviews)
"Customer Service was excellent."
Reviewed on 29 Sept 2025
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
55 Hampton Park Blvd, Capitol Heights, MD
The price is €82 per night from 26 Oct to 27 Oct
€82
26 Oct - 27 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
5.8/10 (1,886 reviews)
Great place for a stay near DCA
"Great place to stay and very helpful and approachable staff. The only downside was that the exercise room was undergoing remodeling and there was a very limited number of exercise machines."
Reviewed on 23 Sept 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.
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side
Stay at this vacation home in Shady Side. Enjoy laundry facilities and air conditioning. Popular attractions Shadyside Park and Franklin Point State Park are ...
10/10 Exceptional! (2 reviews)
"The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side."
Reviewed on 18 Aug 2025
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.4/10 Exceptional! (117 reviews)
"Beautifully restored historic home, in a quaint neighborhood, near the water and downtown. We loved it!"
Reviewed on 21 Sept 2025
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis
Stay at this vacation home in Annapolis. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions John Smith House and Tose Family Tennis Center ...
10/10 Exceptional! (217 reviews)
"Great house in a perfect location. Our host could not have been better. Easy to contact and very helpful. Thank you!"
Reviewed on 6 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.
