Shady Side Travel Guide
Tourist Guide
Visit Shady Side
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is AU$265 per night from 29 Mar to 30 Mar
AU$265
29 Mar - 30 Mar
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
9.4/10 Exceptional! (1,005 reviews)
Lovely and fun theme hotel. Staff was wonderdul
Reviewed on 8 Mar 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is AU$177 per night from 14 Mar to 15 Mar
AU$177
14 Mar - 15 Mar
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,010 reviews)
Nice
Reviewed on 9 Mar 2026
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 ...
9/10 Wonderful! (1,886 reviews)
Great location for walking around Annapolis
Reviewed on 9 Mar 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.
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
Charming Annapolis WaterVIEW Home
Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis Golf Club are located ...
9.8/10 Exceptional! (63 reviews)
The host was very welcoming and responsive before and during the stay for my questions. The house was clean and comfortable. The hot tub was lovely for a soak. We enjoyed the walk to and sitting on the peaceful community beach. Thank you!
Reviewed on 22 Feb 2026
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located ...
9.8/10 Exceptional! (197 reviews)
Great house right in the heart of town!
Reviewed on 3 Jan 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.
