Shady Side Travel Guide
Tourist Guide
Visit Shady Side
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is AU$195 per night from 1 July to 2 July
AU$195
1 July - 2 July
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! (1,856 reviews)
"Maryland Inn is an absolutely fantastic location, but that’s about the only positive I have for it. There’s quite a stench to the place from the time you walk in the front door. We had room 1301. It looks very nice in pictures, but it has the same odor as in the hallways, and the floor was insane ..."
Reviewed on 19 June 2026
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
55 Hampton Park Blvd Capitol Heights MD
The price is AU$164 per night from 24 June to 25 June
AU$164
24 June - 25 June
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. ...
6/10 (2,028 reviews)
"I would not recommend this hotel to anyone, not even my enemies"
Reviewed on 18 June 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is AU$181 per night from 5 July to 6 July
AU$181
5 July - 6 July
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
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 ...
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions John Smith House and Tose Family Tennis Center are ...
10/10 Exceptional! (247 reviews)
"John is an excellent and generous host. Definitely recommend if you are planning to visit Annapolis!"
Reviewed on 15 June 2026
Firefly Cottage at the Cape, Hot Tub, Community beach, summer fun, USNA visits.
Annapolis MD
Stay at this cottage in Annapolis. Enjoy free breakfast, free Wi-Fi and a garden. Popular attractions Annapolis City Dock and Sandy Point State Park are located ...
10/10 Exceptional! (110 reviews)
"We had a wonderful three-night stay and couldn’t have been more pleased with both the property and the host. The cottage was exceptionally comfortable, relaxing, spotless, and very dog-friendly. It provided the perfect place to unwind while visiting family.We did experience a power outage during ..."
Reviewed on 14 June 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.
