Shady Side, MD
Travel Guide
Visit Shady Side
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $104 total per night from Feb 12 to Feb 13
$104 total
Feb 12 - Feb 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Northwest ...
8.2/10 Very Good! (1,006 reviews)
Adrian at the front desk customer service was amazing.
Reviewed on Jan 23, 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
$153 nightly
The price is $175 total per night from Feb 15 to Feb 16
$175 total
Feb 15 - Feb 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.2/10 Wonderful! (1,009 reviews)
Room was great and staff was friendly as usual. Our favorite Annapolis hotel.
Reviewed on Jan 24, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$189 nightly
The price is $215 total per night from Mar 1 to Mar 2
$215 total
Mar 1 - Mar 2
Total with taxes and fees
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 ...
9/10 Wonderful! (1,904 reviews)
This Inn is a historic gem. The room is spacious and staff friendly and customer focused. The area is like going back in time architecturally.
Reviewed on Jan 22, 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 vacation 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 Oct 14, 2025
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hammond-Harwood House and French Soldiers Monument ...
10/10 Exceptional! (126 reviews)
Great location & host.
Reviewed on Dec 28, 2025
The Blue Crab Beach House - Free beach passes
North Beach MD
Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ...
10/10 Exceptional! (78 reviews)
Everything was fine and comfortable
Reviewed on Dec 27, 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 savor its top-notch restaurants.
Captain Avery Museum
You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
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- Shadyside Park
- Captain Avery Museum
- U.S. Naval Academy
- Chesapeake Bay Bridge
- Anne Arundel Medical Center
- Chesapeake Bay
- Sandy Point State Park
- Annapolis City Dock
- Annapolis Mall Shopping Center
- Show Place Arena
- Maryland State House
- Navy-Marine Corps Memorial Stadium
- Chesapeake Bay Maritime Museum
- Westfield Annapolis Mall
- Breezy Point Beach
- Annapolis Maritime Museum
- St. Michaels Winery
- Bowie State University
- Annapolis Harbor Center Shopping Center
- Maryland Quiet Waters Park
- Maryland Hall for Creative Arts
- William Paca House
- Chesapeake Beach Water Park
- Prince George's Community College
- Kunta Kinte–Alex Haley Memorial
- Chesapeake Bay Environmental Center
