Shady Side, MD
Travel Guide
Visit Shady Side
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$75 nightly
The price is $86 total per night from Feb 8 to Feb 9
$86 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,000 reviews)
Staff was amazing!!! The place was clean!!! Bathroom was out dated and had a couple holes in the ceiling by the fan. Pillows were tiny, that was probably my biggest issue. Had a restaurant inside, didn’t stop in during the evening. Had breakfast, price was reasonable. Got the buffet, food was ...
Reviewed on Jan 6, 2026
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
$92 nightly
The price is $104 total per night from Jan 22 to Jan 23
$104 total
Jan 22 - Jan 23
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 ...
8/10 Very Good! (1,005 reviews)
Yes
Reviewed on Dec 30, 2025
Graduate by Hilton Annapolis
126 West St Annapolis MD
$146 nightly
The price is $166 total per night from Jan 18 to Jan 19
$166 total
Jan 18 - Jan 19
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! (1,004 reviews)
Pleasant staff. Good location to walk to restaurants, shops.
Reviewed on Dec 30, 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 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
Floating 2 bed 2 bath condo stunning views of the bay
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7/10 Good! (6 reviews)
Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...
Reviewed on Oct 8, 2025
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Ellen O. Moyer Nature Park at Back ...
10/10 Exceptional! (33 reviews)
Excellent location and large house! Would love to stay again.
Reviewed on Nov 16, 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
- Anne Arundel Medical Center
- Chesapeake Bay Bridge
- Annapolis City Dock
- Annapolis Mall Shopping Center
- Navy-Marine Corps Memorial Stadium
- Sandy Point State Park
- Chesapeake Bay
- Show Place Arena
- Westfield Annapolis Mall
- Bowie State University
- Breezy Point Beach
- Annapolis Maritime Museum
- St. Michaels Winery
- Annapolis Harbor Center Shopping Center
- Maryland State House
- Maryland Quiet Waters Park
- Chesapeake Bay Maritime Museum
- Chesapeake Beach Water Park
- Maryland Hall for Creative Arts
- Prince George's Community College
- William Paca House
- Rod n Reel Charter Fishing
- Prince George's Stadium
- Thurgood Marshall Memorial
