Shady Side, MD
Travel Guide
Visit Shady Side
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
$92 nightly
The price is $104 total per night from Jan 1 to Jan 2
$104 total
Jan 1 - Jan 2, 2026
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! (1,003 reviews)
The staff was nice and the room was clean. My only complaint was that the remote in our room did not work well.
Reviewed on Dec 10, 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
$164 nightly
The price is $187 total per night from Dec 22 to Dec 23
$187 total
Dec 22 - Dec 23
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 ...
8.8/10 Excellent! (1,898 reviews)
Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking.
Reviewed on Dec 11, 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$82 nightly
The price is $94 total per night from Dec 28 to Dec 29
$94 total
Dec 28 - Dec 29
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! (1,011 reviews)
Staff and amenities
Reviewed on Dec 14, 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.
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side MD
Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shadyside Park and Captain ...
9.6/10 Exceptional! (21 reviews)
Nice Get Away
Cute cottage in quiet neighborhood for a get away to the Eastern shore. Description is accurate and Mary was easy to communicate with. We enjoyed our stay.
Reviewed on Jun 22, 2025
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
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
- Navy-Marine Corps Memorial Stadium
- Chesapeake Bay
- Anne Arundel Medical Center
- Annapolis City Dock
- Chesapeake Bay Bridge
- Annapolis Mall Shopping Center
- Sandy Point State Park
- Westfield Annapolis Mall
- Show Place Arena
- Bowie State University
- Breezy Point Beach
- Annapolis Harbor Center Shopping Center
- Maryland State House
- Annapolis Maritime Museum
- Maryland Quiet Waters Park
- St. Michaels Winery
- Rod n Reel Charter Fishing
- Maryland Hall for Creative Arts
- Chesapeake Bay Maritime Museum
- Chesapeake Beach Water Park
- Prince George's Stadium
- Prince George's Community College
- William Paca House
- Northern Chesapeake Bay
- Renditions Golf Club
