Shady Side, MD
Travel Guide
Visit Shady Side

The Cottage
Shady Side
The price is AED 716 per night from Apr 20 to Apr 21
AED 716
AED 1,399 total
includes taxes & fees
20 Apr - 21 Apr
Stay at this vacation home in Shady Side. Enjoy free WiFi and air conditioning. Popular attractions Shadyside Park and Captain Avery Museum are located ...
10/10 Exceptional! (4 reviews)
Beautiful stay
"Beautiful, beautiful, beautiful! Haley was a wonderful host!"
Reviewed on 8 March 2025

Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is AED 621 per night from Apr 20 to Apr 21
AED 621
AED 833 total
includes taxes & fees
20 Apr - 21 Apr
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! (1,736 reviews)
"Attentive! Clean, well decorated. Perfect location"
Reviewed on 15 April 2025

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
55 Hampton Park Blvd, Capitol Heights, MD
The price is AED 321 per night from Apr 20 to Apr 21
AED 321
AED 366 total
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.2/10 (1,563 reviews)
"Staff was very friendly. The only downfall was the elevator. One was broken and the other was kinda sketchy and suuuuper slow."
Reviewed on 7 April 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.

The Cottage
Shady Side
Stay at this vacation home in Shady Side. Enjoy free WiFi and air conditioning. Popular attractions Shadyside Park and Captain Avery Museum are located ...
10/10 Exceptional! (4 reviews)
Beautiful stay
"Beautiful, beautiful, beautiful! Haley was a wonderful host!"
Reviewed on 8 March 2025

Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side
Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and patios. Popular attractions Shadyside Park and Captain Avery ...
9.4/10 Exceptional! (17 reviews)
Weekend Away
"Very clean, everything as described. Awesome host, communication an A+. Would definitely stay again, if we are in the area."
Reviewed on 29 October 2024

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a water park, and patios. Popular attractions John Smith House and Annapolis ...
10/10 Exceptional! (192 reviews)
We loved 10 Randall!
"Everything was just as advertised!! Very charming house in a perfect location. Wonderful gas fireplace in the living room, cute back patio, everything we needed and more! This house was absolutely spotless!! A to the cleaning people!! John was a wonderful host! Went out of his way to check on us ..."
Reviewed on 11 April 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.
- Shadyside Park
- Captain Avery Museum
- Northwest Stadium
- U.S. Naval Academy
- Six Flags America
- Chesapeake Bay Bridge
- Annapolis City Dock
- Sandy Point State Park
- Navy-Marine Corps Memorial Stadium
- Breezy Point Beach
- Westfield Annapolis Mall
- Prince George's Community College
- Anne Arundel Medical Center
- St. Michaels Winery
- Bowie State University
- Show Place Arena
- Chesapeake Beach Water Park
- Annapolis Mall Shopping Center
- Sandy Point Beach
- Maryland Quiet Waters Park
- Annapolis Harbour Center
- Maryland State House
- Rod n Reel Charter Fishing
- Annapolis Harbor Center Shopping Center
- Annapolis Maritime Museum
- Chesapeake Bay Maritime Museum
- William Paca House
- Prince George's Stadium
- Maryland Hall for Creative Arts
- U.S. Naval Academy Golf Club
- Patuxent River
- Thurgood Marshall Memorial