Shady Side Travel Guide
Tourist Guide
Visit Shady Side
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
The price is NZ$224 per night from 12 Apr to 13 Apr
NZ$224
12 Apr - 13 Apr
includes taxes & fees
Stay at this business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge) and a 24-hour fitness centre. Popular attractions Northwest ...
8.2/10 Very Good! (1,007 reviews)
Very friendly staff, room was clean, elevator was shaky and hallways seemed little outdated and needed attention.
Reviewed on 29 Mar 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is NZ$356 per night from 12 Apr to 13 Apr
NZ$356
12 Apr - 13 Apr
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
9.4/10 Exceptional! (1,003 reviews)
The brunch setting and setup looked amazing. Sadly, we had plans to eat in DTA and didn’t get to experience the brunch. The vibes of the hotel, the attentive staff, and the housekeeping was top notch. We are returning to stay again for commissioning week!
Reviewed on 29 Mar 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is NZ$316 per night from 5 Apr to 6 Apr
NZ$316
5 Apr - 6 Apr
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! (1,865 reviews)
Historic charm, lovely location, friendly, helpful staff.
Reviewed on 29 Mar 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.
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffee maker and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
9.8/10 Exceptional! (50 reviews)
Julia was fantastic! We came with 6 ladies for a surprise bachelorette weekend. She even gave us recommendations for super fun local venues and restaurants accounting for what was closed in the ‘off-season’. I don’t think there can be an off-season here. Everyone was so friendly and helpful with ...
Reviewed on 23 Mar 2026
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Stevensville MD
Stay at this golf holiday home in Stevensville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Matapeake State Park and Northern Chesapeake ...
10/10 Exceptional! (16 reviews)
This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family ...
Reviewed on 30 Nov 2025
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located ...
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.