Shady Side Holidays
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- Better togetherSave up to NZ$616 when you book a flight and hotel together*
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Shady Side Holiday
Our pick of the best Shady Side Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$146 per night from 4 Jan to 5 Jan
NZ$146
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
did not dine in your hotel.
Reviewed on 24 Dec 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is NZ$177 per night from 11 Jan to 12 Jan
NZ$177
11 Jan - 12 Jan 2026
includes taxes & fees
8/10 Very Good! (1,008 reviews)
It was fake .
Reviewed on 26 Dec 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,895 reviews)
Best place to stay is the main building
Reviewed on 22 Dec 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.
Discover the most popular places to visit in Shady Side
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
