Shady Side Holidays
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Shady Side Holiday
Our pick of the best Shady Side Hotel Deals
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
8.2/10 Very Good! (1,005 reviews)
Clean room. Friendly staff.
Reviewed on 25 Mar 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$356 per night from 12 Apr to 13 Apr
NZ$356
12 Apr - 13 Apr
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Unique hotel in the heart of Annapolis. The room was lovely, comfortable and well equipped. Parking was a bit expensive $32 one day and strange, couldnt actually park in the covered garrage that was only for vallette patrons. Would have been nice to have a regular coffee maker in the room, only instant ...
Reviewed on 27 Mar 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$316 per night from 5 Apr to 6 Apr
NZ$316
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (1,863 reviews)
Clean room, friendly staff, and the PERFECT location for walking downtown Annapolis.
Reviewed on 24 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.
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.