Shady Side Holidays
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- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
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Shady Side Holiday
Our pick of the best Shady Side Hotel Deals
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$243 per night from 5 July to 6 July
NZ$243
5 July - 6 July
includes taxes & fees
9/10 Wonderful! (1,875 reviews)
"staff and facilities were excellent. I would put slip prevention in the shower"
Reviewed on 29 June 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 5 July to 6 July
NZ$192
5 July - 6 July
includes taxes & fees
8.6/10 Excellent! (1,016 reviews)
"Excellent value for the Annapolis area. Everything was Good or Very Good and the price was quite reasonable compared to other similar properties."
Reviewed on 29 June 2026
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is NZ$228 per night from 19 July to 20 July
NZ$228
19 July - 20 July
includes taxes & fees
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.
Stay near popular Shady Side attractions
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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.
