Shady Side Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Shady Side Vacation Packages
Shady Side Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ₩107,577 per night from Jan 4 to Jan 5
₩107,577
₩122,638 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
did not dine in your hotel.
Reviewed on Dec 24, 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is ₩132,099 per night from Jan 11 to Jan 12
₩132,099
₩149,271 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8/10 Very Good! (1,014 reviews)
Great stay!
Reviewed on Dec 22, 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,907 reviews)
Best place to stay is the main building
Reviewed on Dec 22, 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 savor 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.
