Shady Side Vacations from $356
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Your Shady Side Vacation
Take the stress out of travel planning by booking a Shady Side vacation package. One of the best neighborhoods to base yourself in this vibrant city is Deale Beach, which is good for walking and a lot more. Shadyside Park, Franklin Point State Park and Galesville Heritage Museum are just some of the attractions you'll want to explore during your trip to Shady Side. That dream Shady Side vacation is clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored to suit your style.
The Latest Shady Side vacation packages
Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters
Downtown Washington D.C.
Save 100% on your flight
Price was $531, price is now $356 per person
$356
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
7.6/10 Good! (1,022 reviews)
I did not use the parking facilities
Reviewed on Dec 10, 2025
Embassy Suites by Hilton Washington D.C. – Convention Center
Downtown Washington D.C.
Save 100% on your flight
Price was $908, price is now $531 per person
$531
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (2,031 reviews)
Staff was kind, rooms were clean, breakfast was decent. My only 2 complaints, which are not biggies, are that the beds are not comfortable and that i didnt like being harrassed daily to buy a vacation package for hilton. I would however stay here again.
Reviewed on Dec 1, 2025
The Darcy Hotel
Downtown Washington D.C.
Save 100% on your flight
Price was $686, price is now $446 per person
$446
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,445 reviews)
Great hotel! Very clean. Warm staff. Will definitely stay here again.
Reviewed on Dec 8, 2025
The Dupont Circle Hotel
Northwest
Save 100% on your flight
Price was $1,026, price is now $688 per person
$688
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,788 reviews)
Although the hotel was very nice, the staff was the best part for our experience there. They were always there with excellent advice and help. Place is a bit pricey, but it was very comfortable and had some nice extras in the room like fruit sparkling water, etc. Be careful with the alcohol fridge, as if you only take out one to look at, it be charged to your account. The cost of a little wine bottle is 30 dollars. We made that mistake, but the staff quickly adjusted our bill.
Reviewed on Dec 12, 2025
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.
Captain Avery Museum
You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
Shady Side Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Dec 28 to Dec 29
$87 total
Dec 28 - Dec 29
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
Great
Reviewed on Dec 9, 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $104 total per night from Dec 14 to Dec 15
$104 total
Dec 14 - Dec 15
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
The staff was nice and the room was clean. My only complaint was that the remote in our room did not work well.
Reviewed on Dec 10, 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $187 total per night from Dec 21 to Dec 22
$187 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,898 reviews)
Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking.
Reviewed on Dec 11, 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.
Find the Best Shady Side Vacation Packages
Shady Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Population | 5,800 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | Chesapeake Beach Water Park, Matapeake State Park and Bayside History Museum |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
