Shady Side Vacations from $310
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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.
Hotel Arboretum
Northeast
Price was $629, price is now $310 per person
$310
per person
Nov 12 - Nov 19
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,015 reviews)
Overall I can’t say the stay was subpar but our beds were missing bed skirts and housekeeping told me to call the front desk manager about it (I didn’t). Also, there were visible stains on the floor and mini fridge. I didn’t get my coffee area restocked the second day, either. My keys stopped working on day two and I had to get new ones.
Reviewed on Oct 12, 2025
Park Hyatt Washington
Northwest
Price was $2,204, price is now $651 per person
$651
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Washington (DCA)
9.2/10 Wonderful! (876 reviews)
Staff at the front desk greeted me warmly. When I shared that it was my first time staying at the hotel (and I visit Washington DC about 12 times a year), I received an automatic upgrade! Free Peleton in the room allowed me to workout in the morning before a full day of meeting. the coffee in the room was SUPERB! Can't tell you how relaxing it is to have a cup of fresh brewed decaf - so delicious - before rest! I can't wait to bring my husband!
Reviewed on Sep 28, 2025
InterContinental Washington D.C. - The Wharf by IHG
The Wharf
Price was $596, price is now $345 per person
$345
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,010 reviews)
Everyone and everything is what you expect from a top tier hotel…
The location is perfect for casual walking or just taking in the views!
Reviewed on Oct 12, 2025
Canopy by Hilton Washington DC Bethesda North
Save 100% on your flight
Price was $960, price is now $556 per person
$556
per person
Nov 12 - Nov 19
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,005 reviews)
This hotel was so stylish and clean that my husband and I were able to relax comfortably.
The Canopy Hotel in Baltimore is nice too, but the Canopy Hotel in Bethesda is even better — not only is the hotel great, but there are also many good restaurants, coffee shops, and places to shop nearby.
Reviewed on Oct 7, 2025
The Melrose Georgetown Hotel
Northwest
Save 100% on your flight
Price was $752, price is now $448 per person
$448
per person
Nov 12 - Nov 19
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (2,411 reviews)
The hotel was a four star. The rooms were clean but they were also worn in that the carpets were slightly dingy and the furnishings a bit worn. It isn’t something that detracts - but you notice.
That being said the location is great. The staff is helpful and communicative and it is a solid book. Would stay there again.
Reviewed on Oct 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 Largo/Washington DC
9100 Basil Court, Upper Marlboro, MD
$94 nightly
The price is $107 total per night from Nov 3 to Nov 4
$107 total
Nov 3 - Nov 4
Total with taxes and fees
7.8/10 Good! (1,014 reviews)
"The hotel staff is very nice. My room was very clean. The food in the restaurant is good, but not great. I was more than satisfied with the food service. It's a quiet place convenient to restaurants and shopping. My only dissatisfaction was with breakfast hours. I scanned the QR code on the TV. It ..."
Reviewed on Oct 9, 2025
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $166 total per night from Nov 2 to Nov 3
$166 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,846 reviews)
"Quaint historic inn centrally located in the heart of Annapolis. Room was spacious and comfortable. Staff was very friendly."
Reviewed on Oct 10, 2025
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
55 Hampton Park Blvd, Capitol Heights, MD
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Oct 26 to Oct 27
$96 total
Oct 26 - Oct 27
Total with taxes and fees
5.8/10 (1,898 reviews)
"Great clean room. Everything worked. Thank you."
Reviewed on Oct 10, 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.
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 |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
