Shady Side Vacations from $165
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
The Latest Shady Side Vacation Packages
- Beacon Hotel & Corporate Quarters
Aug 28 - Aug 30Beacon Hotel & Corporate Quarters + Flight
Downtown Washington D.C.2 nights3.5 star property7.6/10 - Good (1,021 reviews)"The staff was very helpful and nice, but every aspect behind the staff was ok and terrible"Reviewed July 16, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Eurostars Saint Gregory Dupont Circle Georgetown
Sep 24 - Sep 30Eurostars Saint Gregory Dupont Circle Georgetown + Flight
Downtown Washington D.C.6 nights4.0 star property8.8/10 - Excellent (1,000 reviews)"Please don’t"Reviewed July 16, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Kellogg Conference Hotel at Gallaudet University
Sep 3 - Sep 7Kellogg Conference Hotel at Gallaudet University + Flight
Northeast4 nights3.0 star property8.2/10 - Very Good (1,000 reviews)"The stay wasn’t great at all. We had very noisy neighbours. When we called the reception the first time, they said they would take care of it, but no one did. We called the second time, then someone came and knocked on our door first to confirm that it was us that called, which is unprofessional. It sounded like he talked to the noisy neighbours. Nothing changed. We had just enough after and had to bang on the wall and yell for the neighbours to stop. After that, they were quiet. After we got..."Reviewed July 13, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Sofitel Washington DC Lafayette Square
Sep 24 - Sep 30Sofitel Washington DC Lafayette Square + Flight
Downtown Washington D.C.6 nights5.0 star property9.0/10 - Wonderful (1,224 reviews)Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Arlo Washington DC
Sep 18 - Sep 21Arlo Washington DC + Flight
Northwest3 nights4.0 star property9.4/10 - Exceptional (1,785 reviews)"Everything was wonderful."Reviewed July 15, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop
Shady Side Hotel Deals
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent Island
Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham Gambrills
Frequently Asked Questions
How much does a Shady Side vacation package cost?
You can pick up a vacation package to this destination from $165 on Expedia. But how much your vacation to Shady Side costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Shady Side?
You can generally find reduced prices and better availability in November, December and January. Take a look at our cheap Shady Side vacation packages and you could score some great off-season discounts.
How many days is enough for Shady Side?
The ideal duration for your Shady Side vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to check out all the top sights and discover some hidden gems along the way.
Is it worth booking a vacation package to Shady Side?
Whether you're planning to visit attractions like Shadyside Park and Captain Avery Museum, or want to experience its top-notch fishing and watersports, a Shady Side vacation will leave you with lasting memories. Book your getaway with Expedia and discover why Shady Side is such a good vacation destination.
How to find the best Shady Side package deals?
Use Expedia's filters to find some of the best Shady Side package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Shady Side package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Shady Side vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Shady Side vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Shady Side?
If you have your Shady Side travel dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Shady Side vacation packages?
If you're like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Shady Side break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.