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Shady Side

Name: Graduate by Hilton Annapolis
Rating: 9.4

A river with boats, a marina, and a town with houses and buildings.

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Shady Side Flights as Low as $203

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

All deals

One way

Roundtrip

Tue, Jul 21 - Tue, Jul 28

LAS

Harry Reid Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$203

Roundtrip

found 4 days ago

Wed, Aug 12 - Tue, Sep 1

LAS

Harry Reid Intl.

DCA

Ronald Reagan Washington National

$211

Roundtrip

found 3 hours ago

Tue, Sep 15 - Tue, Sep 22

XNA

Northwest Arkansas Regional

DCA

Ronald Reagan Washington National

$220

Roundtrip

found 23 hours ago

Wed, Aug 12 - Tue, Sep 1

LAS

Harry Reid Intl.

DCA

Ronald Reagan Washington National

$241

Roundtrip

found 3 hours ago

Wed, Aug 12 - Tue, Sep 1

LAS

Harry Reid Intl.

DCA

Ronald Reagan Washington National

$241

Roundtrip

found 3 hours ago

Tue, Aug 4 - Fri, Aug 21

LAS

Harry Reid Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$257

Roundtrip

found 4 days ago

Tue, Jul 21 - Tue, Jul 28

LAS

Harry Reid Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$263

Roundtrip

found 4 days ago

Tue, Sep 1 - Wed, Sep 16

ABQ

Albuquerque Intl. Sunport

BWI

Baltimore Washington Intl. Thurgood Marshall

$325

Roundtrip

found 9 hours ago

Fri, Aug 21 - Sun, Sep 6

LAS

Harry Reid Intl.

DCA

Ronald Reagan Washington National

$328

Roundtrip

found 6 days ago

Sat, Aug 29 - Sun, Sep 13

ABQ

Albuquerque Intl. Sunport

DCA

Ronald Reagan Washington National

$349

Roundtrip

found 3 hours ago

Tue, Jun 30 - Wed, Jul 8

XNA

Northwest Arkansas Regional

BWI

Baltimore Washington Intl. Thurgood Marshall

$383

Roundtrip

found 3 days ago

Wed, Sep 30 - Wed, Oct 14

YVR

Vancouver Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$448

Roundtrip

found 1 day ago

Fri, Sep 18 - Mon, Sep 28

YVR

Vancouver Intl.

DCA

Ronald Reagan Washington National

$449

Roundtrip

found 9 hours ago

Sat, Aug 29 - Tue, Sep 15

YVR

Vancouver Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$519

Roundtrip

found 1 day ago

Tue, Jul 21 - Sun, Jul 26

YVR

Vancouver Intl.

DCA

Ronald Reagan Washington National

$932

Roundtrip

found 9 hours ago

Tue, Aug 18 - Sun, Aug 23

YXX

Abbotsford Intl.

DCA

Ronald Reagan Washington National

$947

Roundtrip

found 9 hours ago

Cheap Flights to Shady Side

Fall in love at first flight with your vacation to Shady Side by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Shady Side on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Shady Side, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Shady Side

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Shady Side with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the DCA airport.

What is the cheapest month to fly to Shady Side?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Shady Side are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Shady Side?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Shady Side.

What airport is best to fly into Shady Side?

When you’re planning your trip to Shady Side, convenience is the name of the game. Luckily, Shady Side Tipton Airport is nearby so you can deplane and get going on checking off everything on your Shady Side must-do list.

How much are flights to Shady Side?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Shady Side on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $203, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Shady Side?

The trick to saving a stack of cash on your flight to Shady Side? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $203 right now, why wait?

Shady Side Flight Information
Destination airport	Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code	BWI
Roundtrip price	$203

Last Minute Hotel Deals in Shady Side

Historic Inns of Annapolis

58 State Circle Annapolis MD

Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

9/10 Wonderful! (1,875 reviews)

"staff and facilities were excellent. I would put slip prevention in the shower"

Reviewed on Jun 29, 2026

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DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...

8.6/10 Excellent! (1,013 reviews)

"Loved me room. Very nice hotel. I will stay there again when in the area!"

Reviewed on Jun 28, 2026

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DoubleTree by Hilton Hotel Largo/Washington DC

9100 Basil Court Upper Marlboro MD

Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Northwest ...

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Comfort Inn Largo-Washington DC East

9421 Largo Drive West Upper Marlboro MD

Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

8/10 Very Good! (674 reviews)

"First off, I would like to say the staff at this property are doing the best they can with what they’ve been given. This hotel is the most run down property I’ve stayed at. You can only do so much to tidy up a place when that is so obviously in need of repair. Also, for some reason the roughness ..."

Reviewed on Jun 29, 2026

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Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

8.8/10 Excellent! (1,005 reviews)

"Staff was very helpful with a family emergency. Excellent customer service."

Reviewed on Jun 29, 2026

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La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

55 Hampton Park Blvd Capitol Heights MD

Book a stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...

6/10 (2,021 reviews)

"The breakfast was good,staff was helpful."

Reviewed on Jun 28, 2026

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Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...

8.8/10 Excellent! (939 reviews)

"When we arrived people were still checking out because of the problem with the elevators. So we have to wait for the room to be cleaned. We booked a handicap room but was giving a standard room I called down to the desk and they did move us to a handicap room. The Restaurant was closed for remodeling. ..."

Reviewed on Jun 17, 2026

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Graduate by Hilton Annapolis

126 West St Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...

9.4/10 Exceptional! (1,003 reviews)

"Convenient location. Beautiful property. Friendly staff!"

Reviewed on Jun 27, 2026

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See all 1,193 properties in Shady Side

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.

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