$365 Cheap flights to Shenandoah County

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Top places to visit in Shenandoah County

A panoramic view of a lush green valley with rolling hills and a stone wall in the foreground.
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Woodstock

Woodstock

Cheap flights to Shenandoah County from $365 One Way, $466 Round Trip

$466 return flights and $365 one-way flights to Shenandoah County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 3 - Mon, Sep 7
MCO
Orlando
SHD
Weyers Cave
$466 Roundtrip, found 1 day ago
$466
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando to Weyers Cave, returning Mon, Sep 7, priced at $466 found 1 day ago
Thu, Sep 3 - Mon, Sep 7
MCO
Orlando
SHD
Weyers Cave
$584 Roundtrip, found 1 day ago
$584
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando to Weyers Cave, returning Mon, Sep 7, priced at $584 found 1 day ago
Thu, Sep 3 - Mon, Sep 7
MCO
Orlando
SHD
Weyers Cave
$598 Roundtrip, found 1 day ago
$598
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando to Weyers Cave, returning Mon, Sep 7, priced at $598 found 1 day ago
Thu, Sep 3 - Mon, Sep 7
MCO
Orlando
SHD
Weyers Cave
$628 Roundtrip, found 1 day ago
$628
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando to Weyers Cave, returning Mon, Sep 7, priced at $628 found 1 day ago
Thu, Sep 3 - Mon, Sep 7
MCO
Orlando
SHD
Weyers Cave
$652 Roundtrip, found 1 day ago
$652
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando to Weyers Cave, returning Mon, Sep 7, priced at $652 found 1 day ago
Thu, Sep 3 - Mon, Sep 7
MCO
Orlando
SHD
Weyers Cave
$662 Roundtrip, found 1 day ago
$662
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 3 from Orlando to Weyers Cave, returning Mon, Sep 7, priced at $662 found 1 day ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ATLMount SidneyAugust 8 to August 15$551
MCOMount SidneyAugust 9 to August 16$673
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Shenandoah County Accommodation Deals

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Aug 11 to Aug 12
$90 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowRamada by Wyndham Strasburg/Shenandoah Valley
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

2 out of 5
655 Alum Springs Rd Basye VA
$158 nightly
The price is $174 total per night from Aug 31 to Sep 1
$174 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this cabin in Basye. Enjoy free parking, patios, and climate control. Popular attraction Bryce Ski Resort is located nearby.
9.6/10 Exceptional! (87 reviews)
"It was a great experience. The set up of the cabin is great and cozy. Great location to tourist attractions. Keep in mind the cabin has carpet EVEN IN THE BATHHROOM!! which made our bathroom have a terrible smell of urine. They came to “clean” the bathroom but the carpet was untouched. Just because ..."

Reviewed on Jul 29, 2026

Opens in a new windowPostcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
Fully refundable
$116 nightly
The price is $130 total per night from Aug 16 to Aug 17
$130 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,001 reviews)
"Great start overall"

Reviewed on Jul 31, 2026

Opens in a new windowHoliday Inn Express Woodstock-Shenandoah Valley by IHG
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Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Fully refundable
$96 nightly
The price is $108 total per night from Aug 9 to Aug 10
$108 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowComfort Inn Woodstock Shenandoah
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Shenandoah County

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Shenandoah County. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Shenandoah County. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Shenandoah County flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Shenandoah County and Shenandoah County flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Shenandoah County?
With 12 airlines ready to take you away to Shenandoah County, finding the ideal flight will be easy. Book a ticket with one of these well-known international carriers that operate at Washington Dulles Intl. Airport (IAD):

  • United Airlines - 442 flights to Shenandoah County per month
  • Air Canada - 86 flights to Shenandoah County per month
  • Avianca - 73 flights to Shenandoah County per month

How much is a flight to Shenandoah County?
Prices for round-trip flights to Shenandoah County this week fluctuated between $466 and $673. If you were flying one-way from Orlando (MCO), you could have scored tickets from just $365.
How to book the cheapest flight to Shenandoah County?
With Orbitz, you'll find some of the most exciting flight deals around from a wide selection of airlines. But if you'd like to increase your chances of snapping up cheap flights to Shenandoah County, here are some tips we think will help:

  • Consider departing from or arriving at alternative airports to cut costs. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will show you any available options.
  • Also, click on the 'Show flexible dates' option to see the airfares on days around your chosen departure. It's possible to pick up cheaper flight deals if your itinerary is flexible.
  • To refine your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you've sorted your travel dates, don't wait to book. Ticket prices normally rise as the departure date nears.
  • Think about combining your flights, hotels and car rentals into an Orbitz package deal to get more for your money.
  • If you can, don't travel during the busy season. Airfares are usually at their most expensive during school breaks, summer and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to Shenandoah County?
Book in January, February or August for the lowest airfares to Shenandoah County. Once you've spotted a bargain, snap it up — cheap flights tend to come and go in the click of a mouse.
What day of the week is the cheapest to book a flight to Shenandoah County?
You can get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days to land cheap tickets to Shenandoah County.
What is the cheapest day of the week to fly to Shenandoah County?
According to Orbitz data from 2020, you should jump on a plane on a Monday to nab cheap flights to Shenandoah County. Next cheapest day? Tuesday. Saturday costs the most. So, leave early in the week if you'd like to score a bargain fare and stretch your travel budget.
What is the cheapest month to fly to Shenandoah County?
To score cheap flights to Shenandoah County, pack your bags and jet off in August. Orbitz data has found that this is generally an excellent month to save a bundle on your ticket. If you're thinking of flying to Shenandoah County in June, it's worth keeping in mind that this is the most expensive time to travel.
Which airlines allow free cancellation?
Plans change, and your flight should be able to as well. That's why Orbitz makes it a cinch to search for airlines with free cancellation and no change fees. Just enter your departure and arrival points and then choose "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Shenandoah County?
Whether you're a frequent flyer or you're new to the skies, it's always good to be organized on your trip. Here are several tips and things to take into account:

  • Travel documentation such as visas and some identification are a must. To avoid any unwanted delays when checking in, ensure that your booking is under the same name, birth date and gender as your current ID.
  • A well-packed carry-on bag is a must for any medium-haul flight. With a few hours or more to kill, you'll need something to keep you amused while in the air. We recommend a good book (or trashy magazine), and something to nibble on.
  • Airplane cabins are frequently quite cold. If you decide to fly during the height of the Shenandoah County summer, make sure you bring some extra layers of clothing with you.

How do I get cheap first-class/business deals to Shenandoah County?
If you think a business or first-class ticket is beyond your grasp, you may want to think again. Here are some tips to help you find a premium flight to Shenandoah County for less:

  • Be flexible with your travel dates and wait for exclusive offers or sales on business or first-class airfares.
  • Plenty of budget carriers nowadays have outstanding business-class seating that doesn't cost an arm and a leg.
  • Make the most of your airline's rewards program and use points to upgrade your seat. You can also bid for an upgrade in an online auction.

What is the best time to go to Shenandoah County?
There's no right or wrong time to head to Shenandoah County, though April, May and August are the liveliest months. Like most places in the Northern Hemisphere, summertime commences June 20. If you'd sooner hang out in a T-shirt than a winter coat, this time of the year would suit you perfectly. Expect average daily highs of 85 ºF and nighttime lows around 60 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.