Cheap Flights to Highland County from $296 (2026/2027)

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How Much Does it Cost To Fly To Highland County?

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

Fri, Nov 6 - Mon, Nov 9
LAX
Los Angeles Intl.
SHD
Shenandoah Valley Regional
$407 Roundtrip, found 19 hours ago
$407
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Los Angeles Intl. to Shenandoah Valley Regional, returning Mon, Nov 9, priced at $407 found 19 hours ago
Sun, Nov 22 - Fri, Nov 27
FLL
Fort Lauderdale - Hollywood Intl.
SHD
Shenandoah Valley Regional
$421 Roundtrip, found 23 hours ago
$421
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sun, Nov 22 from Fort Lauderdale - Hollywood Intl. to Shenandoah Valley Regional, returning Fri, Nov 27, priced at $421 found 23 hours ago
Tue, Jan 5 - Sat, Jan 9
LAX
Los Angeles Intl.
SHD
Shenandoah Valley Regional
$439 Roundtrip, found 3 days ago
$439
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jan 5 from Los Angeles Intl. to Shenandoah Valley Regional, returning Sat, Jan 9, priced at $439 found 3 days ago
Thu, Dec 10 - Mon, Dec 14
ABQ
Albuquerque Intl. Sunport
SHD
Shenandoah Valley Regional
$443 Roundtrip, found 1 day ago
$443
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 10 from Albuquerque Intl. Sunport to Shenandoah Valley Regional, returning Mon, Dec 14, priced at $443 found 1 day ago
Fri, Nov 6 - Mon, Nov 9
LAX
Los Angeles Intl.
SHD
Shenandoah Valley Regional
$446 Roundtrip, found 3 days ago
$446
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Nov 6 from Los Angeles Intl. to Shenandoah Valley Regional, returning Mon, Nov 9, priced at $446 found 3 days ago
Thu, Dec 10 - Mon, Dec 14
ABQ
Albuquerque Intl. Sunport
SHD
Shenandoah Valley Regional
$513 Roundtrip, found 1 day ago
$513
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 10 from Albuquerque Intl. Sunport to Shenandoah Valley Regional, returning Mon, Dec 14, priced at $513 found 1 day ago
Sat, Nov 7 - Tue, Nov 10
RSW
Southwest Florida Intl.
SHD
Shenandoah Valley Regional
$518 Roundtrip, found 18 hours ago
$518
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Nov 7 from Southwest Florida Intl. to Shenandoah Valley Regional, returning Tue, Nov 10, priced at $518 found 18 hours ago
Thu, Dec 10 - Mon, Dec 14
ABQ
Albuquerque Intl. Sunport
SHD
Shenandoah Valley Regional
$523 Roundtrip, found 1 day ago
$523
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 10 from Albuquerque Intl. Sunport to Shenandoah Valley Regional, returning Mon, Dec 14, priced at $523 found 1 day ago
OriginDestinationTravel DatesFlights From*
DFWMount SidneyNovember 7 to November 10$495
TPAMount SidneyNovember 25 to November 29$589
DENMount SidneyDecember 29 to January 3$627
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSMount SidneyOctober 11 to October 12$924
*Prices include taxes and fees

Best Highland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Waynesboro
3.0-star property

Wingate by Wyndham Waynesboro

Oct 28 - Nov 2

5 night stay

Chicago (ORD) to Weyers Cave (SHD)

United • Roundtrip • Coach
Price was $688, price is now $598 per person
$598
per person
found 1 day ago
Hotel Madison & Shenandoah Conference Ctr
3.5-star property

Hotel Madison & Shenandoah Conference Ctr

Dec 18 - Dec 21

3 night stay

New York (NYC) to Weyers Cave (SHD)

American Airlines • Non-stop roundtrip • Coach
Price was $1,114, price is now $932 per person
$932
per person
found 1 day ago
Modern Peaks Hot Tub Sauna Theatre Room
2.0-star property

Modern Peaks Hot Tub Sauna Theatre Room

Dec 18 - Dec 21

3 night stay

New York (NYC) to Weyers Cave (SHD)

American Airlines • Non-stop roundtrip • Coach
Price was $3,327, price is now $2,872 per person
$2,872
per person
found 8 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Highland County 🏨

Deck, Views, Games: 10BR Home in Shenandoah Valley

Deck, Views, Games: 10BR Home in Shenandoah Valley

McDowell VA
Book a stay at this family-friendly vacation home in McDowell. Enjoy private pools, patios, and an in-room coffeemaker. Popular attraction Sugar Tree Country Store is located nearby.
Opens in a new windowDeck, Views, Games: 10BR Home in Shenandoah Valley
Secluded 3 bedroom home with creek in the back yard

Secluded 3 bedroom home with creek in the back yard

Monterey VA
Stay at this vacation home in Monterey. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Maple Museum is located nearby.
10/10 Exceptional! (68 reviews)
"thankyou"

Reviewed on Sep 28, 2026

Opens in a new windowSecluded 3 bedroom home with creek in the back yard
Simple. Rustic. Luxury.

Simple. Rustic. Luxury.

Monterey VA
Book a stay at this family-friendly cabin in Monterey. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Maple Museum is located nearby.
Opens in a new windowSimple. Rustic. Luxury.
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The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Book a stay at this spa resort in Hot Springs. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Homestead Old Course and The Cascades Golf Course are located nearby.
Opens in a new windowThe Omni Homestead Resort & Spa
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.

Frequently asked questions

How much is the cheapest flight to Highland County?
Based on prices found over the last seven days, a roundtrip flight to Highland County was as low as $407. If you're flexible with your dates, it's easier to snap up a great bargain. This price was available on Travelocity for flights to Highland County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Highland County?
Make sure you leave November empty in your calendar, because it's the cheapest month to fly to Highland County. That's according to Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can go on a spending spree, go to a concert or whatever makes you happy.
How can I check my flight status to Highland County?
"Trips" has you covered when it comes to details related to your flight to Highland County. This handy portal lets you manage everything in the same place, from looking up your flight status to making updates to your itinerary. Click on Trips at the top right of the Travelocity homepage and then create a new account or sign in to an existing one. Alternatively, download the Travelocity app and access your information while you're out and about. Whether you have the family flying with you or you're a lone adventurer, all your travel plans are right there at your fingertips.
How do I find the best deals on flights to Highland County?
Be flexible with your dates and there's a good chance you'll find an awesome deal. When searching for flights on Travelocity, click the "Flexible dates" box at the top of the page to reveal prices for nearby days. Also try to book ahead of schedule and avoid vacation periods. In the last seven days, the best price for a roundtrip flight to Highland County was $407. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Highland County with Travelocity?
An exciting vacation is just a click away when you make a booking with Travelocity. With a wide selection of choices and competitive deals on cheap family flights, hotels, activities and rental cars, we make it simple to find the best prices to suit your needs. You can also make the most of our 24/7 social media assistance and free cancellations on most activities and hotels throughout every stage of the process. Wander wisely with us and lock in your cheap flights to Highland County today.
What are the most popular flight routes to Highland County?
Browse through these top flight routes to Highland County and start planning you next amazing adventure:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Washington Dulles Intl. Airport (IAD) - 1,859 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Washington Dulles Intl. Airport (IAD) - 1,347 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Washington Dulles Intl. Airport (IAD) - 1,321 flights a month.

How much is a flight to Highland County on average?
Get your next dream vacation off to the best start by nabbing an awesome deal with Travelocity. In the last seven days, roundtrip flights to Highland County cost between $407 and $924. Check out our site and secure a ticket that fits within your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Highland County?
The duration of a direct flight to Highland County varies, but these are the average travel times for a selection of popular routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Washington Dulles Intl. Airport (IAD) - 1 hour and 47 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Washington Dulles Intl. Airport (IAD) - 1 hour and 29 minutes
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Washington Dulles Intl. Airport (IAD) - 1 hour and 29 minutes

What can I expect on a flight to Highland County?
That all depends on your departure point and which airline company you're traveling with. You'll likely find all kinds of flights to Highland County, from business class trips to cheap flights for family vacations. Most airlines on long-haul flights usually offer warm meals and entertainment as well as games to keep the kids happy.