Cheap Flights to Highland County from $419 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

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.

Wed, Jul 22 - Wed, Aug 5
DAB
Daytona Beach Intl.
SHD
Shenandoah Valley Regional
$518 Roundtrip, found 1 day ago
$518
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 22 from Daytona Beach Intl. to Shenandoah Valley Regional, returning Wed, Aug 5, priced at $518 found 1 day ago
Wed, Jul 22 - Wed, Aug 5
DAB
Daytona Beach Intl.
SHD
Shenandoah Valley Regional
$547 Roundtrip, found 4 hours ago
$547
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Daytona Beach Intl. to Shenandoah Valley Regional, returning Wed, Aug 5, priced at $547 found 4 hours ago
Mon, Oct 5 - Thu, Oct 15
ALB
Albany Intl.
SHD
Shenandoah Valley Regional
$588 Roundtrip, found 1 day ago
$588
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Oct 5 from Albany Intl. to Shenandoah Valley Regional, returning Thu, Oct 15, priced at $588 found 1 day ago
Wed, Jul 22 - Wed, Aug 5
DAB
Daytona Beach Intl.
SHD
Shenandoah Valley Regional
$595 Roundtrip, found 1 day ago
$595
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 22 from Daytona Beach Intl. to Shenandoah Valley Regional, returning Wed, Aug 5, priced at $595 found 1 day ago
Wed, Jul 22 - Wed, Aug 5
DAB
Daytona Beach Intl.
SHD
Shenandoah Valley Regional
$619 Roundtrip, found 4 hours ago
$619
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Daytona Beach Intl. to Shenandoah Valley Regional, returning Wed, Aug 5, priced at $619 found 4 hours ago
Thu, Sep 24 - Sat, Sep 26
MYR
Myrtle Beach Intl.
SHD
Shenandoah Valley Regional
$629 Roundtrip, found 1 day ago
$629
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 24 from Myrtle Beach Intl. to Shenandoah Valley Regional, returning Sat, Sep 26, priced at $629 found 1 day ago
Wed, Jul 22 - Thu, Jul 30
ALB
Albany Intl.
SHD
Shenandoah Valley Regional
$640 Roundtrip, found 18 hours ago
$640
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Albany Intl. to Shenandoah Valley Regional, returning Thu, Jul 30, priced at $640 found 18 hours ago
Thu, Jul 9 - Sat, Jul 11
TPA
Tampa Intl.
SHD
Shenandoah Valley Regional
$642 Roundtrip, found 19 hours ago
$642
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, Jul 9 from Tampa Intl. to Shenandoah Valley Regional, returning Sat, Jul 11, priced at $642 found 19 hours ago
OriginDestinationTravel DatesFlights From*
ORDMount SidneySeptember 4 to September 8$234
MKEMount SidneySeptember 18 to September 20$441
DFWMount SidneyAugust 7 to August 11$567
ATLMount SidneyJuly 23 to July 24$907
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDMount SidneyJuly 10 to July 12$342
BOSMount SidneyJuly 11 to July 12$635
DENMount SidneyJuly 12 to July 18$841
*Prices include taxes and fees

Best Highland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Massanutten Resort
2.5-star property

Massanutten Resort

Sep 21 - Sep 25

4 night stay

New York (NYC) to Weyers Cave (SHD)

Delta • Roundtrip • Coach
Price was $533, price is now $467 per person
$467
per person
found 1 hour ago
The Blackburn Inn and Conference Center
3.5-star property

The Blackburn Inn and Conference Center

Jul 27 - Jul 30

3 night stay

New York (JFK) to Weyers Cave (SHD)

American Airlines • Non-stop roundtrip • Coach
Price was $1,115, price is now $966 per person
$966
per person
found 1 day ago
Comfort Inn & Suites Staunton
2.5-star property

Comfort Inn & Suites Staunton

Jul 27 - Jul 30

3 night stay

New York (JFK) to Weyers Cave (SHD)

American Airlines • Non-stop roundtrip • Coach
Price was $1,104, price is now $957 per person
$957
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from New York to Highland County
View all trips

Travelers ❤️ These Highland County 🏨

Games Galore! Riverfront Group Retreat in McDowell

Games Galore! Riverfront Group Retreat in McDowell

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.
10/10 Exceptional! (7 reviews)
"We had a larger group and the host was extremely helpful and responsive for all our needs. The house was in perfect condition in the perfect private location"

Reviewed on Apr 7, 2026

Opens in a new windowGames Galore! Riverfront Group Retreat in McDowell
Cabin on Mountain Stream, Surrounded by Forest

Cabin on Mountain Stream, Surrounded by Forest

McDowell VA
Book a stay at this family-friendly cabin in McDowell. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attraction Sugar Tree Country Store is located nearby.
9.8/10 Exceptional! (150 reviews)
"Out of all the places we have stayed at. This is the best one. Cabin is well stocked. Furniture is very comfortable.My favorite part was sitting on the deck looking & lessoning to the stream. It’s very PEACEFUL here. My husbands favorite part was fishing the surrounding rivers/streams."

Reviewed on Jun 6, 2026

Opens in a new windowCabin on Mountain Stream, Surrounded by Forest
Solitude on 172 private acres in Highland County.

Solitude on 172 private acres in Highland County.

Doe Hill VA
Stay at this vacation home in Doe Hill. Enjoy laundry facilities, balconies or patios, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attraction Sugar Tree Country Store is located nearby.
10/10 Exceptional! (23 reviews)
"Perfect place to get away from it all! We made many memories and our dogs loved being included in our vacation. Host was very responsive and super friendly!"

Reviewed on Jul 4, 2026

Opens in a new windowSolitude on 172 private acres in Highland County.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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.
8.6/10 Excellent! (1,001 reviews)
"The staff at the Omni Homestead Resort are absolutely fantastic! My favorite are the folks working the valet and bellmen!!! They always take care of my car, they always have a kind word, and they’re just downright good people!"

Reviewed on Jun 28, 2026

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 $234. 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 July 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 $234. 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 $234 and $907. 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.