$365 Cheap flights to Highland County

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Cheap flights to Highland County from $365 One Way, $441 Round Trip

$441 return flights and $365 one-way flights to Highland 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.

Sat, Aug 1 - Sat, Aug 15
IAH
Houston
SHD
Weyers Cave
$441 Roundtrip, found 1 day ago
$441
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 1 from Houston to Weyers Cave, returning Sat, Aug 15, priced at $441 found 1 day ago
Sat, Aug 1 - Sat, Aug 15
IAH
Houston
SHD
Weyers Cave
$469 Roundtrip, found 1 day ago
$469
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 1 from Houston to Weyers Cave, returning Sat, Aug 15, priced at $469 found 1 day ago
Sat, Aug 1 - Sat, Aug 15
IAH
Houston
SHD
Weyers Cave
$475 Roundtrip, found 1 day ago
$475
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 1 from Houston to Weyers Cave, returning Sat, Aug 15, priced at $475 found 1 day ago
Sat, Aug 1 - Sat, Aug 15
IAH
Houston
SHD
Weyers Cave
$561 Roundtrip, found 1 day ago
$561
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 1 from Houston to Weyers Cave, returning Sat, Aug 15, priced at $561 found 1 day ago
Sat, Jun 27 - Tue, Jun 30
IND
Indianapolis
SHD
Weyers Cave
$570 Roundtrip, found 1 day ago
$570
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 27 from Indianapolis to Weyers Cave, returning Tue, Jun 30, priced at $570 found 1 day ago
Sat, Aug 1 - Sat, Aug 15
IAH
Houston
SHD
Weyers Cave
$574 Roundtrip, found 1 day ago
$574
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 1 from Houston to Weyers Cave, returning Sat, Aug 15, priced at $574 found 1 day ago

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Highland County Accommodation Deals

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 ...
10/10 Exceptional! (22 reviews)
"Beautiful remote location. Had all the conveniences of home, but with spectacular nature views. Very comfortable stay. Steve was a great communicator and very responsive."

Reviewed on Jun 21, 2026

Get rates
Opens in a new windowSolitude on 172 private acres in Highland County.
Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.

Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.

Monterey VA
Book a stay at this family-friendly vacation home in Monterey. Enjoy free WiFi, a garden, and laundry facilities.
10/10 Exceptional! (77 reviews)
"Haven is a lovely, peaceful place! We enjoyed the beautiful, relaxing atmosphere inside and outside! We hope we can visit again some time."

Reviewed on Jun 19, 2026

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Opens in a new windowHaven is a quiet retreat located in the scenic hills of Monterey, Virginia.
The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
$334 nightly
The price is $382 total per night from Jul 5 to Jul 6
$382 total
Jul 5 - Jul 6
Total with taxes and fees
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. ...
8.6/10 Excellent! (1,004 reviews)
"Great time! Wonderful resort and excellent restaurants."

Reviewed on Jun 22, 2026

Opens in a new windowThe Omni Homestead Resort & Spa
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The Crows Nest

The Crows Nest

Riverton WV
$145 nightly
The price is $161 total per night from Jun 25 to Jun 26
$161 total
Jun 25 - Jun 26
Total with taxes and fees
Stay at this cabin in Riverton. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Allegheny Mountains and Seneca Caverns are located ...
9.6/10 Exceptional! (28 reviews)
"We loved our stay here! The check in process was smooth, and the host always made sure we were taken care of. The area is absolutely beautiful and everyone around us was so extremely kind! Would absolutely recommend again!"

Reviewed on May 24, 2026

Opens in a new windowThe Crows Nest
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

Highland County

Traveling to Highland County and need a cheap flight? Orbitz has great deals on flights to Highland County right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Highland County Quickly and Hassle-Free

There are many Internet sites that promise cheap Highland County flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Highland County, book your lodging, and look up key attractions in Highland County. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

New Apps Make Booking Highland County Flights Easier Than Ever

You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Highland County now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Highland County flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Highland County or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Highland County flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Highland County?
With 12 airlines waiting to spirit you away to Highland County, finding a suitable flight will be a cinch. Reserve your ticket with one of these top international carriers that operate at Washington Dulles Intl. Airport (IAD):

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

How much is a flight to Highland County?
This past week, prices hovered between $441 and $574 for a return flight to Highland County. One-way tickets departing from Houston (IAH) dipped to $365 over the same period.
How to book the cheapest flight to Highland County?
With Orbitz, you'll uncover some of the most incredible flight deals around from a terrific range of airlines. But if you want to boost your prospects of booking cheap flights to Highland County, here are a few pointers to try out:

  • Taking off from or landing at other airports can help you save on airfares. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to explore your options.
  • If you're flexible with your travel plans, click on the 'Show flexible dates' option. It'll bring up flight deals for the days before and after your chosen departure. Airfares often vary depending on the day of the week.
  • Hit 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Lock in your fare as soon as you've figured out your travel dates. While it does happen occasionally, tickets rarely fall in price as your date of departure nears.
  • Bundle your hotels, flights and car rentals into a cost-effective package deal. Save your hard-earned cash for things that really excite you, like exploring every corner of Highland County.
  • Flying during peak season can mean steep airfares. Try to plan your trip outside of popular dates, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Highland County?
Purchase your flights to Highland County in January. This is the ideal time of the year for low prices, closely followed by February and August. Pick up cheap flights and make your dream journey a reality with Orbitz.
What day of the week is the cheapest to book a flight to Highland County?
If you're after cheap airfares to Highland County, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Highland County?
You can nab cheap flights to Highland County by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly ticket prices. Whether you prefer to stretch your travel budget or start your trip whenever is convenient, you'll always get a wonderful deal with Orbitz.
What is the cheapest month to fly to Highland County?
According to Orbitz data, you'll want to fly out in August. This is generally an excellent month to land cheap flights to Highland County. It's worth keeping in mind that the most expensive time to fly is in the month of June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. Breathe easy knowing that if things change, your reservation can too.
What do I need for the flight to Highland County?
From onboard entertainment to travel essentials like earplugs, there are a number of things a regular flyer won't take off without. To make sure you're ready for your trip, have a read through this helpful list:

  • For starters, you'll need to take all relevant travel documents and some identification. How much depends on your place of departure. At the time of booking, always use the correct name, gender and birth date as indicated on your government-issued ID.
  • A well-stocked carry-on bag is a must for any medium-haul flight. With at least a few hours to kill, you'll probably long for something to keep you entertained on your trip to Highland County. We recommend a good book (or trashy magazine), and something to snack on.
  • Aeroplane cabins can get quite cool. If you decide to fly during the height of the Highland County summer, make sure you carry some warm clothes with you.

How do I get cheap first-class/business deals to Highland County?
There are ways of booking first or business-class tickets to Highland County that won't burn a hole through your budget. Find a seat in the pointy end of the plane for less with these practical tips:

  • Flexibility is essential. By being open to various travel dates, you'll have more chances of landing a great deal on your airfares.
  • Plenty of low-cost airlines nowadays have superb business or premium-class seating that doesn't cost the earth.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat up the front. You can also try upgrading with points earned through a loyalty scheme.

What is the best time to go to Highland County?
Tourists come from near and far to go to Highland County in January, May and October. So if you'd love to experience this exciting destination in the tourist season, this is the best time to go. Like many places in the Northern Hemisphere, summer kicks off June 20 in Highland County, with average daily temperatures fluctuating between 60 ºF and 80 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.