$284 Cheap flights to Highland County

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Cheap flights to Highland County from $284 One Way, $466 Round Trip

$466 return flights and $284 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.

Thu, Sep 24 - Sat, Sep 26
DTW
Detroit
SHD
Weyers Cave
$466 Roundtrip, found 5 hours ago
$466
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Sep 24 from Detroit to Weyers Cave, returning Sat, Sep 26, priced at $466 found 5 hours ago
Sat, Oct 17 - Tue, Oct 20
EWR
New York
SHD
Weyers Cave
$467 Roundtrip, found 20 hours ago
$467
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Oct 17 from New York to Weyers Cave, returning Tue, Oct 20, priced at $467 found 20 hours ago
Sat, Oct 17 - Tue, Oct 20
EWR
New York
SHD
Weyers Cave
$469 Roundtrip, found 4 days ago
$469
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Oct 17 from New York to Weyers Cave, returning Tue, Oct 20, priced at $469 found 4 days ago
Sat, Oct 17 - Tue, Oct 20
EWR
New York
SHD
Weyers Cave
$476 Roundtrip, found 20 hours ago
$476
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Oct 17 from New York to Weyers Cave, returning Tue, Oct 20, priced at $476 found 20 hours ago
Sat, Oct 17 - Tue, Oct 20
EWR
New York
SHD
Weyers Cave
$479 Roundtrip, found 20 hours ago
$479
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Oct 17 from New York to Weyers Cave, returning Tue, Oct 20, priced at $479 found 20 hours ago
Thu, Sep 24 - Sat, Sep 26
DTW
Detroit
SHD
Weyers Cave
$486 Roundtrip, found 5 hours ago
$486
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Sep 24 from Detroit to Weyers Cave, returning Sat, Sep 26, priced at $486 found 5 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
EWRMount SidneyAugust 28 to August 29$644
*Prices include taxes and fees

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! (29 reviews)
"This is a remote setting, surrounded by mountains and wildlife. It is quiet, peaceful and a reminder that there are still places like this in the world. All the modern conveniences are there including Wifi and Dish network. No cellular service (but who cares?). If you are fortunate to have clear ..."

Reviewed on Aug 20, 2026

Get rates
Opens in a new windowSolitude on 172 private acres in Highland County.
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.
Get rates
Opens in a new windowSecluded 3 bedroom home with creek in the back yard
The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $268 total per night from Sep 7 to Sep 8
$268 total
Sep 7 - Sep 8
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! (1,007 reviews)
"what's good? Service is excellent,"

Reviewed on Aug 20, 2026

Opens in a new windowThe Omni Homestead Resort & Spa
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Corduroy Inn and Lodge, Trademark Collection by Wyndham

Corduroy Inn and Lodge, Trademark Collection by Wyndham

2.5 out of 5
5811 Snowshoe Drive Snowshoe WV
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Aug 30 to Aug 31
$102 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this ski hotel in Snowshoe. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (630 reviews)
"1 - No exhaust fan in the bathroom. Mirror fogs up when using shower. 2 - HVAC - Very noisy when it is running. 3 - Hallway temperature is very cold (59 degrees reading) on the 3rd floor thermostat located near elevators. 4 - checkout - There was no one at registration desk at 7:35 am to check me ..."

Reviewed on Aug 20, 2026

Opens in a new windowCorduroy Inn and Lodge, Trademark Collection by Wyndham
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

End your search for discount fares on flights to Highland County. Orbitz has all the best prices on Highland County flights. With Orbitz, you can expect:

Cheap Deals on Flights to Highland County

We offer big discounts and last-minute savings on Highland County flights. We make it easy for you to research, plan, and book your flight to Highland County — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Highland County flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Highland County flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Highland County flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Highland County flights to the actual booking. If you want to cancel your flight to Highland County, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Highland County with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

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 $466 and $644 for a return flight to Highland County. One-way tickets departing from New York (EWR) dipped to $284 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.