Highland County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Highland County Vacation

Leave all the planning to us with a Highland County vacation package. With everything organized before you leave home, the only thing you'll need to do is relax and experience this destination's many wonders. Get your trip to Highland County off to an unforgettable start by making Monterey your first stop. This is a popular city with visitors from all over. From the instant you book your Highland County vacation to the second you come back home, Expedia has your back every step of the way.

Highland County Hotel Deals

Simple. Rustic. Luxury.

Simple. Rustic. Luxury.

Monterey VA
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Simple. Rustic. Luxury.
Deck, Views, Games: 10BR Home in Shenandoah Valley

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

McDowell VA
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Deck, 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
10/10 Exceptional! (72 reviews)
"We had a blast and will be back"

Reviewed on Oct 26, 2026

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Secluded 3 bedroom home with creek in the back yard
See all 1,371 properties in Highland County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Highland County vacation package cost?
We make it simple to see the world, with Highland County packages starting from as little as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Highland County?
Bundle your hotels and flights, add on extras such as activities or a rental car, and save with a Highland County vacation package. You won't just walk away with exciting discounts on your trip — you'll have loads of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties worldwide. Your affordable vacation starts right here, right now!
What are the top hotels in Highland County?
Apartment Atop An Old Country Store and Authentic Cabin With Fire Pit, 11mi To Trout Fishing know how to make their guests feel at home in Monterey. If you also plan to visit McDowell, have a look at Authentic Cabin With Fire Pit, 11mi To Trout Fishing and Cabin - Simple. Rustic. Luxury. Both are very popular with travelers.
How far in advance should I book my Highland County vacation?
While not all air carriers release tickets early, it's usually possible to look up international airfares on Expedia up to a year in advance. This is the time you'll score some incredible deals. If you're booking at the last minute, there's a chance you could get lucky. Low prices sometimes emerge only weeks before departure.
What does an Expedia Highland County travel package include?
Car rentals, hotels and flights — we connect you to the very best bargains. All you have to do is decide on your preferred combination. Once you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to put together an awesome Highland County escape.
What should I know before booking a Highland County travel package?
Whether it's relaxation or adventure you're craving, a Highland County vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Highland County Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners across the globe, so you have options galore when creating your Highland County getaway.
If I'm not able to travel, can I cancel my Highland County vacation package?
Your situation can change suddenly, so yes. You may be able to change or cancel your Highland County vacation package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may charge additional fees. Want more information? Visit our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Highland County attractions

Maple Museum

You can spend an afternoon browsing the exhibits at Maple Museum during your trip to Monterey. Amble around the area's parks or experience its museums.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.