Highland County Holidays

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Your Highland County Holiday

With a Highland County holiday package, you can forget about planning stresses and focus on experiencing everything this thrilling destination has to offer. Your trip to Highland County wouldn't be complete without spending some time in its most well-known cities, starting with Monterey. A couple of the most popular attractions here include Maple Museum and Sugar Tree Country Store. McDowell is another favourite with Highland County travellers. Visitors to this destination love Maple Museum and Sugar Tree Country Store. From the moment you book your Highland County holiday to when you return home, Expedia has your back every step of the way.

Top destinations in Highland County

Rural Virginia Farm country in Autumn in the valleys and hills of the Appalachian Mountains
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Monterey

Monterey

Highland County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)

Top hotels in Highland County

Simple. Rustic. Luxury.

Simple. Rustic. Luxury.

Monterey VA
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Simple. Rustic. Luxury.
Monterey Inn

Monterey Inn

4 out of 5
32 W Main St Monterey VA
The price is £157 per night from 7 Apr to 8 Apr
£157
7 Apr - 8 Apr
includes taxes & fees
9.4/10 Exceptional! (43 reviews)
The room was nice and clean. there were flies comming in upstairs but that is truely typical of a house of this age. The owner had asked us to pay a couple of taxes that were not listed in the price (not sure it is ethical/legal/moral) - they close by 9 or you have to pay a $50 late fee A fee - no ...

Reviewed on 25 Feb 2026

Monterey Inn
Games Galore! Riverfront Group Retreat in McDowell

Games Galore! Riverfront Group Retreat in McDowell

McDowell VA
10/10 Exceptional! (5 reviews)
Amazing!
Our group had the most incredible time at this stunning riverfront retreat! From the moment we arrived, we were blown away by how spacious, welcoming, and beautifully appointed the home is. With 10 bedrooms and plenty of room for everyone, it was perfect for our multi-family getaway — and the views ...

Reviewed on 19 Feb 2026

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Games Galore! Riverfront Group Retreat in McDowell
See all 1,366 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.
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Frequently asked questions

How much does a Highland County travel package cost?
From as low as , you can tailor your Highland County package the way you want. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Highland County travel package?
It's good to know that you can cancel your Highland County booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Highland County?
Book everything in the one place with our Highland County holiday packages. You'll find bargains on flights, hotels, tours and more that'll keep your travel budget happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotel options all over the world to select from, you have countless opportunities to mix and match all you want.
Does Expedia offer Book Now, Pay Later Highland County holidays?
Yes. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply pick the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you want to pay for your getaway across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Highland County?
For properties in Monterey with cosy beds and friendly service, look up Apartment Atop An Old Country Store and Big Spring Bed And Breakfast. If you plan to visit McDowell as well, you can look forward to a wonderful night's sleep at Apartment Atop An Old Country Store or Big Spring Bed And Breakfast.
How far in advance should I book my Highland County holiday?
While prices change frequently, we generally advise booking your flight as soon as possible. Most international fares can be found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Highland County occasionally appear in the weeks prior to departure.
What does an Expedia Highland County travel package include?
Hotels, rental cars and flights, or any combination of the three — it's your pick! Whether you're visiting Highland County on a family road trip or travelling solo, there's a package to suit every budget and style. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Highland County travel package?
A travel package can be customized for your budget and is a terrific way to make your hard-earned dollars stretch further. What you include is your call. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Highland County Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just pick the carrier that suits you and craft the perfect Highland County getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.