Name: Simple. Rustic. Luxury.
Address: Monterey
Rating: 9.8

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.

Top destinations in Highland County

Every year, for two weekends in March, Highland County, VA is host to the Maple Festival. People come from all over the area to eat a pancake breakfast, learn about making maple syrup, buys crafts, food, and other goods from Appalachian artists, and just enjoy the beginning of spring. This particular guy has been there every year I've been, and is always drawing a crowd as he explains to everyone his craft and how it is done. #market

The Latest Highland County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Country Inn & Suites by Radisson, Harrisonburg, VA

$540

per person

Dec 29 - Jan 2

found 5 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Weyers Cave (SHD)

8.8/10 Excellent! (1,023 reviews)

The room was clean and the staff was courteous, it was a really good stay. The breakfast was good, the room clean and the staff friendly. The ice machine on the first floor did not work.

Reviewed on Nov 13, 2025

Mountainside Villas at Massanutten by Tripforth

$861

per person

Dec 29 - Jan 2

found 5 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Weyers Cave (SHD)

9/10 Wonderful! (330 reviews)

Check in was easy and everything was clean.

Reviewed on Nov 2, 2025

The Summit at Massanutten Resort by Tripforth

$1,261

per person

Dec 29 - Jan 2

found 5 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Weyers Cave (SHD)

9/10 Wonderful! (66 reviews)

Overall, we loved this place and it’s a cozy place and we can’t wait to visit again. The employees are very friendly and I cannot find the word to summarize just how amazing this place is. thanks to everyone for helping us to have a short yet memory vacation.

Reviewed on Nov 12, 2025

Massanutten's Woodstone Meadows by Tripforth

$1,151

per person

Dec 29 - Jan 2

found 5 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Weyers Cave (SHD)

9/10 Wonderful! (218 reviews)

The room was spotless and hostesses were excellent .

Reviewed on Nov 6, 2025

Gibson's Warehouse

$662

per person

Dec 29 - Jan 2

found 5 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Weyers Cave (SHD)

9.8/10 Exceptional! (182 reviews)

The room was spotless and beautifully decorated Great location , close to restaurants and shops

Reviewed on Nov 4, 2025

Find the Best Highland County Vacation Packages

Highland County Essential Information

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

Highland County Hotel Deals

Dog-friendly, riverfront home with games galore, pool, & mountain view

McDowell

10/10 Exceptional! (2 reviews)

Great Stay

This house is everything it says it is. Out of the way but a great place to get together with friends and family to make new memories. It rained one of the days we’re there but that was fine because there was so much room and things provided in the house that we didn’t even notice! Management was ...

Reviewed on Apr 27, 2025

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Simple. Rustic. Luxury.

Monterey

9.8/10 Exceptional! (170 reviews)

The cabin was incredibley private and secluded, hot tub water was very clean, there were some hairs on the side walls, but to be expected!

Reviewed on Oct 14, 2025

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The Omni Homestead Resort & Spa

7696 Sam Snead Highway, Hot Springs, VA

Fully refundableReserve now, pay when you stay

$414 nightly

$473 total

Nov 23 - Nov 24

Total with taxes and fees

8.6/10 Excellent! (971 reviews)

Wonderful place to stay. However very expensive. Service is very good. Staff very friendly and helpful.

Reviewed on Oct 22, 2025

See all 1,224 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.