Highland County Vacation Packages 2026 from $427

Highland County flight + hotel vacation packages

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

Holiday Inn Staunton Conference Center by IHG

$427

per person

Jul 9 - Jul 12

found 21 hours ago

Roundtrip flight included

New York (NYC) to Weyers Cave (SHD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Iris Inn and Cabins

$787

per person

Jul 9 - Jul 12

found 21 hours ago

Roundtrip flight included

New York (NYC) to Weyers Cave (SHD)

A restaurant and a bar/lounge are featured at this resort. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

The Summit at Massanutten Resort by Tripforth

$776

per person

Jul 9 - Jul 12

found 21 hours ago

Roundtrip flight included

New York (NYC) to Weyers Cave (SHD)

An outdoor pool is featured at this vacation home, along with free self parking. Enjoy the indoor pool and perks like free WiFi. A gym is also provided.

Love Ridge Mountain Lodging

$560

per person

Jul 9 - Jul 12

found 21 hours ago

Roundtrip flight included

New York (NYC) to Weyers Cave (SHD)

This cabin features a garden, barbecue grills, and free self parking. A picnic area and wedding services are also provided.

Massanutten's Woodstone Meadows by Tripforth

$789

per person

Jul 9 - Jul 12

found 21 hours ago

Roundtrip flight included

New York (NYC) to Weyers Cave (SHD)

This vacation home features an outdoor pool and a gym. Enjoy the indoor tennis court and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.

Top Highland County hotels deals

Simple. Rustic. Luxury.

Monterey VA

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A hot tub is featured at this cabin, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.

Hot Tub

Kitchen

Games Galore! Riverfront Group Retreat in McDowell

McDowell VA

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This vacation home features barbecue grills.

Pool

Kitchen

The Omni Homestead Resort & Spa

7696 Sam Snead Highway Hot Springs VA

Free Cancellation

Reserve now, pay when you stay

$294 nightly

$336 total

May 17 - May 18

Total with taxes and fees

This historic resort features a golf course, a full-service spa, and 9 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with a lazy river and mini golf, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

The Crows Nest

Riverton WV

$145 nightly

$161 total

May 10 - May 11

Total with taxes and fees

This cabin features barbecue grills.

Kitchen

Free WiFi

The Inn At Warm Springs

12968 Sam Snead Hwy Warm Springs VA

$167 nightly

$182 total

May 11 - May 12

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Breakfast included

Spa

Marlinton Motor Inn

21507 Seneca Trl Marlinton WV

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$90 total

May 8 - May 9

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool is also provided.

Pool

Pet friendly

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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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Grayson Highlands State Park - Grayson County, VA

Frequently asked questions

How much are vacation packages to Highland County?

Get ready to be surprised — you could find yourself in Highland County for as little as $427. At Travelocity, we save you money and hassle with our awesome vacation packages. With hotels, flights and tours all in one place, what's stopping you?

Where can I get the best vacation package deals for Highland County?

It's simple — head to Travelocity. With as many as 400 partner airlines and 1,000,000 worldwide properties, it's a breeze to craft a Highland County package deal that satisfies your wanderlust.

Why should I book my Highland County vacation package with Travelocity?

Because we believe in crafting one-of-a-kind vacation experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our customer care is on hand 24/7 to ensure you're never alone. We also offer a Price Match Guarantee, so you can book your vacation knowing you've landed the best deal around.

Will I save money on my Highland County car rental if I combine it with hotels and flights?

Bundling your bookings into a Highland County vacation package will certainly save you money. Choose a car and flight; a hotel, car and flight; or a hotel and car. There's no better way to explore the greater Highland County area than with your own rental car. You can also add experiences and activities to your Travelocity package.

Which airport is best for Highland County?

Book a flight to Shenandoah Valley Regional Airport (SHD) or Greenbrier Valley Airport (LWB). They are the major airports for passengers heading in and out of Highland County.

What is there to do in Highland County?

Highland County boasts hidden gems around every turn, however ensure you plan a visit to both Maple Museum and Sugar Tree Country Store while you're here. These two attractions are a must-see for visitors to the region.