Weekend Itinerary Ideas for Luray

There is so much to do in the area, from hiking to wine tasting. Here's a list of some of our favorite options to start your planning Luray adventure!


Between Shenandoah National Park and George Washington Jefferson National Forest, there are lots of options for hitting the trail. Here are a few of our favorites:

Mary's Rock 3.1 miles, 780 ft. elevation

22 minutes from Hillside House

The North approach is shorter, but both lead to a stunning rocky outpost to take in the mountains

Kennedy Peak Loop 9.5 miles, 1624 ft. elevation

19 minutes from Hillside House

Can be challenging, but great view of the valley and a viewing tower at the end to see out

Hawksbill Greenway 3.3 miles in total

10 minutes from Hillside House

Paved walked trail by the creek downtown, grab some coffee before at Gathering Grounds

Wineries and Breweries

Wisteria Wine & Farm

18 minutes from Hillside House

Winery and farm with excellent sips and great walking trails around the property

Glen Manor Vineyards

24 minutes from Hillside House

This vineyard is just up 340 towards Front Royal, and boasts great mountain views and delicious wine

River Hill Distillery

15 minutes from Hillside House

A simple but sweet business with friendly service, great spirits and tasty country wine

Castle Vineyards

3 minutes from Hillside House

Conveniently close to 340, this wine tasting room hosts wonderful Barren Ridge Wines

Hawksbill Brewery

9 minutes from Hillside House

Great brewery in a pretty building right downtown Luray. Always new beers on tap, no food, but you can get Domino's Pizza delivered!

Luray Caverns

10 minutes from Hillside House

Luray Caverns is the largest cavern on the east coast and a must see if you are in the area! It's usually incredibly busy, so here are a few tips to make your visit easier

Buy tickets in advance

The line can get very long on the weekend, grab tickets online and you can skip it and go right to the caverns, no need to print it off, they will scan it from your phone

Bring a sweater

The caverns stay a nice 54 degrees no matter what time of year, so bring some layers in preparation

Plan for lunch at Heartpine

After exploring the caves, grab lunch at Heartpine Cafe, It's nothing very fancy, but they have a beautiful patio and serve beer and wine.

Shenandoah River

Spend some time on or near the Shenandoah River while you're in Luray! There are lots of options to enjoy the river:

Shenandoah State Park

14 minutes from Hillside House

This nearby park has great river access, mountain views and has wonderful picnic set ups.

Down River Canoe Co.

15 minutes from Hillside House

This outfitter has everything you need for a day on the river! They offer kayak/canoe/tube rentals and will do pick up/drop off services as well.

Front Royal Outdoor

19 minutes from Hillside House

If you're looking to fish in the Shenandoah River (one of the Top 10 Smallmouth Bass Rivers in the country), Front Royal Outdoor offers fishing trips for beginner or expert anglers.

Ready for your next adventure?! Come book with us and stay minutes away from all of these wonderful activities and beautiful places!

Featured properties