5 days in Shenandoah Valley Itinerary

5 days in Shenandoah Valley Itinerary

Created using Inspirock Shenandoah Valley visit planner

©
Plan created by another user. Make it yours
1
Winchester
— 1 day
2
Luray
— 2 nights
3
Lexington
— 2 nights

S M T W T F S
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1
day
Winchester

Winchester ©
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. On the 3rd (Thu), admire the masterpieces at Museum of the Shenandoah Valley, get engrossed in the history at Stonewall Jackson's Headquarters, and then wander the wide-open spaces of Rocking S Ranch.

To see more things to do, traveler tips, and other tourist information, read Winchester travel itinerary planner.

Newport News to Winchester is an approximately 4-hour car ride. You can also fly; or do a combination of train and taxi. Traveling from Newport News in September, Winchester is a bit cooler at night with lows of 56°F. Cap off your sightseeing on the 3rd (Thu) early enough to go by car to Luray.

Things to do in Winchester

Museums
Highlights from your plan
Rocking S Ranch ©
Rocking S Ranch
Museum of the Shenandoah Valley ©
Museum of the Shenandoah Valley
Stonewall Jackson's Headquarters ©
Stonewall Jackson's Headquarters

2
nights
Luray

Luray ©

Cabin Capital of Virginia

Nestled in the heart of the valley formed by the Shenandoah River, Luray draws visitors with a vast underground cavern system adorned with stalactites, stalagmites, and mirrored pools.
Start off your visit on the 4th (Fri): explore the fascinating underground world of Skyline Caverns, explore the fascinating underground world of Luray Caverns, and then get engrossed in the history at The Car and Carriage Caravan Museum. Get ready for a full day of sightseeing on the 5th (Sat): explore the fascinating underground world of Shenandoah Caverns, take a pleasant ride with Jordan Hollow Stables, and then hike along Stony Man Mountain Overlook.

Ask Inspirock to suggest an itinerary and make planning a trip to Luray fast, fun, and easy.

You can drive from Winchester to Luray in 1.5 hours. In September, daytime highs in Luray are 79°F, while nighttime lows are 57°F. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Lexington.

Things to do in Luray

Parks · Nature · Outdoors · Museums

Side Trips

Highlights from your plan
Luray Caverns ©
Luray Caverns
The Car and Carriage Caravan Museum ©
The Car and Carriage Caravan Museum
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook

2
nights
Lexington

Lexington ©
Home to two prestigious educational institutions, Lexington was founded in 1778.
Start off your visit on the 6th (Sun): look for gifts at Cherish Every Moment, test your team's savvy at Crack The Code Escape Room, then steep yourself in history at Frontier Culture Museum, and finally deepen your understanding at Virginia Military Institute. Keep things going the next day: explore the fascinating underground world of Caverns At Natural Bridge, then contemplate the long history of Natural Bridge State Park, and then steep yourself in history at Lee Chapel and Museum.

To see ratings, traveler tips, reviews, and tourist information, you can read our Lexington vacation planner.

Traveling by car from Luray to Lexington takes 2 hours. Alternatively, you can do a combination of taxi and bus. Expect little chillier weather when traveling from Luray in September: highs in Lexington hover around 68°F, while lows dip to 54°F. Wrap up your sightseeing on the 7th (Mon) to allow time to drive back home.

Things to do in Lexington

Historic Sites · Museums · Nature · Parks

Side Trips

Highlights from your plan
Natural Bridge State Park ©
Natural Bridge State Park
Virginia Military Institute ©
Virginia Military Institute
Lee Chapel and Museum ©
Lee Chapel and Museum