15 days in Shenandoah Valley Itinerary

15 days in Shenandoah Valley Itinerary

Created using Inspirock Shenandoah Valley travel planner

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Make it your trip
Fly
1
Luray
— 3 nights
Drive
2
Shenandoah National Park
— 3 nights
Drive
3
Staunton
— 4 nights
Drive
4
Winchester
— 4 nights
Fly

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Luray

— 3 nights

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.
Luray is known for nature, museums, and trails. Your plan includes some of its best attractions: explore the fascinating underground world of Luray Caverns, kick your exploration up a notch at some of the top local zipline courses and adventure parks, get engrossed in the history at The Car and Carriage Caravan Museum, and take in the history at New Market State Historical Park.

For ratings, reviews, more things to do, and tourist information, read Luray route planning site.

Boston to Luray is an approximately 3.5-hour flight. You can also drive; or do a combination of train, bus, and taxi. When traveling from Boston in May, plan for a bit warmer days and about the same nights in Luray: temperatures range from 75°F by day to 52°F at night. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Shenandoah National Park.

Things to do in Luray

Parks · Nature · Outdoors · Trails

Side Trips

Shenandoah National Park

— 3 nights
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Shenandoah National Park is known for scenic drive, nature, and trails. Your plan includes some of its best attractions: take a memorable drive along Skyline Drive, admire the sheer force of Dark Hollow Falls, tour the pleasant surroundings at Old Rag Mountain Hike, and take in the awesome beauty at Bearfence Mountain.

To find where to stay, other places to visit, ratings, and more tourist information, you can read our Shenandoah National Park trip itinerary planner.

Drive from Luray to Shenandoah National Park in 1.5 hours. In May, daytime highs in Shenandoah National Park are 76°F, while nighttime lows are 55°F. Wrap up your sightseeing on the 7th (Fri) to allow time to drive to Staunton.

Things to do in Shenandoah National Park

Parks · Nature · Outdoors · Trails

Staunton

— 4 nights
Staunton is an independent city in the U.S. Commonwealth of Virginia. Get out of town with these interesting Staunton side-trips: Natural Bridge (Caverns At Natural Bridge, Natural Bridge State Park, &more), Lexington (Lee Chapel and Museum, Virginia Military Institute, &more) and Harrisonburg (Edith J. Carrier Arboretum, White Oak Lavender Farm & The Purple WOLF Vineyard, &more). Next up on the itinerary: contemplate the long history of Frontier Culture Museum, see the interesting displays at Camera Heritage Museum, and explore the fascinating underground world of Grand Caverns.

For traveler tips, maps, and more tourist information, use the Staunton road trip website.

You can drive from Shenandoah National Park to Staunton in 1.5 hours. In May in Staunton, expect temperatures between 74°F during the day and 51°F at night. Cap off your sightseeing on the 11th (Tue) early enough to go by car to Winchester.

Things to do in Staunton

Historic Sites · Parks · Museums · Nature

Side Trips

Winchester

— 4 nights
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Winchester is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: get a taste of life in the country at Rocking S Ranch, take an in-depth tour of Virginia Museum of Veiled History, admire the striking features of Abram's Delight, and explore the world behind art at Museum of the Shenandoah Valley.

For other places to visit, photos, ratings, and other tourist information, go to the Winchester road trip planner.

Traveling by car from Staunton to Winchester takes 2 hours. Alternatively, you can do a combination of bus and taxi. May in Winchester sees daily highs of 73°F and lows of 52°F at night. Finish up your sightseeing early on the 15th (Sat) so you can catch the flight back home.

Things to do in Winchester

Historic Sites · Museums · Wineries · Shopping

Side Trips