15 days in Shenandoah Valley Itinerary

15 days in Shenandoah Valley Itinerary

Created using Inspirock Shenandoah Valley travel planner
©
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

S M T W T F S
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15

Luray — 3 nights

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 trip includes some of its best attractions: take in breathtaking views at Luray Caverns, Head underground at Shenandoah Caverns, indulge in some personalized pampering at The Wright Touch, and sample the fine beverages at River Hill Wine & Spirits.

To find reviews, maps, other places to visit, and other tourist information, use the Luray trip maker tool.

Boston to Luray is an approximately 3.5-hour flight. You can also drive; or do a combination of train, bus, and taxi. Traveling from Boston in May, expect nights in Luray to be about the same, around 52°F, while days are a bit warmer, around 75°F. Finish your sightseeing early on the 4th (Tue) so you can drive to Shenandoah National Park.
Parks · Nature · Outdoors · Trails
Side Trips
Find places to stay May 1 — 4:

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 nature, trails, and nightlife. Your trip includes some of its best attractions: contemplate the waterfront views at Skyline Drive, take in the awesome beauty at Hawksbill Mountain, tour the pleasant surroundings at Old Rag Mountain Hike, and stroll the grounds of Dean Cemetery.

To see photos, ratings, more things to do, and tourist information, refer to the Shenandoah National Park trip planner.

Getting from Luray to Shenandoah National Park by car takes about 1.5 hours. Expect a daytime high around 76°F in May, and nighttime lows around 55°F. Cap off your sightseeing on the 7th (Fri) early enough to go by car to Staunton.
Parks · Nature · Outdoors · Trails
Find places to stay May 4 — 7:

Staunton — 4 nights

Staunton is an independent city in the U.S. Commonwealth of Virginia. Explore Staunton's surroundings by going to Natural Bridge (Caverns At Natural Bridge, Natural Bridge State Park, &more), Lexington (University Chapel & Galleries, Virginia Military Institute, &more) and Harrisonburg (Edith J. Carrier Arboretum, White Oak Lavender Farm & The Purple WOLF Vineyard, &more). Next up on the itinerary: take an in-depth tour of Frontier Culture Museum, see the interesting displays at Camera Heritage Museum, steep yourself in history at Woodrow Wilson Presidential Library and Museum, and explore the fascinating underground world of Grand Caverns.

To find where to stay, photos, traveler tips, and other tourist information, read our Staunton trip maker app.

You can drive from Shenandoah National Park to Staunton in 1.5 hours. May in Staunton sees daily highs of 74°F and lows of 51°F at night. Finish your sightseeing early on the 11th (Tue) to allow enough time to drive to Winchester.
Historic Sites · Parks · Museums · Nature
Side Trips
Find places to stay May 7 — 11:

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 trip includes some of its best attractions: get a taste of life in the country at Rocking S Ranch, take in the history at Kernstown Battlefield and Pritchard House, admire the striking features of Abram's Delight, and get engrossed in the history at Stonewall Jackson's Headquarters.

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.
Historic Sites · Museums · Shopping · Wineries
Side Trips
Find places to stay May 11 — 15: