8 days in Virginia Itinerary

8 days in Virginia Itinerary

Created using Inspirock Virginia travel planner

Make it your trip
Drive
1
Chincoteague Island
— 1 night
Drive
2
Virginia Beach
— 1 night
Drive
3
Williamsburg
— 2 nights
Drive
4
Charlottesville
— 1 night
Drive
5
Luray
— 1 night
Drive
6
Arlington
— 1 night
Fly

S M T W T F S
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Chincoteague Island

— 1 night
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Kick off your visit on the 24th (Mon): don't miss a visit to Chincoteague Cultural Alliance, take a memorable tour with Captain Dan's Around the Island Tours, and then get outside with Donald J. Leonard. Keep things going the next day: explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

For where to stay, photos, other places to visit, and more tourist information, you can read our Chincoteague Island trip itinerary planner.

New York City to Chincoteague Island is an approximately 5-hour combination of train and flight. You can also drive; or do a combination of train and bus. In May, plan for daily highs up to 72°F, and evening lows to 57°F. Finish up your sightseeing early on the 25th (Tue) so you can go by car to Virginia Beach.

Things to do in Chincoteague Island

Wildlife · Nature · Parks · Outdoors

Virginia Beach

— 1 night

The Resort City

Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Start off your visit on the 26th (Wed): learn about all things military at Military Aviation Museum, enjoy the sand and surf at Virginia Beach, and then take in the waterfront at Virginia Beach Boardwalk.

For maps, other places to visit, where to stay, and more tourist information, use the Virginia Beach trip builder website.

Traveling by car from Chincoteague Island to Virginia Beach takes 2.5 hours. Alternatively, you can take a bus; or take a bus. May in Virginia Beach sees daily highs of 77°F and lows of 60°F at night. Wrap up your sightseeing on the 26th (Wed) early enough to drive to Williamsburg.

Things to do in Virginia Beach

Museums · Beaches · Parks · Outdoors

Williamsburg

— 2 nights

Colonial Capital

Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Kick off your visit on the 27th (Thu): contemplate the long history of Governor's Palace and then don't miss a visit to Colonial Williamsburg. Get ready for a full day of sightseeing on the 28th (Fri): take a tour of Jamestown Settlement, steep yourself in history at Historic Jamestowne, and then stop by Silver Hand Meadery.

For traveler tips, maps, and more tourist information, read our Williamsburg trip tool.

Drive from Virginia Beach to Williamsburg in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 79°F in May, and nighttime lows around 59°F. Finish your sightseeing early on the 28th (Fri) so you can drive to Charlottesville.

Things to do in Williamsburg

Historic Sites · Museums · Wineries · Shopping

Charlottesville

— 1 night

Hoo-Ville

Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
On the 29th (Sat), admire the natural beauty at Monticello, don't miss a visit to Les Yeux du Monde, and then steep yourself in history at The Glass Palette - Interactive Glass Art Studio.

To see traveler tips, other places to visit, photos, and other tourist information, refer to the Charlottesville online tour planner.

Getting from Williamsburg to Charlottesville by car takes about 2.5 hours. Other options: take a bus; or do a combination of train and bus. In May, daytime highs in Charlottesville are 76°F, while nighttime lows are 55°F. Cap off your sightseeing on the 29th (Sat) early enough to go by car to Luray.

Things to do in Charlottesville

Historic Sites · Parks

Luray

— 1 night

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 30th (Sun): hike along Stony Man Mountain Overlook, then admire the natural beauty at Birdsong Pleasure Garden, then sample the fine beverages at River Hill Wine & Spirits, and finally explore the stunning scenery at Luray Caverns.

Plan a trip to Luray easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Charlottesville to Luray in 1.5 hours. Another option is to do a combination of bus and taxi. In May in Luray, expect temperatures between 75°F during the day and 52°F at night. Wrap up your sightseeing on the 30th (Sun) to allow time to drive to Arlington.

Things to do in Luray

Parks · Nature · Trails · Outdoors

Arlington

— 1 night

National History, Local Flavor

Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Start off your visit on the 31st (Mon): take a stroll through Old Town, get to know the fascinating history of The Tomb of the Unknown Soldier, then explore the different monuments and memorials at Arlington National Cemetery, and finally don't miss a visit to John F. Kennedy Grave Site.

To find where to stay, maps, other places to visit, and tourist information, you can read our Arlington day trip planning website.

You can drive from Luray to Arlington in 2 hours. Other options are to fly; or do a combination of taxi and bus. Traveling from Luray in May, you can expect nighttime temperatures to be a bit warmer in Arlington, with lows of 58°F. Cap off your sightseeing on the 31st (Mon) early enough to catch the flight back home.

Things to do in Arlington

Historic Sites · Neighborhoods

Side Trip

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.