8 days in Virginia Itinerary

8 days in Virginia Itinerary

Created using Inspirock Virginia travel route planner

Make it your trip
Fly
1
Virginia Beach
— 2 nights
Drive
2
Williamsburg
— 2 nights
Drive
3
Appomattox
— 1 night
Drive
4
Orange
— 1 night
Drive
5
Arlington
— 1 night
Fly

S M T W T F S
5
6
7
8
9
10
11
12
13
14
15
16
17
18

Virginia Beach

— 2 nights

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.
Escape the urban bustle at Virginia Beach and Fishing Charters & Tours. There's much more to do: sample the fine beverages at Tarnished Truth Distilling Company, tour the pleasant surroundings at Croatan Beach, take a leisurely stroll along Virginia Beach Boardwalk, and kick back and relax at Sandbridge Beach.

To see other places to visit, traveler tips, and more tourist information, go to the Virginia Beach route maker tool.

Orlando to Virginia Beach is an approximately 5-hour flight. You can also drive; or take a train. Expect a bit cooler temperatures when traveling from Orlando in May; daily highs in Virginia Beach reach 77°F and lows reach 60°F. Wrap up your sightseeing on the 13th (Mon) to allow time to drive to Williamsburg.

Things to do in Virginia Beach

Outdoors · Beaches · Parks · Tours

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.
On the 14th (Tue), take in the history at Berkeley Plantation, then contemplate the long history of Historic Jamestowne, and then learn about winemaking at Silver Hand Meadery. On the 15th (Wed), you'll have a packed day of sightseeing: contemplate the long history of Colonial Williamsburg, then steep yourself in history at Bassett Hall, and then admire the masterpieces at Abby Aldrich Rockefeller Folk Art Museum.

For photos, more things to do, other places to visit, and more tourist information, you can read our Williamsburg attractions planner.

Getting from Virginia Beach to Williamsburg by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In May, daily temperatures in Williamsburg can reach 79°F, while at night they dip to 59°F. Finish your sightseeing early on the 15th (Wed) to allow enough time to travel to Appomattox.

Things to do in Williamsburg

Historic Sites · Museums · Shopping · Wineries

Side Trip

Appomattox

— 1 night
Appomattox is a town in Appomattox County, Virginia, United States. On the 16th (Thu), contemplate the long history of McLean House, then contemplate the long history of Appomattox Court House National Historical Park, then brush up on your military savvy at The American Civil War Museum - Appomattox, and finally stroll the grounds of Presbyterian Cemetery.

To see photos, ratings, where to stay, and tourist information, read our Appomattox tour itinerary planner.

Traveling by car from Williamsburg to Appomattox takes 2.5 hours. Traveling from Williamsburg in May, plan for slightly colder nights in Appomattox, with lows around 53°F. Finish up your sightseeing early on the 16th (Thu) so you can travel to Orange.

Things to do in Appomattox

Historic Sites · Nature · Museums · Parks

Side Trip

Orange

— 1 night
Orange is a town in, and county seat of, Orange County, Virginia, United States. Start off your visit on the 17th (Fri): learn about winemaking at Chateau MerrillAnne LLC, get engrossed in the history at James Madison Museum, then steep yourself in history at James Madison's Montpelier, and finally do a tasting at Barboursville Vineyards and Historic Ruins.

For more things to do, maps, other places to visit, and other tourist information, read Orange vacation planner.

Drive from Appomattox to Orange in 2 hours. In May in Orange, expect temperatures between 75°F during the day and 53°F at night. Wrap up your sightseeing on the 17th (Fri) to allow time to travel to Arlington.

Things to do in Orange

Historic Sites · Wineries · Museums

Side Trips

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.
On the 18th (Sat), get to know the fascinating history of The Tomb of the Unknown Soldier, stroll the grounds of Arlington National Cemetery, then take a stroll through Old Town, and finally view the masterpieces at Torpedo Factory Art Center.

To find photos, where to stay, maps, and tourist information, you can read our Arlington tour itinerary planner.

Traveling by car from Orange to Arlington takes 2 hours. In May, daily temperatures in Arlington can reach 76°F, while at night they dip to 58°F. Wrap up your sightseeing on the 18th (Sat) early enough to travel back home.

Things to do in Arlington

Historic Sites · Neighborhoods · Shopping · Museums

Side Trip

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Specialty Museums
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.