5 days in Virginia Itinerary

5 days in Virginia Itinerary

Created using Inspirock Virginia travel route maker
Make it your trip
— 1 day
— 1 night
Virginia Beach
— 2 nights
Chincoteague Island
— 1 night


Richmond — 1 day

The River City

The capital city of Virginia, Richmond has diverse architecture, a large collection of monuments, and world-class museums that reveal the city's important role in American history.
Kick off your visit on the 15th (Mon): take an in-depth tour of White House of the Confederacy, then take in the architecture and atmosphere at St. John's Episcopal Church, then explore the different monuments and memorials at Hollywood Cemetery, and finally don't miss a visit to Monument Avenue.

For other places to visit, ratings, where to stay, and tourist information, read Richmond route planner.

The Route module shows you travel options from your home to Richmond. Expect a daytime high around 87°F in August, and nighttime lows around 68°F. Wrap up your sightseeing on the 15th (Mon) to allow time to drive to Charlottesville.
Historic Sites · Museums

Charlottesville — 1 night


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.
Start off your visit on the 16th (Tue): admire the striking features of University of Virginia, experience rural life at Carter Mountain Orchard, and then steep yourself in history at James Monroe's Highland.

For where to stay, photos, reviews, and tourist information, read Charlottesville trip planner.

Traveling by car from Richmond to Charlottesville takes 1.5 hours. Alternatively, you can take a bus. In August in Charlottesville, expect temperatures between 84°F during the day and 65°F at night. Finish your sightseeing early on the 16th (Tue) to allow enough time to drive to Virginia Beach.
Historic Sites

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.
On the 17th (Wed), take an in-depth tour of Military Aviation Museum, then kick back and relax at Sandbridge Beach, and then get interesting insight from Tours. Get ready for a full day of sightseeing on the next day: take a tour of Battleship Wisconsin at Nauticus, then explore the world behind art at Chrysler Museum of Art, then take in the pleasant sights at King Neptune Statue on the Boardwalk, and finally stroll around Neptune's Park.

To find other places to visit, reviews, more things to do, and tourist information, read our Virginia Beach itinerary app.

Drive from Charlottesville to Virginia Beach in 3 hours. Alternatively, you can fly; or take a bus. Traveling from Charlottesville in August, you can expect nighttime temperatures to be somewhat warmer in Virginia Beach, with lows of 72°F. Wrap up your sightseeing on the 18th (Thu) early enough to drive to Chincoteague Island.
Museums · Outdoors · Parks · Beaches
Side Trip

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.
On the 19th (Fri), visit a coastal fixture at Assateague Lighthouse, get engrossed in the history at Museum of Chincoteague, and then get a new perspective on things with Boat Tours & Water Sports.

To find more things to do, photos, and other tourist information, read Chincoteague Island trip planner.

You can drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. In August, daily temperatures in Chincoteague Island can reach 84°F, while at night they dip to 68°F. Finish your sightseeing early on the 19th (Fri) to allow enough time to drive back home.
Outdoors · Museums · Historic Sites · Tours
Side Trip

Virginia travel guide

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.