9 days in Virginia Itinerary

Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.

Start off your visit on the 30th (Fri): get to know the fascinating history of The Tomb of the Unknown Soldier, then get a taste of the local shopping with Torpedo Factory Art Center, and then contemplate the long history of Old Town. Here are some ideas for day two: see the interesting displays at Steven F. Udvar-Hazy Center, take in the exciting artwork at artinsights animation and film art gallery, and then explore the different monuments and memorials at Arlington National Cemetery.

Before you visit Alexandria, use our trip planner to discover what you can do and see there.

New York City to Alexandria is an approximately 3.5-hour flight. You can also drive; or take a train. In October, daytime highs in Alexandria are 71°F, while nighttime lows are 54°F. Finish your sightseeing early on the 31st (Sat) so you can drive to Charlottesville.

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 1st (Sun): admire the natural beauty at Monticello, view the masterpieces at McGuffey Art Center, and then take in the exciting artwork at C'ville Arts: A Cooperative Gallery.

To see ratings, photos, maps, and more tourist information, read our Charlottesville route planner.

Drive from Alexandria to Charlottesville in 2.5 hours. Alternatively, you can take a train; or do a combination of subway and bus. Traveling from Alexandria in October, you can expect nighttime temperatures to be little chillier in Charlottesville, with lows of 49°F. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Williamsburg.

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.

Start off your visit on the 2nd (Mon): contemplate the long history of Colonial Williamsburg, make a trip to St. George Tucker House, then stop by Quirks of Art, and finally view the masterpieces at Williamsburg Art Gallery. Here are some ideas for day two: contemplate the long history of Jamestown Settlement and then browse the exhibits of Historic Jamestowne.

For more things to do, ratings, photos, and tourist information, go to the Williamsburg trip itinerary planner.

Getting from Charlottesville to Williamsburg by car takes about 2.5 hours. Other options: take a bus; or do a combination of bus and train. In November in Williamsburg, expect temperatures between 63°F during the day and 42°F at night. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Virginia Beach.

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.

Kick off your visit on the 4th (Wed): stroll through Virginia Beach, examine the collection at Virginia Beach Surf & Rescue Museum, then brush up on your military savvy at Military Aviation Museum, and finally take a leisurely stroll along Virginia Beach Boardwalk. On the next day, browse for treasures at Skipjack Nautical Wares & Marine Art Gallery, enjoy the sand and surf at Cape Charles Beach, then take in the exciting artwork at Shooting Star Gallery, and finally push the limits with iFLY Va Beach Indoor Skydiving.

To see traveler tips, maps, reviews, and tourist information, you can read our Virginia Beach trip builder app.

Drive from Williamsburg to Virginia Beach in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In November, daily temperatures in Virginia Beach can reach 62°F, while at night they dip to 43°F. Cap off your sightseeing on the 5th (Thu) early enough to go by car to Chincoteague Island.

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.

On the 6th (Fri), look for all kinds of wild species at Chincoteague National Wildlife Refuge. On the next day, see majestic marine mammals with Captain Dan's Around the Island Tours, then look for gifts at MamerSass, then get a taste of the local shopping with Tryfan Gallery, and finally don't miss a visit to Chincoteague Cultural Alliance.

For ratings, photos, other places to visit, and tourist information, use the Chincoteague Island trip itinerary tool.

Drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. November in Chincoteague Island sees daily highs of 59°F and lows of 40°F at night. Wrap up your sightseeing on the 7th (Sat) to allow time to drive back home.