8 days in Virginia Itinerary

8 days in Virginia Itinerary

Created using Inspirock Virginia trip builder

Plan created by another user. Make it yours
Fly
1
Charlottesville
— 2 nights
Drive
2
Fredericksburg
— 1 night
Drive
3
Williamsburg
— 2 nights
Drive
4
Virginia Beach
— 2 nights
Fly

S M T W T F S
31
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3
4
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2
nights
Charlottesville

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.
Attractions like James Monroe's Highland and University of Virginia make great kid-friendly stops. Discover out-of-the-way places like James Madison's Montpelier and McLean House. You'll find plenty of places to visit near Charlottesville: Staunton (Frontier Culture Museum & Crack The Code Escape Room), Presbyterian Cemetery (in Lynchburg) and Grand Caverns (in Grottoes). It doesn't end there: explore the striking landscape of Appomattox Court House National Historical Park.

To find maps, more things to do, and tourist information, you can read our Charlottesville trip itinerary maker tool.

Orlando to Charlottesville is an approximately 6-hour flight. You can also drive; or do a combination of train and bus. Expect a bit cooler weather when traveling from Orlando in November: highs in Charlottesville hover around 59°F, while lows dip to 37°F. Finish your sightseeing early on the 8th (Mon) to allow enough time to drive to Fredericksburg.

Things to do in Charlottesville

Historic Sites · Parks · Nature · Museums

Side Trips

1
night
Fredericksburg

Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. Start off your visit on the 9th (Tue): steep yourself in history at The Rising Sun Tavern, then explore the galleries of Gari Melchers Home and Studio, then brush up on your military savvy at National Museum of the Marine Corps, and finally get to know the fascinating history of Old Town.

For ratings, maps, more things to do, and other tourist information, go to the Fredericksburg online trip builder.

You can drive from Charlottesville to Fredericksburg in 2 hours. Alternatively, you can take a bus; or take a train. November in Fredericksburg sees daily highs of 59°F and lows of 36°F at night. Wrap up your sightseeing on the 9th (Tue) early enough to drive to Williamsburg.

Things to do in Fredericksburg

Historic Sites · Museums

Side Trips

2
nights
Williamsburg

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 10th (Wed): take in the history at American Revolution Museum at Yorktown, then contemplate in the serene atmosphere at St. Luke's Historic Church & Museum, and then admire the masterpieces at Abby Aldrich Rockefeller Folk Art Museum. On your second day here, steep yourself in history at Colonial Williamsburg, then take in the architecture and atmosphere at Bruton Parish Episcopal Church, then contemplate the long history of George Wythe House, and finally admire the masterpieces at DeWitt Wallace Decorative Arts Museum.

To see ratings, maps, other places to visit, and tourist information, you can read our Williamsburg road trip planner.

You can drive from Fredericksburg to Williamsburg in 2 hours. Other options are to take a train; or take a bus. Traveling from Fredericksburg in November, plan for a bit warmer nights in Williamsburg, with lows around 42°F. Finish your sightseeing early on the 11th (Thu) so you can drive to Virginia Beach.

Things to do in Williamsburg

Museums · Historic Sites

Side Trips

2
nights
Virginia Beach

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 12th (Fri): learn about all things military at Military Aviation Museum, tour the pleasant surroundings at Sandbridge Beach, and then immerse yourself in nature at First Landing State Park. Get ready for a full day of sightseeing on the next day: examine the collection at Nauticus and then admire the masterpieces at Chrysler Museum of Art.

To find ratings, reviews, and other tourist information, read Virginia Beach road trip website.

Getting from Williamsburg to Virginia Beach by car takes about 1.5 hours. Other options: take a bus; or do a combination of train and bus. Expect a daytime high around 62°F in November, and nighttime lows around 43°F. Finish your sightseeing early on the 13th (Sat) to allow enough time to travel back home.

Things to do in Virginia Beach

Museums · Parks · Beaches · Outdoors

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.