31 days in Virginia Itinerary

31 days in Virginia Itinerary

Created using Inspirock Virginia journey planner

Make it your trip
Fly to Washington Dulles International Airport, Drive to Charlottesville
1
Charlottesville
— 5 nights
Drive
2
Williamsburg
— 6 nights
Drive
3
Virginia Beach
— 6 nights
Fly
4
Alexandria
— 5 nights
Drive
5
Purcellville
— 7 nights
Drive to Washington Dulles International Airport, Fly to Entebbe International Airport

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Charlottesville

— 5 nights

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.
You'll find plenty of places to visit near Charlottesville: Bold Rock Hard Cider (in Nellysford), Luray Caverns (in Luray) and Scottsville (Canal Basin Square & James River Brewery). There's lots more to do: take in nature's colorful creations at Monticello, do a tasting at Valley Road Vineyards, take in the exciting artwork at C'ville Arts: A Cooperative Gallery, and sample the tasty concoctions at Loose Shoe Brewing Company.

To find other places to visit, ratings, reviews, and tourist information, read Charlottesville online trip itinerary maker.

Entebbe, Uganda to Charlottesville is an approximately 22.5-hour combination of flight and car. The time zone difference moving from East Africa Time to Eastern Standard Time is minus 8 hours. Expect colder temperatures when traveling from Entebbe in December; daily highs in Charlottesville reach 13°C and lows reach 1°C. Wrap up your sightseeing on the 15th (Tue) early enough to drive to Williamsburg.

Things to do in Charlottesville

Parks · Breweries & Distilleries · Nature · Scenic Drive

Side Trips

Williamsburg

— 6 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.
Change things up with these side-trips from Williamsburg: Good Luck Cellars (in Kilmarnock), Gauthier Vineyard (in Barhamsville) and Newport News (The Noland Trail & The Mariners' Museum & Park). And it doesn't end there: cool off at Busch Gardens Williamsburg, sample the tasty concoctions at Alewerks Brewing Company, learn about winemaking at Silver Hand Meadery, and steep yourself in history at Colonial Williamsburg.

For other places to visit, where to stay, photos, and other tourist information, read Williamsburg online tour planner.

Drive from Charlottesville to Williamsburg in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In December, daytime highs in Williamsburg are 15°C, while nighttime lows are 3°C. Cap off your sightseeing on the 21st (Mon) early enough to go by car to Virginia Beach.

Things to do in Williamsburg

Historic Sites · Museums · Wineries · Parks

Side Trips

Virginia Beach

— 6 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.
Change things up with these side-trips from Virginia Beach: Suffolk Seaboard Station Railroad Museum (in Suffolk), Norfolk (O'Connor Brewing Co. & Smartmouth Brewing Company) and Chatham Vineyards (in Machipongo). There's much more to do: brush up on your knowledge of spirits at Tarnished Truth Distilling Company, kick back and relax at Sandbridge Beach, sample the tasty concoctions at Ammo Brewing, and take in the waterfront at Virginia Beach Boardwalk.

To find more things to do, other places to visit, photos, and other tourist information, use the Virginia Beach trip planner.

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 December in Virginia Beach, expect temperatures between 15°C during the day and 4°C at night. Cap off your sightseeing on the 27th (Sun) early enough to travel to Alexandria.

Things to do in Virginia Beach

Breweries & Distilleries · Museums · Outdoors · Parks

Side Trips

Alexandria

— 5 nights
Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.
Explore the numerous day-trip ideas around Alexandria: Steven F. Udvar-Hazy Center (in Chantilly), A. Smith Bowman Distillery (in Fredericksburg) and Virginia Museum of Fine Arts (in Richmond). There's much more to do: take a stroll through Old Town, pause for some photo ops at Air Force Memorial, don't miss a visit to John F. Kennedy Grave Site, and brush up on your military savvy at National Museum of the Marine Corps.

To see where to stay, maps, more things to do, and more tourist information, read our Alexandria trip itinerary maker tool.

You can fly from Virginia Beach to Alexandria in 3 hours. Alternatively, you can drive; or take a train. When traveling from Virginia Beach in December, plan for slightly colder days and about the same nights in Alexandria: temperatures range from 12°C by day to 3°C at night. Finish up your sightseeing early on the 1st (Fri) so you can go by car to Purcellville.

Things to do in Alexandria

Historic Sites · Museums · Breweries & Distilleries · Neighborhoods

Side Trips

Purcellville

— 7 nights
Purcellville is a town in Loudoun County, Virginia, United States. Explore the numerous day-trip ideas around Purcellville: My Neighbor and Me (in Berryville), Long Branch Plantation (in Millwood) and Fox Meadow Winery (in Linden). And it doesn't end there: brush up on your knowledge of spirits at Catoctin Creek Distillery, sample the tasty concoctions at Corcoran Brewing, and do a tasting at Pearmund Cellars.

To see where to stay, ratings, other places to visit, and tourist information, use the Purcellville trip itinerary planner.

You can drive from Alexandria to Purcellville in 1.5 hours. In January, daytime highs in Purcellville are 6°C, while nighttime lows are -3°C. Finish up your sightseeing early on the 8th (Fri) so you can travel back home.

Things to do in Purcellville

Wineries · Breweries & Distilleries · Historic Sites · Shopping

Side Trips

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.