29 days in Virginia Itinerary

Nestled in the heart of the valley formed by the Shenandoah River, Luray draws visitors with a vast underground cavern system adorned with stalactites, stalagmites, and mirrored pools.

Explore Luray's surroundings by going to Mt. Crawford Creamery (in Mount Crawford) and Shenandoah National Park (Skyline Drive & Hawksbill Mountain). There's much more to do: take in breathtaking views at Luray Caverns, hike along Stony Man Mountain Overlook, get a dose of the wild on Raptor Hill Falconry, and stroll through Luray Hawksbill Greenway.

To see reviews, photos, where to stay, and other tourist information, refer to the Luray trip itinerary maker site.

Berlin, Germany to Luray is an approximately 15-hour combination of flight and car. Due to the time zone difference, you'll gain 6 hours traveling from Berlin to Luray. Expect a daytime high around 30°C in September, and nighttime lows around 16°C. Finish your sightseeing early on the 19th (Tue) 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 20th (Wed): relax in the rural setting at Open Gate Farm and then steep yourself in history at Monticello. Get ready for a full day of sightseeing on the next day: steep yourself in history at James Madison's Montpelier, awaken your taste buds at Central Virginia Wine Tours & Transportation, and then test your team's savvy at popular escape rooms.

To see more things to do, reviews, maps, and tourist information, you can read our Charlottesville trip planner.

You can drive from Luray to Charlottesville in 1.5 hours. Alternatively, you can do a combination of taxi and bus. In September, daytime highs in Charlottesville are 31°C, while nighttime lows are 18°C. Cap off your sightseeing on the 21st (Thu) early enough to go by car to Bedford.

Bedford is an incorporated town and former independent city located within Bedford County in the U.S. state of Virginia. On the 22nd (Fri), pause for some photo ops at National D-Day Memorial, examine the collection at Bedford Boys Tribute Center, and then delve into the lush surroundings at Peaks of Otter Visitor Center. On the 23rd (Sat), you'll have a packed day of sightseeing: experience rural life at A.J. Gross & Sons Orchard, explore the activities along Smith Mountain Lake, and then immerse yourself in nature at Smith Mountain Lake State Park.

To see photos, more things to do, traveler tips, and other tourist information, read Bedford trip itinerary planning site.

Traveling by car from Charlottesville to Bedford takes 2 hours. In September, daily temperatures in Bedford can reach 30°C, while at night they dip to 17°C. Wrap up your sightseeing on the 23rd (Sat) early enough to drive to Abingdon.

Abingdon is a town in Washington County, Virginia, United States, southwest of Roanoke. On the 24th (Sun), immerse yourself in nature at Grayson Highlands State Park, look for gifts at Southwest Virginia Cultural Center & Marketplace, then see the interesting displays at The Birthplace of Country Music Museum, and finally explore the different monuments and memorials at Sinking Spring Cemetery. On the 25th (Mon), you'll have a packed day of sightseeing: explore by horseback at Virginia Creeper Trail Club, then stroll through Virginia Creeper National Recreation Trail, and then grab your bike and head to Shuttle Shack.

To find where to stay, traveler tips, reviews, and other tourist information, refer to the Abingdon online trip planner.

Traveling by car from Bedford to Abingdon takes 3 hours. In September, daytime highs in Abingdon are 30°C, while nighttime lows are 17°C. Finish up your sightseeing early on the 25th (Mon) so you can catch the flight 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.

You'll find plenty of places to visit near Williamsburg: St. Luke's Historic Church & Museum (in Smithfield) and The Mariners' Museum and Park (in Newport News). And it doesn't end there: contemplate the long history of Colonial Williamsburg, don't miss a visit to St. George Tucker House, cruise along Colonial Parkway, and take a tour of Jamestown Settlement.

To find reviews, traveler tips, maps, and tourist information, refer to the Williamsburg trip itinerary planning tool.

You can fly from Abingdon to Williamsburg in 5 hours. Other options are to drive; or do a combination of taxi and bus. Traveling from Abingdon in September, expect a bit warmer with lows of 22°C in Williamsburg. Finish your sightseeing early on the 29th (Fri) so you can drive 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.

Step out of Virginia Beach to go to Norfolk and see Weyanoke Bird and Wildflower Sanctuary, which is approximately 36 minutes away. And it doesn't end there: take a leisurely stroll along Virginia Beach Boardwalk, identify plant and animal life at First Landing State Park, contemplate the waterfront views at Owl Creek, and step aboard Battleship Wisconsin at Nauticus.

To see photos, maps, where to stay, and other tourist information, read our Virginia Beach online trip itinerary builder.

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In September, daily temperatures in Virginia Beach can reach 32°C, while at night they dip to 22°C. Finish up your sightseeing early on the 3rd (Tue) so you can 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.

Start off your visit on the 4th (Wed): explore the wealth of natural beauty at Chincoteague National Wildlife Refuge. Keep things going the next day: gain some tasty knowledge on The Ugly Oyster Tour Co., get up close to creatures of the deep with a dolphin and whale watching tour, and then explore the landscape on two wheels at Bike Depot.

To find traveler tips, more things to do, ratings, and more tourist information, read our Chincoteague Island vacation builder site.

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In October, daily temperatures in Chincoteague Island can reach 25°C, while at night they dip to 14°C. Wrap up your sightseeing on the 5th (Thu) to allow time to drive to Arlington.

Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.

You'll find plenty of places to visit near Arlington: Gettysburg (Savor Gettysburg Food Tours, Shriver House Museum, &more), Steven F. Udvar-Hazy Center (in Chantilly) and George Washington's Mount Vernon (in Mount Vernon). There's much more to do: explore the different monuments and memorials at Arlington National Cemetery, grab your bike and head to Mount Vernon Trail, get to know the fascinating history of The Tomb of the Unknown Soldier, and wander the streets of Old Town.

For where to stay and other tourist information, you can read our Arlington online driving holiday planner.

Traveling by car from Chincoteague Island to Arlington takes 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of taxi, bus, train, and subway. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Cap off your sightseeing on the 9th (Mon) early enough to go by car to Winchester.

Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Get out of town with these interesting Winchester side-trips: Gettysburg (Gettysburg National Military Park, Monument to Brigadier General Gouverneur Kemble Warren, &more), Meyersdale Area Historical Society (in Meyersdale) and Great Allegheny Passage (in Cumberland). There's lots more to do: wander the wide-open spaces of Rocking S Ranch, take in the history at Antietam National Battlefield, see the interesting displays at Stonewall Jackson's Headquarters, and get a taste of the local shopping with Marker-Miller Orchards.

For where to stay, other places to visit, photos, and tourist information, read our Winchester online itinerary builder.

Getting from Arlington to Winchester by car takes about 1.5 hours. Other options: do a combination of bus and taxi; or do a combination of bus, train, and taxi. Traveling from Arlington in October, Winchester is a bit cooler at night with lows of 9°C. Cap off your sightseeing on the 15th (Sun) early enough to travel back home.