58 days in United States Itinerary

58 days in United States Itinerary

Created using Inspirock Virginia route planner

Plan created by another user. Make it yours

Route & dates

1
Winchester
— Few hours
2
Leesburg
— 3 nights
3
Chantilly
— 2 nights
4
Arlington
— 1 night
5
Chincoteague Island
— 2 nights
6
Virginia Beach
— 2 nights
7
Newport News
— 2 nights
8
Williamsburg
— 2 nights
9
Richmond
— 2 nights
10
Damascus
— 2 nights
11
Luray
— 8 nights
12
Lynchburg
— 2 nights
13
Norfolk
— 4 nights
14
Alexandria
— 2 nights
15
Charlottesville
— 4 nights
16
Natural Bridge
— 2 nights
17
Shenandoah National Park
— 4 nights
18
Fredericksburg
— 2 nights
19
Yorktown
— 4 nights
20
Roanoke
— 2 nights
21
Front Royal
— 5 nights

few
hours
Winchester

Winchester ©
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. You've now added Abrams Creek Wetlands Preserve to your itinerary. Start off your visit on the 29th (Thu): identify plant and animal life at Abrams Creek Wetlands Preserve.

To see photos, traveler tips, ratings, and more tourist information, use the Winchester sightseeing planning website.

The Route module shows you all the different ways you can get to Winchester. August in Winchester sees daily highs of °F and lows of °F at night. On the 29th (Thu), wrap the sightseeing up by early afternoon so you can drive to Leesburg.

Things to do in Winchester

Parks Wildlife
Highlights from your plan
Abrams Creek Wetlands Preserve ©
Abrams Creek Wetlands Preserve

3
nights
Leesburg

Leesburg ©
Leesburg is a historic town within and the county seat of Loudoun County, Virginia. Plan trip to Leesburg with our itinerary maker to find out where to go and what to do.

You can drive from Winchester to Leesburg in an hour. August in Leesburg sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Chantilly.

Things to do in Leesburg

Historic Sites Parks Nature

Side Trip

Antietam National Battlefield
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield

2
nights
Chantilly

Chantilly ©
Chantilly is a census-designated place (CDP) in western Fairfax County, Virginia, United States. On the 1st (Sun), see the interesting displays at Steven F. Udvar-Hazy Center and then test your team's savvy at popular escape rooms. On the 2nd (Mon), you'll have a packed day of sightseeing: walk around Great Falls Park and then have some family-friendly fun at iFLY Indoor Skydiving - Loudoun.

To see more things to do, other places to visit, reviews, and other tourist information, refer to the Chantilly trip itinerary maker tool.

Chantilly is just a stone's throw from Leesburg. Expect a daytime high around °F in September, and nighttime lows around °F. Wrap up your sightseeing on the 3rd (Tue) early enough to drive to Arlington.

Things to do in Chantilly

Parks Nature Fun & Games

Side Trips

Room Escape Games, iFLY Indoor Skydiving - Loudoun, Great Falls Park
Highlights from your plan
Great Falls Park ©
Great Falls Park
Room Escape Games
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center

1
night
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
On the 3rd (Tue), stroll the grounds of Arlington National Cemetery, make a trip to John F. Kennedy Grave Site, thenpause for some photo ops at U.S. Marine Corps War Memorial, thenget to know the fascinating history of The Tomb of the Unknown Soldier, and finally appreciate the history behind Pentagon Memorial. On the 4th (Wed), you'll have a packed day of sightseeing: pause for some photo ops at Air Force Memorial, thensteep yourself in history at Arlington House - The Robert E. Lee Memorial, and then explore the wealth of natural beauty at Wolf Trap National Park for the Performing Arts.

For photos, more things to do, where to stay, and other tourist information, read our Arlington road trip tool.

Arlington is just a short distance from Chantilly. Traveling from Chantilly in September, plan for somewhat warmer nights in Arlington, with lows around °F. Cap off your sightseeing on the 4th (Wed) early enough to go by car to Chincoteague Island.

Things to do in Arlington

Historic Sites Parks Nature

Side Trip

Wolf Trap National Park for the Performing Arts
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Arlington National Cemetery ©
Arlington National Cemetery

2
nights
Chincoteague Island

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 5th (Thu), explore the striking landscape of Chincoteague National Wildlife Refuge and then surround yourself with nature on a nature and wildlife tour. Keep things going the next day: get to know the resident critters at Salisbury Zoo, thenget your game on at Surfside Golf, thenget engrossed in the history at Museum of Chincoteague, and finally look for gifts at Wine Cheese & More.

To find traveler tips, more things to do, and more tourist information, refer to the Chincoteague Island trip itinerary builder app.

Traveling by car from Arlington to Chincoteague Island takes 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of subway, bus, and taxi. In September, daytime highs in Chincoteague Island are °F, while nighttime lows are °F. Finish your sightseeing early on the 6th (Fri) so you can drive to Virginia Beach.

Things to do in Chincoteague Island

Parks Wildlife Nature

Side Trip

Salisbury Zoo
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Chincoteague National Wildlife Refuge
Nature & Wildlife Tours
Surfside Golf ©
Surfside Golf

2
nights
Virginia Beach

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 7th (Sat): get up close and personal with brilliant marine life at Virginia Aquarium & Marine Science Center, thentake in the waterfront at Virginia Beach Boardwalk, thensee the interesting displays at Virginia Beach Surf & Rescue Museum, and finally enjoy the sand and surf at Virginia Beach. On the next day, admire the majestic nature at First Landing State Park, thenexperience rural life at Hunt Club Farm, and then kick back and relax at Sandbridge Beach.

For where to stay, maps, ratings, and more tourist information, read Virginia Beach tour itinerary maker app.

You can drive from Chincoteague Island to Virginia Beach in 2.5 hours. Other options are to take a bus; or take a bus. In September, plan for daily highs up to °F, and evening lows to °F. Cap off your sightseeing on the 8th (Sun) early enough to go by car to Newport News.

Things to do in Virginia Beach

Parks Beaches Outdoors
Highlights from your plan
Virginia Beach ©
Virginia Beach
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Virginia Aquarium & Marine Science Center ©

2
nights
Newport News

Newport News ©
Start off your visit on the 9th (Mon): get to know the resident critters at Virginia Living Museum, engage your brain at Virginia Air & Space Center, and then enjoy the sand and surf at Buckroe Beach and Park. On the 10th (Tue), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at St. Luke's Historic Church & Museum, thenhike along The Noland Trail, thenwalk around The Mariners' Museum & Park, and finally examine the collection at The Mariners' Museum and Park.

To see other places to visit, photos, more things to do, and other tourist information, go to the Newport News road trip planning site.

You can drive from Virginia Beach to Newport News in an hour. Alternatively, you can take a bus. In September, daytime highs in Newport News are °F, while nighttime lows are °F. Wrap up your sightseeing on the 10th (Tue) early enough to drive to Williamsburg.

Things to do in Newport News

Parks Museums Outdoors

Side Trips

Hampton, St. Luke's Historic Church & Museum
Highlights from your plan
Virginia Living Museum ©
Virginia Living Museum
The Noland Trail ©
The Noland Trail
The Mariners' Museum & Park ©
The Mariners' Museum & Park

2
nights
Williamsburg

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.
Kick off your visit on the 11th (Wed): take a tour of Jamestown Settlement, thenmake a splash at Water Country USA, and then take in the architecture and atmosphere at Bruton Parish Episcopal Church. Get ready for a full day of sightseeing on the next day: contemplate the long history of Historic Jamestowne, steep yourself in history at Governor's Palace, and then gain insight at College of William & Mary.

To find ratings, photos, maps, and tourist information, go to the Williamsburg day trip planner.

Williamsburg is very close to Newport News. September in Williamsburg sees daily highs of °F and lows of °F at night. Cap off your sightseeing on the 12th (Thu) early enough to go by car to Richmond.

Things to do in Williamsburg

Historic Sites Theme Parks Museums
Highlights from your plan
Jamestown Settlement ©
Jamestown Settlement
Water Country USA ©
Water Country USA
Historic Jamestowne ©
Historic Jamestowne

2
nights
Richmond

Richmond ©
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.
On the 13th (Fri), admire the natural beauty at Maymont, admire the masterpieces at Virginia Museum of Fine Arts, and then find something for the whole family at Kings Dominion. Here are some ideas for day two: admire the natural beauty at Lewis Ginter Botanical Garden, thenexplore the different monuments and memorials at Hollywood Cemetery, thenlearn about all things military at White House of the Confederacy, and finally pause for some serene contemplation at St. John's Episcopal Church.

To find photos, traveler tips, ratings, and other tourist information, go to the Richmond day trip planner.

Drive from Williamsburg to Richmond in an hour. Alternatively, you can take a train. In September, plan for daily highs up to °F, and evening lows to °F. Wrap up your sightseeing on the 14th (Sat) early enough to travel to Damascus.

Things to do in Richmond

Parks Theme Parks Museums

Side Trip

Kings Dominion
Highlights from your plan
Maymont ©
Maymont
Kings Dominion ©
Kings Dominion
Virginia Museum of Fine Arts ©
Virginia Museum of Fine Arts

2
nights
Damascus

Damascus ©
Damascus is a town in Washington County, Virginia, United States. On the 15th (Sun), stop by Mast General Store, thenkick your exploration up a notch at some of the top local zipline courses and adventure parks, and then trek along Virginia Creeper National Recreation Trail. Get ready for a full day of sightseeing on the next day: explore by horseback at Moses H. Cone Memorial Park.

To find traveler tips, maps, reviews, and other tourist information, go to the Damascus trip itinerary maker website.

Traveling by car from Richmond to Damascus takes 5 hours. Alternatively, you can do a combination of flight and car. In September, plan for daily highs up to °F, and evening lows to °F. Wrap up your sightseeing by early afternoon on the 16th (Mon) to allow time for travel to Luray.

Things to do in Damascus

Outdoors Trails Parks

Side Trips

Blowing Rock, Mast General Store
Highlights from your plan
Virginia Creeper National Recreation Trail ©
Zipline
Moses H. Cone Memorial Park ©
Moses H. Cone Memorial Park

8
nights
Luray

Luray ©
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.
Change things up with these side-trips from Luray: Blackwater Outdoor Adventures (in Parsons), Dolly Sods (in Elkins) and Massanutten Indoor WaterPark (in McGaheysville). There's much more to do: take in breathtaking views at Luray Caverns, trek along Spruce Knob, tour the pleasant surroundings at Massanutten Storybook Trail, and get interesting insight from Tours.

To see photos, more things to do, and other tourist information, go to the Luray trip planner.

You can drive from Damascus to Luray in 4.5 hours. Alternatively, you can do a combination of car and flight. In September in Luray, expect temperatures between °F during the day and °F at night. Finish your sightseeing early on the 24th (Tue) to allow enough time to travel to Lynchburg.

Things to do in Luray

Parks Outdoors Trails

Side Trips

Shenandoah Caverns, Blackwater Outdoor Adventures, Green Bank Observatory, Dolly Sods, Massanutten Indoor WaterPark
Highlights from your plan
Blackwater Outdoor Adventures ©
Blackwater Outdoor Adventures
Luray Caverns ©
Luray Caverns
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook

2
nights
Lynchburg

Lynchburg ©
Lynchburg is an independent city in the Commonwealth of Virginia. On the 25th (Wed), have fun and explore at Amazement Square, thengrab your bike and head to Blackwater Creek Trail, thentake in the dramatic scenery at Crabtree Falls, and finally experience rural life at Seamans’ Orchard. Keep things going the next day: stroll through Appomattox Court House National Historical Park, appreciate the history behind National D-Day Memorial, thenadmire the landmark architecture of Thomas Jefferson's Poplar Forest, and finally test your team's savvy at popular escape rooms.

To see traveler tips and more tourist information, read Lynchburg holiday planning site.

Drive from Luray to Lynchburg in 2.5 hours. Expect a daytime high around °F in September, and nighttime lows around °F. Cap off your sightseeing on the 26th (Thu) early enough to travel to Norfolk.

Things to do in Lynchburg

Parks Nature Trails

Side Trips

National D-Day Memorial, Thomas Jefferson's Poplar Forest, Seamans’ Orchard, Appomattox Court House National Historical Park, Crabtree Falls
Highlights from your plan
National D-Day Memorial ©
National D-Day Memorial
Room Escape Games

4
nights
Norfolk

Norfolk ©
Norfolk formed around a natural harbor that’s home to the world’s largest naval base, which helped cement the city as a keystone for strategic military planning and government.
Explore the numerous day-trip ideas around Norfolk: Parasailing & Paragliding (in Duck) and Nature & Wildlife Tours (in Corolla). Next up on the itinerary: admire the masterpieces at Chrysler Museum of Art, meet the residents at Virginia Zoo, see the interesting displays at Nauticus, and step aboard Battleship Wisconsin.

To find reviews, ratings, more things to do, and more tourist information, go to the Norfolk online holiday planner.

Getting from Lynchburg to Norfolk by car takes about 4 hours. Expect a bit warmer evenings in Norfolk when traveling from Lynchburg in September, with lows around °F. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel to Alexandria.

Things to do in Norfolk

Museums Tours Outdoors

Side Trips

Parasailing & Paragliding, Nature & Wildlife Tours
Highlights from your plan
Chrysler Museum of Art ©
Chrysler Museum of Art
Parasailing & Paragliding
Nature & Wildlife Tours

2
nights
Alexandria

Alexandria ©
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 (Mon): pause for some serene contemplation at The Basilica of Saint Mary, test your problem-solving skills at popular escape rooms, thencontemplate the long history of Old Town, thenview the masterpieces at Torpedo Factory Art Center, and finally take in the waterfront at Old Town Waterfront. On the 1st (Tue), you'll have a packed day of sightseeing: appreciate the history behind George Washington Masonic National Memorial and then find something for the whole family at Six Flags America.

For reviews, where to stay, ratings, and more tourist information, use the Alexandria driving holiday planner.

Getting from Norfolk to Alexandria by flight takes about 3 hours. Other options: drive; or take a train. Expect a daytime high around °F in September, and nighttime lows around °F. Wrap up your sightseeing by early afternoon on the 2nd (Wed) to allow time for the car ride to Charlottesville.

Things to do in Alexandria

Theme Parks Historic Sites Museums

Side Trip

Six Flags America
Highlights from your plan
Six Flags America ©
Six Flags America
Room Escape Games
Old Town ©
Old Town

4
nights
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.
Charlottesville is known for parks, nightlife, and wineries. Your plan includes some of its best attractions: tour the pleasant surroundings at Monticello, enjoy unforgettable views with a balloon tour, test your problem-solving skills at popular escape rooms, and do a tasting at Trump Winery.

To see ratings, more things to do, maps, and more tourist information, read Charlottesville online trip planner.

You can drive from Alexandria to Charlottesville in 2.5 hours. Other options are to take a train; or do a combination of subway and bus. Traveling from Alexandria in October, you can expect nighttime temperatures to be slightly colder in Charlottesville, with lows of °F. Finish your sightseeing early on the 6th (Sun) so you can drive to Natural Bridge.

Things to do in Charlottesville

Wineries Tours Outdoors
Highlights from your plan
Beer Tastings & Tours
Monticello ©
Monticello
Room Escape Games

2
nights
Natural Bridge

Natural Bridge ©
Natural Bridge is an unincorporated community in Rockbridge County, Virginia, United States. Kick off your visit on the 6th (Sun): look for all kinds of wild species at Virginia Safari Park, go for a walk through Dinosaur Kingdom II, and then take in the dramatic natural features at Natural Bridge State Park. Keep things going the next day: explore the fascinating underground world of Lost World Caverns, thenexplore the fascinating underground world of Caverns At Natural Bridge, and then gain insight at Virginia Military Institute.

To find where to stay, reviews, traveler tips, and other tourist information, you can read our Natural Bridge day trip planning website.

Traveling by car from Charlottesville to Natural Bridge takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. Expect slightly colder weather when traveling from Charlottesville in October: highs in Natural Bridge hover around °F, while lows dip to °F. Wrap up your sightseeing by early afternoon on the 8th (Tue) to allow time for the car ride to Shenandoah National Park.

Things to do in Natural Bridge

Parks Nature Historic Sites

Side Trips

Lexington, Lost World Caverns
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Natural Bridge State Park ©
Natural Bridge State Park
Lost World Caverns ©
Lost World Caverns

4
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Change things up with these side-trips from Shenandoah National Park: SoLace Studios Fine Handcrafts (in Elkton), White Oak Lavender Farm & The Purple WOLF Vineyard (in Harrisonburg) and Grand Caverns (in Grottoes). And it doesn't end there: hike along Old Rag Mountain Hike, shop like a local with Black Bear Art Studio, tour the pleasant surroundings at Mary's Rock Summit Trail, and contemplate the waterfront views at Skyline Drive.

To see other places to visit, traveler tips, more things to do, and tourist information, read Shenandoah National Park trip itinerary site.

Traveling by car from Natural Bridge to Shenandoah National Park takes 2 hours. Alternatively, you can do a combination of taxi and bus. Expect a bit warmer weather when traveling from Natural Bridge in October: highs in Shenandoah National Park hover around °F, while lows dip to °F. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Fredericksburg.

Things to do in Shenandoah National Park

Parks Outdoors Trails

Side Trips

SoLace Studios Fine Handcrafts, White Oak Lavender Farm & The Purple WOLF Vineyard, Black Bear Art Studio, Grand Caverns
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Skyline Drive ©
Skyline Drive
Mary's Rock Summit Trail ©
Mary's Rock Summit Trail

2
nights
Fredericksburg

Fredericksburg ©
Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. Kick off your visit on the 12th (Sat): get engrossed in the history at National Museum of the Marine Corps, thencontemplate the long history of Hugh Mercer Apothecary Shop, and then immerse yourself in nature at Westmoreland State Park. Keep things going the next day: take in the history at Chancellorsville Battlefield Visitor Center, witness the site of a historic battle at Fredericksburg & Spotsylvania National Military Park, thencontemplate the long history of Chatham Manor, thentake an in-depth tour of The Rising Sun Tavern, and finally get to know the fascinating history of Old Town.

To find ratings, other places to visit, maps, and more tourist information, use the Fredericksburg online vacation planner.

You can drive from Shenandoah National Park to Fredericksburg in 2 hours. Another option is to do a combination of taxi and bus. Expect a daytime high around °F in October, and nighttime lows around °F. Wrap up your sightseeing by early afternoon on the 14th (Mon) to allow enough time to drive to Yorktown.

Things to do in Fredericksburg

Historic Sites Parks Nature

Side Trips

Westmoreland State Park, Chancellorsville Battlefield Visitor Center, National Museum of the Marine Corps
Highlights from your plan
National Museum of the Marine Corps ©
National Museum of the Marine Corps
Room Escape Games
Westmoreland State Park ©
Westmoreland State Park

4
nights
Yorktown

Yorktown ©
Yorktown is a census-designated place (CDP) in York County, Virginia, United States. Change things up with a short trip to Chippokes Plantation State Park in Surry (about 32 minutes away). The adventure continues: enjoy the sand and surf at Yorktown Beach, explore and take pictures at Colonial Parkway, make a trip to Riverwalk Landing, and pause for some serene contemplation at Grace Episcopal Church.

To see other places to visit, traveler tips, and tourist information, refer to the Yorktown road trip planning site.

Traveling by car from Fredericksburg to Yorktown takes 2 hours. Alternatively, you can do a combination of train and taxi. October in Yorktown sees daily highs of °F and lows of °F at night. Finish up your sightseeing early on the 18th (Fri) so you can go by car to Roanoke.

Things to do in Yorktown

Historic Sites Parks Outdoors

Side Trips

Gloucester, Chippokes Plantation State Park
Highlights from your plan
American Revolution Museum at Yorktown ©
American Revolution Museum at Yorktown
Colonial Parkway
Colonial Parkway
Yorktown Battlefield ©
Yorktown Battlefield

2
nights
Roanoke

Roanoke ©
Roanoke is an independent city in the U.S. Kick off your visit on the 18th (Fri): admire the masterpieces at Taubman Museum of Art, examine the collection at Virginia Museum of Transportation, thenbrowse for treasures at Black Dog Salvage, and finally appreciate the views at Roanoke Valley Greenways. Here are some ideas for day two: look for gifts at Chocolatepaper, walk around Mill Mountain Star & Park, and then sample some tasty brews at a beer tour and tasting.

To find traveler tips, maps, ratings, and more tourist information, read our Roanoke road trip planner.

Drive from Yorktown to Roanoke in 4.5 hours. Alternatively, you can fly; or do a combination of taxi, train, and bus. Plan for slightly colder nights when traveling from Yorktown in October since evenings lows in Roanoke dip to °F. Wrap up your sightseeing by early afternoon on the 20th (Sun) to allow time for travel to Front Royal.

Things to do in Roanoke

Parks Tours Breweries & Distilleries
Highlights from your plan
Mill Mountain Star & Park ©
Mill Mountain Star & Park
Virginia Museum of Transportation ©
Virginia Museum of Transportation
Black Dog Salvage ©
Black Dog Salvage

5
nights
Front Royal

Front Royal ©
Front Royal is a town in Warren County, Virginia, United States. Get out of town with these interesting Front Royal side-trips: Canaan Valley Resort State Park (in Davis), Woodbine Farm Market (in Strasburg) and Natural Art Garden Center (in Toms Brook). There's still lots to do: Head underground at Skyline Caverns, stroll around Shenandoah River State Park, contemplate the long history of Belle Grove Plantation, and learn about winemaking at Fox Meadow Winery.

For reviews, where to stay, ratings, and other tourist information, read Front Royal road trip app.

Getting from Roanoke to Front Royal by car takes about 3 hours. In October, daytime highs in Front Royal are °F, while nighttime lows are °F. Wrap up your sightseeing by early afternoon on the 25th (Fri) to allow enough time to drive back home.

Things to do in Front Royal

Parks Nature Wineries

Side Trips

Strasburg, Delaplane, Canaan Valley Resort State Park, Fox Meadow Winery, Belle Grove Plantation
Highlights from your plan
Canaan Valley Resort State Park ©
Canaan Valley Resort State Park
Skyline Caverns ©
Skyline Caverns
Shenandoah River State Park ©
Shenandoah River State Park