60 days in Virginia Itinerary

60 days in Virginia Itinerary

Created using Inspirock Virginia trip planner

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Route & dates

60 days in Virginia Itinerary

Start: Portland
Fly + bus:  9​h 15​min
1
Luray
— 6 nights
Drive:  1​h 15​min
2
Shenandoah National Park
— 6 nights
Drive:  1​h 15​min
3
Charlottesville
— 7 nights
Drive:  1​h 15​min
4
Lexington
— 5 nights
Drive:  1​h 30​min
5
Appomattox
— 4 nights
Drive:  2​h
6
Petersburg
— 6 nights
Drive:  1​h 15​min
7
Williamsburg
— 7 nights
Drive:  1​h 15​min
8
Virginia Beach
— 7 nights
Drive:  2​h 30​min
9
Chincoteague Island
— 4 nights
Drive:  3​h 45​min
10
Arlington
— 6 nights
Fly:  7​h
End: Portland

6
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.
Appreciate the collections at Luray Caverns and Stony Man Mountain Hike. Your itinerary includes some good beach time at Zipline and Luray Hawksbill Greenway. Get out of town with these interesting Luray side-trips: Naked Mountain Winery & Vineyards (in Markham), Massanutten Indoor WaterPark (in McGaheysville) and Delaplane (Barrel Oak Winery, Aspen Dale Winery at the Barn, & more). And it doesn't end there: Head underground at Shenandoah Caverns, sample the fine beverages at Copper Fox Distillery, examine the collection at Virginia Museum of the Civil War, and get your game on at The Garden Maze.

To find traveler tips, maps, ratings, and more tourist information, you can read our Luray day trip planning app .

Portland to Luray is an approximately 9.5-hour combination of flight and bus. You can also do a combination of flight and taxi; or drive. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. In May, plan for daily highs up to 75°F, and evening lows to 52°F. Wrap up your sightseeing on the 1st (Sat) early enough to drive to Shenandoah National Park.

Things to do in Luray

Parks Outdoors Wineries

Side Trips

Delaplane, Shenandoah Caverns, New Market, Washington, Sperryville
Highlights from your plan
Luray Caverns ©
Luray Caverns
Stony Man Mountain Hike ©
Stony Man Mountain Hike
Luray Hawksbill Greenway ©
Luray Hawksbill Greenway

6
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Step out of the city life by going to Old Rag Mountain Hike and Pinnacles. You'll enjoy a bit of beach vacationing at Skyline Drive and Dark Hollow Falls. Explore the numerous day-trip ideas around Shenandoah National Park: Grand Caverns (in Grottoes), Harrisonburg (White Oak Lavender Farm & The Purple WOLF Vineyard, Mineral Museum, & more) and Belle Grove Plantation (in Middletown). There's still lots to do: take in the awesome beauty at Bearfence Mountain, see the interesting displays at Bruce A. Elder Antique and Classic Automobiles Museum, get engrossed in the history at Port Republic Museum, and hike along Appalachian Trail.

To see where to stay, ratings, traveler tips, and other tourist information, read Shenandoah National Park travel planner .

Getting from Luray to Shenandoah National Park by car takes about 1.5 hours. In June, plan for daily highs up to 84°F, and evening lows to 64°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Charlottesville.

Things to do in Shenandoah National Park

Parks Outdoors Nature

Side Trips

Harrisonburg, McGaheysville, Staunton, Grand Caverns, Augusta Military Academy Museum
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Skyline Drive ©
Skyline Drive
Appalachian Trail ©
Appalachian Trail

7
nights
Charlottesville

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.
Monticello and James Monroe's Highland will appeal to museum buffs. Take a break from the city and head to Cavalier Sporting Clays and Saunders-Monticello Trail. Explore Charlottesville's surroundings by going to Liberty Mills Farm (in Somerset), Fluvanna Heritage Trail (in Palmyra) and Afton (Valley Road Vineyards, Afton Mountain Vineyards, & more). There's much more to do: steep yourself in history at James Madison's Montpelier, take an in-depth tour of Civil War Medical Museum, gain insight at The Glass Palette - Interactive Glass Art Studio, and examine the collection at Woodrow Wilson Presidential Library and Museum.

To find maps, more things to do, where to stay, and more tourist information, refer to the Charlottesville trip builder site .

Drive from Shenandoah National Park to Charlottesville in 1.5 hours. Alternatively, you can do a combination of taxi and bus. In June in Charlottesville, expect temperatures between 84°F during the day and 64°F at night. Cap off your sightseeing on the 14th (Fri) early enough to go by car to Lexington.

Things to do in Charlottesville

Outdoors Historic Sites Parks

Side Trips

Afton, Gordonsville, Staunton, Cavalier Sporting Clays, Liberty Mills Farm
Highlights from your plan
Cavalier Sporting Clays ©
Cavalier Sporting Clays
Monticello ©
Monticello
James Madison's Montpelier ©
James Madison's Montpelier

5
nights
Lexington

Lexington ©
Home to two prestigious educational institutions, Lexington was founded in 1778.
Visit Virginia Safari Park and National D-Day Memorial for their historical value. Get in touch with nature at The Natural Bridge of Virginia and Goshen Pass. Venture out of the city with trips to Bedford (Bedford Museum & Genealogical Library & A.J. Gross & Sons Orchard), McDowell (Highland County Museum & McDowell Battlefield) and Frontier Culture Museum (in Staunton). There's still lots to do: explore the galleries of Lee Chapel and Museum, take in the exciting artwork at Earth, Fire, & Spirit Pottery, take an in-depth tour of Brownsburg Museum, and explore and take pictures at Virginia Military Institute.

For where to stay, maps, ratings, and other tourist information, read our Lexington route planner .

Traveling by car from Charlottesville to Lexington takes 1.5 hours. Alternatively, you can do a combination of train and taxi. Traveling from Charlottesville in June, expect Lexington to be a bit cooler, temps between 72°F and 58°F. Wrap up your sightseeing on the 19th (Wed) to allow time to drive to Appomattox.

Things to do in Lexington

Parks Museums Nature

Side Trips

Natural Bridge, Bedford, McDowell, Covington, The Homestead
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Goshen Pass ©
Goshen Pass
Frontier Culture Museum ©
Frontier Culture Museum

4
nights
Appomattox

Appomattox ©
Appomattox is a town in Appomattox County, Virginia, United States. Popular historic sites such as Appomattox Court House National Historical Park and George Washington & Jefferson National Forests are in your itinerary. Attractions like Smith Mountain Lake and Amazement Square make great kid-friendly stops. Explore Appomattox's surroundings by going to Patrick Henry's Red Hill (in Brookneal), Lynchburg (Blackwater Creek Trail & Room Escape Games) and Roanoke (Center in the Square, Roanoke Pinball Museum, & more). And it doesn't end there: admire the majestic nature at High Bridge Trail State Park, witness the site of a historic battle at Appomattox Station Battlefield Park, get great views at McAfees Knob, and contemplate the long history of McLean House.

To see other places to visit, traveler tips, photos, and other tourist information, read our Appomattox trip planning tool .

Traveling by car from Lexington to Appomattox takes 1.5 hours. Traveling from Lexington in June, expect nights in Appomattox to be about the same, around 62°F, while days are somewhat warmer, around 84°F. Finish your sightseeing early on the 23rd (Sun) to allow enough time to travel to Petersburg.

Things to do in Appomattox

Parks Nature Museums

Side Trips

Roanoke, Lynchburg, High Bridge Trail State Park, Patrick Henry's Red Hill, Smith Mountain Lake
Highlights from your plan
Blackwater Creek Trail ©
Blackwater Creek Trail
Smith Mountain Lake ©
Smith Mountain Lake

6
nights
Petersburg

Petersburg ©
Petersburg is an independent city in the U.S. Visiting Pocahontas State Park and Metro Richmond Zoo will get you outdoors. Relax by the water at Blandford Church and Cemetery and Farmers Bank. Get out of town with these interesting Petersburg side-trips: Charles City (Berkeley Plantation, Shirley Plantation, & more), Petersburg National Battlefield - Five Forks Unit (in Dinwiddie) and Robert Thomas Carriage Museum and Schwartz Tavern (in Blackstone). The adventure continues: admire all the interesting features of Pamplin Historical Park, learn about all things military at U.S. Army Women's Museum, take in the history at Petersburg National Battlefield Park, and see the interesting displays at Tobacco Farm Life Museum of Virginia.

For reviews, maps, where to stay, and more tourist information, you can read our Petersburg tour itinerary website .

Getting from Appomattox to Petersburg by car takes about 2 hours. In June, daily temperatures in Petersburg can reach 87°F, while at night they dip to 64°F. Wrap up your sightseeing on the 29th (Sat) early enough to drive to Williamsburg.

Things to do in Petersburg

Historic Sites Museums Parks

Side Trips

Chester, Charles City, Fort Lee, Hopewell, Good Earth Peanut Company
Highlights from your plan
Pamplin Historical Park ©
Pamplin Historical Park
Petersburg National Battlefield Park ©
Tobacco Farm Life Museum of Virginia ©

7
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.
Busch Gardens Williamsburg and Colonial Williamsburg will appeal to museum buffs. Your itinerary includes some good beach time at Historic Jamestowne and Jamestown Settlement. Get out of town with these interesting Williamsburg side-trips: Richmond (Hollywood Cemetery, Virginia Museum of Fine Arts, & more), Smithfield (Smithfield Farmers Market & St. Luke's Historic Church & Museum) and Kings Dominion (in Doswell). Plan for a day of cool, family-friendly fun on the 2nd (Tue) at Water Country USA. There's much more to do: steep yourself in history at Governor's Palace, take an in-depth tour of Colonial Williamsburg Wetherburn Tavern, examine the collection at U.S. Army Transportation Museum, and pause for some serene contemplation at Saint Demetrios Greek Orthodox Church.

To find photos, maps, more things to do, and tourist information, go to the Williamsburg trip planner .

Drive from Petersburg to Williamsburg in 1.5 hours. Expect a daytime high around 87°F in June, and nighttime lows around 68°F. Finish up your sightseeing early on the 6th (Sat) so you can go by car to Virginia Beach.

Things to do in Williamsburg

Theme Parks Museums Historic Sites

Side Trips

Richmond, Newport News, Yorktown, Smithfield, Kings Dominion
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Historic Jamestowne ©
Historic Jamestowne

7
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.
Get some historical perspective at Virginia Beach and Cape Charles Beach. Step out of the city life by going to Sandbridge Beach and Grommet Island Park. Venture out of the city with trips to Hampton (Buckroe Beach and Park, Fort Monroe's Casemate Museum, & more), Savage Neck Dunes Dunes Natural Area Preserve (in Eastville) and The Railroad Museum of Virginia (in Portsmouth). There's lots more to do: engage your brain at Virginia Aquarium & Marine Science Center, explore the world behind art at Chrysler Museum of Art, kick back and relax at Croatan Beach, and identify plant and animal life at Wildlife Areas.

Planning Virginia Beach trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Williamsburg to Virginia Beach by car takes about 1.5 hours. Other options: take a bus; or take a bus. In July in Virginia Beach, expect temperatures between 89°F during the day and 73°F at night. Finish your sightseeing early on the 13th (Sat) so you can drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Outdoors Beaches

Side Trips

Norfolk, Hampton, Portsmouth, Savage Neck Dunes Dunes Natural Area Preserve, Cape Charles Beach
Highlights from your plan
Virginia Beach ©
Virginia Beach
Sandbridge Beach ©
Sandbridge Beach

4
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.
You'll visit kid-friendly attractions like Fishing Charters & Tours and Bike Depot. Museum-lovers will get to explore Chincoteague National Wildlife Refuge and Surfside Golf. You'll find plenty of places to visit near Chincoteague Island: Onancock (Hopkins & Bros. Store & Ker Place). There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, head outdoors with Donald J. Leonard, examine the collection at Chincoteague Bay Field Station, and get your game on at Funland Amusements.

To see more things to do, maps, where to stay, and tourist information, refer to the Chincoteague Island day trip planning tool .

You can drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. In July, plan for daily highs up to 86°F, and evening lows to 72°F. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Arlington.

Things to do in Chincoteague Island

Wildlife Parks Outdoors

Side Trips

Onancock, Chincoteague Bay Field Station, Assateague Lighthouse
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Nature & Wildlife Tours
Fishing Charters & Tours

6
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Your inner history buff will appreciate Arlington National Cemetery and George Washington's Mount Vernon. Get in touch with nature at Mount Vernon Trail and Occoquan Regional Park. Change things up with these side-trips from Arlington: Steven F. Udvar-Hazy Center (in Chantilly), North Hills Picnic Pavilion (in Reston) and iFLY Indoor Skydiving - Loudoun (in Ashburn). There's much more to do: appreciate the extensive heritage of The Tomb of the Unknown Soldier, contemplate the long history of Old Town, identify plant and animal life at Hidden Pond Nature Center, and brush up on your military savvy at National Museum of the Marine Corps.

To find ratings, traveler tips, other places to visit, and other tourist information, read Arlington day trip app .

Drive from Chincoteague Island to Arlington in 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of taxi and bus. In July, daytime highs in Arlington are 89°F, while nighttime lows are 73°F. Wrap up your sightseeing on the 23rd (Tue) to allow time to travel back home.

Things to do in Arlington

Historic Sites Parks Museums

Side Trips

Alexandria, Winchester, Mount Vernon, Aldie Mill Historic Park, Hidden Oaks Nature Center
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier

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