60 days in Virginia Itinerary

60 days in Virginia Itinerary

Created using Inspirock Virginia itinerary maker

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Route & dates

60 days in Virginia Itinerary

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

5
nights
Abingdon

Abingdon ©
Abingdon is a town in Washington County, Virginia, United States, southwest of Roanoke. You'll explore and learn at Birthplace of Country Music Museum and Star Museum. Step out of the city life by going to Virginia Creeper Trail Club and Virginia Creeper Trail. You'll find plenty of places to visit near Abingdon: Wise (MountainRose Vineyards & High Knob Recreational Area), The Devil's Bathtub (in Fort Blackmore) and The Channels Natural Area Preserve (in Lebanon). There's still lots to do: look for gifts at Abingdon Olive Oil Company, examine the collection at Fields-Penn 1860 House Museum, view the masterpieces at Benjamin Walls Gallery, and trek along Adventure Damascus.

To find reviews, maps, traveler tips, and more tourist information, use the Abingdon route planner.

Green Bay to Abingdon is an approximately 8-hour flight. You can also drive. You'll lose 1 hour traveling from Green Bay to Abingdon due to the time zone difference. Prepare for a bit warmer weather when traveling from Green Bay in October: high temperatures in Abingdon hover around 69°F and lows are around 49°F. Cap off your sightseeing on the 6th (Sun) early enough to go by car to Galax.

Things to do in Abingdon

Parks Outdoors Trails

Side Trips

Bristol, Damascus, Wise, Museum of the Middle Appalachians, The Devil's Bathtub
Find places to stay Oct 1 — 6:
Highlights from your plan
Virginia Creeper Trail Club ©
Virginia Creeper Trail Club
Birthplace of Country Music Museum ©
High Knob Recreational Area ©
High Knob Recreational Area

3
nights
Galax

Galax ©
Galax is an independent city in the southwestern part of the Commonwealth of Virginia. Appreciate the collections at Blue Ridge Music Center and Jeff Matthews Memorial Museum. Get in touch with nature at Grayson Highlands State Park and Primland Resort Golf Course. Venture out of the city with trips to Mabry Mill (in Meadows of Dan), Floyd Country Store (in Floyd) and Cascade Falls (in Pembroke). Next up on the itinerary: learn about winemaking at Mt Vale Vineyards.

For traveler tips, more things to do, other places to visit, and other tourist information, go to the Galax online trip builder .

Getting from Abingdon to Galax by car takes about 2 hours. In October, daily temperatures in Galax can reach 65°F, while at night they dip to 48°F. Finish up your sightseeing early on the 9th (Wed) so you can travel to Appomattox.

Things to do in Galax

Parks Nature Golf

Side Trips

Meadows of Dan, Floyd Country Store, Grayson Highlands State Park, Cascade Falls
Find places to stay Oct 6 — 9:
Highlights from your plan
Blue Ridge Music Center ©
Blue Ridge Music Center
Grayson Highlands State Park ©
Grayson Highlands State Park
Cascade Falls ©
Cascade Falls

4
nights
Appomattox

Appomattox ©
Appomattox is a town in Appomattox County, Virginia, United States. You'll explore and learn at The American Civil War Museum - Appomattox and South Hill Model Train Museum. Get outdoors at Appomattox Court House National Historical Park and High Bridge Trail State Park. Change things up with these side-trips from Appomattox: Virginia Safari Park (in Natural Bridge), Patrick Henry's Red Hill (in Brookneal) and Thomas Jefferson's Poplar Forest (in Forest). There's still lots to do: steep yourself in history at McLean House, take in the history at Appomattox Station Battlefield Park, admire the verdant scenery at Peaks of Otter Visitor Center, and do a tasting at Rosemont of Virginia Winery.

To see traveler tips, where to stay, ratings, and other tourist information, go to the Appomattox trip itinerary builder tool .

Traveling by car from Galax to Appomattox takes 3 hours. In October, daytime highs in Appomattox are 70°F, while nighttime lows are 47°F. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Charlottesville.

Things to do in Appomattox

Parks Nature Wildlife

Side Trips

Rosemont of Virginia Winery, National D-Day Memorial, Thomas Jefferson's Poplar Forest, South Hill Model Train Museum, Patrick Henry's Red Hill
Find places to stay Oct 9 — 13:
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Patrick Henry's Red Hill ©
Patrick Henry's Red Hill

7
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.
Get outdoors at Ivy Creek Natural Area and Balloon Rides. Museum-lovers will get to explore Woodrow Wilson Presidential Library and Museum and Frontier Culture Museum. Get out of town with these interesting Charlottesville side-trips: Orange (Finders Keepers & James Madison Museum), James Madison's Montpelier (in Montpelier Station) and Cooper Vineyards (in Louisa). Make the 19th (Sat) an awe-inspiring day at Sherando Lake Family Recreation Area Campground. Next up on the itinerary: take in nature's colorful creations at Monticello, take in the exciting artwork at McGuffey Art Center, get outside with Cavalier Sporting Clays, and learn about winemaking at King Family Vineyards.

For photos, other places to visit, and other tourist information, go to the Charlottesville online itinerary builder .

You can drive from Appomattox to Charlottesville in 1.5 hours. In October, daytime highs in Charlottesville are 71°F, while nighttime lows are 49°F. Finish your sightseeing early on the 20th (Sun) to allow enough time to drive to Williamsburg.

Things to do in Charlottesville

Outdoors Parks Nature

Side Trips

Crozet, Orange, Staunton, Pippin Hill Farm & Vineyards, Bold Rock Hard Cider
Find places to stay Oct 13 — 20:
Highlights from your plan
Balloon Rides
Vietnam War Foundation Museum ©
Vietnam War Foundation Museum
Cavalier Sporting Clays ©
Cavalier Sporting Clays

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.
You'll explore and learn at Colonial Williamsburg and Virginia Museum of Fine Arts. Get in touch with nature at Colonial National Historic Park and Hughlett Point Natural Area. Change things up with these side-trips from Williamsburg: Historic Christ Church (in Irvington), St. Luke's Historic Church & Museum (in Smithfield) and Essex County Museum and Historical Society (in Tappahannock). Plan for a day of cool, family-friendly fun on the 25th (Fri) at Busch Gardens Williamsburg. There's still lots to do: contemplate the long history of Historic Jamestowne, explore the world behind art at Abby Aldrich Rockefeller Folk Art Museum, trek along The Noland Trail, and do a tasting at Williamsburg Winery.

For maps, where to stay, other places to visit, and more tourist information, read our Williamsburg trip itinerary planning website .

Traveling by car from Charlottesville to Williamsburg takes 2.5 hours. Alternatively, you can take a bus. Traveling from Charlottesville in October, expect a bit warmer with lows of 55°F in Williamsburg. Finish your sightseeing early on the 27th (Sun) to allow enough time to drive to Virginia Beach.

Things to do in Williamsburg

Museums Historic Sites Parks

Side Trips

Newport News, Richmond, Historic Christ Church, Hughlett Point Natural Area, Essex County Museum and Historical Society
Find places to stay Oct 20 — 27:
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Virginia Museum of Fine Arts ©
Virginia Museum of Fine Arts
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.
Let the collections at Military Aviation Museum and Chrysler Museum of Art capture your imagination. Visiting Virginia Beach and Sandbridge Beach will get you outdoors. Explore the numerous day-trip ideas around Virginia Beach: Cape Charles (Eastern Shore of Virginia National Wildlife Refuge & Cape Charles Beach), Norfolk (Weyanoke Bird and Wildflower Sanctuary & The Chrysler Museum Glass Studio) and Fort Monroe's Casemate Museum (in Hampton). The adventure continues: take in the waterfront at Virginia Beach Boardwalk, get outside with Matador Sport Fishing Charters, see the interesting displays at Nauticus, and get a taste of the local shopping with Town Center.

Plan my trip to Virginia Beach with suggested itineraries provided by Inspirock.

Getting from Williamsburg to Virginia Beach by car takes about 1.5 hours. Other options: take a bus; or take a bus. In October, daytime highs in Virginia Beach are 74°F, while nighttime lows are 56°F. Wrap up your sightseeing on the 3rd (Sun) early enough to drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Museums Outdoors

Side Trips

Norfolk, Cape Charles, The Hill House, Fort Monroe's Casemate Museum
Find places to stay Oct 27 — Nov 3:
Highlights from your plan
Virginia Beach ©
Virginia Beach
Military Aviation Museum ©
Military Aviation Museum
Chrysler Museum of Art ©
Chrysler Museum of Art

6
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.
Let the collections at Museum of Chincoteague and Beebe Ranch capture your imagination. Take a break from the city and head to Chincoteague National Wildlife Refuge and Fishing Charters & Tours. Explore Chincoteague Island's surroundings by going to Eastern Shore Railway Museum (in Parksley) and Onancock (Hopkins & Bros. Store & Ker Place). There's still lots to do: get interesting insight from Tours, look for gifts at Pony Tails, browse the collection at Chincoteague Island Library, and get a taste of the local shopping with Tryfan Gallery.

For more things to do, where to stay, ratings, and tourist information, you can read our Chincoteague Island journey builder website .

Drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. In November, daytime highs in Chincoteague Island are 59°F, while nighttime lows are 40°F. Cap off your sightseeing on the 9th (Sat) early enough to go by car to Arlington.

Things to do in Chincoteague Island

Wildlife Outdoors Parks

Side Trips

Onancock, Assateague Lighthouse, Eastern Shore Railway Museum, Chincoteague Bay Field Station
Find places to stay Nov 3 — 9:
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Nature & Wildlife Tours
Fishing Charters & Tours

7
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Appreciate the collections at Steven F. Udvar-Hazy Center and Gari Melchers Home and Studio at Belmont. Escape the urban bustle at Mount Vernon Trail and Hidden Oaks Nature Center. Change things up with these side-trips from Arlington: National Museum of the Marine Corps (in Triangle), George Washington's Mount Vernon (in Mount Vernon) and Effingham Manor Winery (in Nokesville). There's much more to do: stroll the grounds of Arlington National Cemetery, admire the natural beauty at State Arboretum of Virginia, get to know the fascinating history of The Tomb of the Unknown Soldier, and take an in-depth tour of Virginia Museum of Veiled History.

To see maps, ratings, other places to visit, and tourist information, read our Arlington trip planner .

Getting from Chincoteague Island to Arlington by car takes about 4 hours. Other options: do a combination of bus and flight; or do a combination of taxi and bus. In November, daily temperatures in Arlington can reach 59°F, while at night they dip to 42°F. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Luray.

Things to do in Arlington

Parks Museums Historic Sites

Side Trips

Leesburg, Winchester, Alexandria, Mount Vernon, Wild Hare Hard Cider
Find places to stay Nov 9 — 16:
Highlights from your plan
National Museum of the Marine Corps ©
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center
George Washington's Mount Vernon ©
George Washington's Mount Vernon

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.
Step out of the city life by going to Luray Caverns and Stony Man Mountain Hike. Museum-lovers will get to explore Shenandoah Valley Cultural Heritage Museum at The Edinburg Mill and R.H. Ballard Shop & Gallery. Venture out of the city with trips to Buzzard Rock North (in Front Royal), Rappahannock Cellars (in Huntly) and Desert Rose Ranch & Winery (in Hume). The adventure continues: hike along Luray Hawksbill Greenway, do a tasting at Granite Heights Winery, tour the pleasant surroundings at Kennedy Peak Hike, and sample the fine beverages at Copper Fox Distillery.

To see more things to do, traveler tips, reviews, and more tourist information, use the Luray tour planner.

Drive from Arlington to Luray in 2 hours. Alternatively, you can take a bus; or do a combination of subway and bus. Traveling from Arlington in November, Luray is a bit cooler at night with lows of 35°F. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to Shenandoah National Park.

Things to do in Luray

Parks Wineries Outdoors

Side Trips

Sperryville, Warrenton, Rappahannock Cellars, R.H. Ballard Shop & Gallery, Shenandoah Valley Cultural Heritage Museum at The Edinburg Mill
Find places to stay Nov 16 — 22:
Highlights from your plan
Luray Caverns ©
Luray Caverns
Stony Man Mountain Hike ©
Stony Man Mountain Hike
Copper Fox Distillery ©
Copper Fox Distillery

7
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Get in touch with nature at Skyline Drive and Appalachian Trail. Appreciate the collections at Augusta Military Academy Museum and Brownsburg Museum. Venture out of the city with trips to Highland County Museum (in McDowell), Camera Heritage Museum (in Staunton) and Rockbridge Vineyard (in Raphine). There's lots more to do: trek along Old Rag Mountain Hike, do a tasting at Brix and Columns Vineyards, head outdoors with Shenandoah River Adventures, and work some fitness into your day at Limberlost Trail.

To find other places to visit, traveler tips, maps, and tourist information, use the Shenandoah National Park trip maker app .

Traveling by car from Luray to Shenandoah National Park takes 1.5 hours. Expect a daytime high around 59°F in November, and nighttime lows around 37°F. On the 29th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Shenandoah National Park

Parks Outdoors Trails

Side Trips

McGaheysville, Purple Wolf Vineyard, Augusta Military Academy Museum, Highland County Museum, Stone Mountain Vineyards
Find places to stay Nov 22 — 29:
Highlights from your plan
Skyline Drive ©
Skyline Drive
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Appalachian Trail ©
Appalachian Trail

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