13 days in Coastal Virginia - Eastern Shore & West Virginia Itinerary

13 days in Coastal Virginia - Eastern Shore & West Virginia Itinerary

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Route & dates

13 days in Coastal Virginia - Eastern Shore & West Virginia Itinerary

Start: Chicago
Fly:  4​h 30​min
1
Virginia Beach
— 2 nights
Drive:  2​h 30​min
2
Chincoteague Island
— 2 nights
Drive:  3​h
3
Williamsburg
— 3 nights
Drive:  5​h 30​min
4
Fayetteville
— 2 nights
Drive:  2​h 15​min
5
Weston
— 1 night
Drive:  2​h 30​min
6
Moundsville
— 2 nights
Drive + Fly:  5​h
End: Chicago

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.
On the 25th (Sun), take a leisurely stroll along Virginia Beach Boardwalk. Get ready for a full day of sightseeing on the 26th (Mon): take in nature's colorful creations at Norfolk Botanical Garden, explore the galleries of Virginia Aquarium & Marine Science Center, and then kick back and relax at Virginia Beach.

For where to stay, maps, ratings, and more tourist information, read our Virginia Beach online route planner .

Chicago to Virginia Beach is an approximately 4.5-hour flight. You can also drive; or take a train. Traveling from Chicago to Virginia Beach, you'll lose 1 hour due to the time zone difference. In August in Virginia Beach, expect temperatures between 86°F during the day and 72°F at night. Finish your sightseeing early on the 27th (Tue) so you can drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Museums Outdoors

Side Trips

Norfolk, Chesapeake Bay Bridge-Tunnel
Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Virginia Beach ©
Virginia Beach
Military Aviation Museum ©
Military Aviation Museum

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 28th (Wed), visit a coastal fixture at Assateague Lighthouse, identify plant and animal life at Chincoteague National Wildlife Refuge, and then take in the exciting artwork at Tryfan Gallery. On the 29th (Thu), you'll have a packed day of sightseeing: cast your line with a fishing tour and then surround yourself with nature on a nature and wildlife tour.

To find more things to do, traveler tips, ratings, and more tourist information, use the Chincoteague Island trip builder site .

Drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. August in Chincoteague Island sees daily highs of 84°F and lows of 68°F at night. Cap off your sightseeing on the 29th (Thu) early enough to go by car to Williamsburg.

Things to do in Chincoteague Island

Wildlife Outdoors Tours

Side Trip

Assateague Lighthouse
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Nature & Wildlife Tours
Assateague Lighthouse ©
Assateague Lighthouse

3
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.
Change things up with a short trip to St. Luke's Historic Church & Museum in Smithfield (about 52 minutes away). There's lots more to do: find something for the whole family at Busch Gardens Williamsburg, pause for some serene contemplation at Bruton Parish Episcopal Church, browse the exhibits of Historic Jamestowne, and contemplate the long history of Colonial Williamsburg.

To find other places to visit, more things to do, and other tourist information, use the Williamsburg road trip website .

Getting from Chincoteague Island to Williamsburg by car takes about 3 hours. Other options: take a bus. In August in Williamsburg, expect temperatures between 89°F during the day and 70°F at night. Finish your sightseeing early on the 1st (Sun) to allow enough time to travel to Fayetteville.

Things to do in Williamsburg

Historic Sites Museums Theme Parks

Side Trip

St. Luke's Historic Church & Museum
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Colonial Williamsburg ©
Colonial Williamsburg
Jamestown Settlement ©
Jamestown Settlement

2
nights
Fayetteville

Fayetteville ©
Fayetteville is a town in and the county seat of Fayette County, West Virginia, United States. Kick off your visit on the 2nd (Mon): see the interesting displays at Beckley Exhibition Coal Mine and Youth Museum, then tour the pleasant surroundings at Grandview State Park, then enjoy the sea views from Summersville Lake Lighthouse, and finally snap pictures at New River Gorge Bridge. On your second day here, take a tour by water with Boat Tours & Water Sports and then explore the striking landscape at New River Gorge National River.

To see other places to visit, ratings, where to stay, and tourist information, read Fayetteville online itinerary maker .

You can drive from Williamsburg to Fayetteville in 5.5 hours. Another option is to do a combination of car and flight. In September, Fayetteville is a bit cooler than Williamsburg - with highs of 75°F and lows of 56°F. Wrap up your sightseeing on the 3rd (Tue) early enough to travel to Weston.

Things to do in Fayetteville

Nature Parks Outdoors

Side Trips

Beckley, New River Gorge National River, Summersville Lake Lighthouse
Highlights from your plan
New River Gorge National River ©
New River Gorge National River
New River Gorge Bridge ©
New River Gorge Bridge

1
night
Weston

Weston ©
Weston is a city in Lewis County, West Virginia, United States. Kick off your visit on the 4th (Wed): do a tasting at Lambert's Vintage Wines, then examine the collection at Museum of American Glass, then take in the exciting artwork at Appalachian Glass, and finally steep yourself in history at Trans-Allegheny Lunatic Asylum.

To see where to stay, more things to do, other places to visit, and more tourist information, read our Weston visit planner.

You can drive from Fayetteville to Weston in 2 hours. In September in Weston, expect temperatures between 76°F during the day and 56°F at night. Finish your sightseeing early on the 4th (Wed) to allow enough time to drive to Moundsville.

Things to do in Weston

Museums Historic Sites Wineries
Highlights from your plan
Appalachian Glass ©
Appalachian Glass
Trans-Allegheny Lunatic Asylum ©
Trans-Allegheny Lunatic Asylum
Museum of American Glass ©
Museum of American Glass

2
nights
Moundsville

Moundsville ©
Moundsville is a city in Marshall County, West Virginia, along the Ohio River. Kick off your visit on the 5th (Thu): get engrossed in the history at Cockayne Farmstead, then walk around Grand Vue Park, then examine the collection at Castle Halloween Museum, and finally take in the spiritual surroundings of Palace of Gold. On your second day here, contemplate the long history of Grave Creek Mound Archaeological Complex, contemplate the long history of West Virginia Penitentiary, see the interesting displays at Fostoria Glass Museum, then examine the collection at Archive of the Afterlife: The National Museum of the Paranormal, and finally take an in-depth tour of Archive of the Afterlife: The National Museum of the Paranormal.

To find more things to do, other places to visit, maps, and tourist information, go to the Moundsville trip itinerary tool .

Getting from Weston to Moundsville by car takes about 2.5 hours. In September, daytime highs in Moundsville are 77°F, while nighttime lows are 56°F. Finish your sightseeing early on the 6th (Fri) to allow enough time to travel back home.

Things to do in Moundsville

Historic Sites Museums Parks

Side Trips

Cockayne Farmstead, Castle Halloween Museum
Highlights from your plan
West Virginia Penitentiary ©
West Virginia Penitentiary
Grand Vue Park ©
Grand Vue Park

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