16 days in United States Itinerary

16 days in United States Itinerary

Created using Inspirock United States trip maker

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Route & dates

16 days in United States Itinerary

Start: Madison
Fly + Drive:  5​h 30​min
1
Troy
— 1 night
Drive:  5​h
2
Weston
— 1 night
+4
bus + taxi + Fly + bus + subway:  4​h 30​min
3
Arlington
— 1 night
Drive:  2​h 45​min
4
Williamsburg
— 2 nights
Drive:  3​h
5
Chincoteague Island
— 1 night
taxi + Fly:  7​h
6
Hilton Head
— 3 nights
Drive:  2​h 15​min
7
Charleston
— 3 nights
Drive:  4​h 30​min
8
Asheville
— 3 nights
Fly:  6​h 45​min
End: Madison

1
night
Troy

Troy ©
Troy is a city in and the county seat of Miami County, Ohio, United States. Kick off your visit on the 30th (Sun): learn about winemaking at Old Mason Winery & Vineyard.

Plan trip to Troy with our itinerary maker to find out where to go and what to do.

Madison to Troy is an approximately 5.5-hour combination of flight and car. You can also drive. Traveling from Madison to Troy, you'll lose 1 hour due to the time zone difference. In June, daily temperatures in Troy can reach 82°F, while at night they dip to 62°F. Finish your sightseeing early on the 1st (Mon) so you can travel to Weston.

Things to do in Troy

Nature Trails Outdoors

Side Trips

National Museum of the US Air Force, Old Mason Winery & Vineyard
Highlights from your plan
Brukner Nature Center ©
Brukner Nature Center
National Museum of the US Air Force ©
Old Mason Winery & Vineyard ©
Old Mason Winery & Vineyard

1
night
Weston

Weston ©
Weston is a city in Lewis County, West Virginia, United States. Start off your visit on the 2nd (Tue): get to know the fascinating history of John Henry Memorial Park, view the masterpieces at Appalachian Glass, and then contemplate the long history of Trans-Allegheny Lunatic Asylum.

To find ratings, traveler tips, and tourist information, read our Weston travel planning app .

Traveling by car from Troy to Weston takes 5 hours. Alternatively, you can do a combination of car and flight. July in Weston sees daily highs of 81°F and lows of 64°F at night. Wrap up your sightseeing on the 2nd (Tue) early enough to travel to Arlington.

Things to do in Weston

Historic Sites Parks Shopping

Side Trip

John Henry Memorial Park
Highlights from your plan
Trans-Allegheny Lunatic Asylum ©
Trans-Allegheny Lunatic Asylum
John Henry Memorial Park ©
John Henry Memorial Park
Appalachian Glass ©
Appalachian Glass

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.
Start off your visit on the 3rd (Wed): appreciate the extensive heritage of The Tomb of the Unknown Soldier, stroll the grounds of Arlington National Cemetery, and then steep yourself in history at Old Town.

To see maps, ratings, reviews, and other tourist information, use the Arlington trip tool .

Traveling by combination of bus, flight, and subway from Weston to Arlington takes 4.5 hours. Alternatively, you can drive; or do a combination of bus and flight. Traveling from Weston in July, things will get somewhat warmer in Arlington: highs are around 89°F and lows about 73°F. Cap off your sightseeing on the 3rd (Wed) early enough to go by car to Williamsburg.

Things to do in Arlington

Historic Sites Neighborhoods

Side Trip

Old Town
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Arlington National Cemetery ©
Arlington National Cemetery
Old Town ©
Old Town

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.
On the 4th (Thu), pause for some serene contemplation at Bruton Parish Episcopal Church, steep yourself in history at George Wythe House, then contemplate the long history of Historic Jamestowne, and finally take in the architecture and atmosphere at Saint Demetrios Greek Orthodox Church. On your second day here, contemplate the long history of Colonial Williamsburg and then admire the masterpieces at Abby Aldrich Rockefeller Folk Art Museum.

To find traveler tips, photos, other places to visit, and other tourist information, read Williamsburg road trip tool .

Drive from Arlington to Williamsburg in 3 hours. Alternatively, you can take a train; or do a combination of flight and bus. In July, daytime highs in Williamsburg are 91°F, while nighttime lows are 73°F. Finish your sightseeing early on the 5th (Fri) so you can drive to Chincoteague Island.

Things to do in Williamsburg

Historic Sites Museums
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Historic Jamestowne ©
Historic Jamestowne

1
night
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.
Start off your visit on the 6th (Sat): explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

To find other places to visit, more things to do, where to stay, and more tourist information, read our Chincoteague Island trip itinerary tool .

You can drive from Williamsburg to Chincoteague Island in 3 hours. Another option is to take a bus. When traveling from Williamsburg in July, plan for little chillier days in Chincoteague Island, with highs around 86°F, while nights are about the same with lows around 72°F. Finish your sightseeing early on the 6th (Sat) so you can travel to Hilton Head.

Things to do in Chincoteague Island

Nature Parks Wildlife
Highlights from your plan
Chincoteague National Wildlife Refuge ©

3
nights
Hilton Head

A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Get in touch with nature at Waterskiing & Jetskiing and Dolphin & Whale Watching. And it doesn't end there: enjoy the sand and surf at Coligny Beach, pause for some serene contemplation at St. Francis by the Sea Catholic Church, get interesting insight from Tours, and hike along Hilton Head Island Bike Trails.

To see other places to visit, more things to do, where to stay, and other tourist information, read Hilton Head driving holiday planning website .

Traveling by combination of taxi and flight from Chincoteague Island to Hilton Head takes 7 hours. Alternatively, you can drive; or do a combination of bus and flight. July in Hilton Head sees daily highs of 89°F and lows of 75°F at night. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Charleston.

Things to do in Hilton Head

Outdoors Tours Wildlife
Highlights from your plan
Waterskiing & Jetskiing
Dolphin & Whale Watching
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails

3
nights
Charleston

Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Step out of the city life by going to Folly Beach Public Beach and Dolphin & Whale Watching. Next up on the itinerary: deepen your knowledge of military history at Fort Sumter National Monument, take a tour by water with Boat Tours & Water Sports, get interesting insight from Tours, and take in the local highlights with Walking tours.

For ratings, photos, traveler tips, and other tourist information, go to the Charleston trip planning app .

Traveling by car from Hilton Head to Charleston takes 2.5 hours. Alternatively, you can take a bus. In July in Charleston, expect temperatures between 89°F during the day and 75°F at night. Cap off your sightseeing on the 12th (Fri) early enough to go by car to Asheville.

Things to do in Charleston

Outdoors Tours Parks

Side Trip

Folly Beach Public Beach
Highlights from your plan
Horse-Drawn Carriage Tours
Fort Sumter National Monument ©
Fort Sumter National Monument
Dolphin & Whale Watching

3
nights
Asheville

Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Get in touch with nature at Blue Ridge Pkwy and Zipline. Do some cultural sightseeing at Southern Highland Craft Guild Folk Art Center and Basilica of Saint Lawrence. Go for a jaunt from Asheville to Greenville to see Falls Park on the Reedy about 1h 30 min away. There's still lots to do: explore the striking landscape of The North Carolina Arboretum.

To see maps, where to stay, more things to do, and more tourist information, read Asheville tour builder tool .

Traveling by car from Charleston to Asheville takes 4.5 hours. Alternatively, you can fly; or do a combination of flight and car. Traveling from Charleston in July, things will get a bit cooler in Asheville: highs are around 84°F and lows about 65°F. Finish your sightseeing early on the 15th (Mon) so you can travel back home.

Things to do in Asheville

Outdoors Nature Parks

Side Trips

Falls Park on the Reedy, Blue Ridge Pkwy, Zipline
Highlights from your plan
Zipline
Blue Ridge Pkwy ©
Blue Ridge Pkwy
Falls Park on the Reedy ©
Falls Park on the Reedy

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