31 days in Virginia Itinerary

Created using Inspirock Virginia trip planner
Make it your trip
Fly to Tri-Cities Regional TN/VA Airport, Drive to Abingdon
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Abingdon
— 3 nights
Drive
2
Bedford
— 2 nights
Drive
3
Charlottesville
— 4 nights
Drive
4
Luray
— 3 nights
Drive
5
Winchester
— 2 nights
Fly
6
Williamsburg
— 4 nights
Drive
7
Virginia Beach
— 4 nights
Drive
8
Chincoteague Island
— 2 nights
Drive
9
Arlington
— 5 nights
Drive to Ronald Reagan Washington National Airport, Fly to Cagayan de Oro

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Abingdon — 3 nights

Venture out of the city with trips to South Holston River Company (in Bristol) and Grayson Highlands State Park (in Mouth of Wilson).

To find maps, where to stay, more things to do, and more tourist information, use the Abingdon trip planner.

Cagayan de Oro, Philippines to Abingdon is an approximately 33-hour combination of flight and car. You'll gain 13 hours traveling from Cagayan de Oro to Abingdon due to the time zone difference. Expect little chillier temperatures when traveling from Cagayan de Oro in October; daily highs in Abingdon reach 24°C and lows reach 11°C. Wrap up your sightseeing on the 4th (Wed) early enough to drive to Bedford.
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Parks · Outdoors · Trails · Tours
Side Trips

Bedford — 2 nights

Start off your visit on the 5th (Thu): pause for some photo ops at National D-Day Memorial, then see the interesting displays at Bedford Boys Tribute Center, and then contemplate the long history of Booker T. Washington National Monument. Get ready for a full day of sightseeing on the 6th (Fri): experience rural life at A.J. Gross & Sons Orchard, then admire the majestic nature at Smith Mountain Lake, and then immerse yourself in nature at Smith Mountain Lake State Park.

Start your trip to Bedford by creating a personalized itinerary on Inspirock.

Traveling by car from Abingdon to Bedford takes 3 hours. October in Bedford sees daily highs of 24°C and lows of 9°C at night. Cap off your sightseeing on the 6th (Fri) early enough to go by car to Charlottesville.
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Parks · Nature · Historic Sites · Museums
Side Trips

Charlottesville — 4 nights

Hoo-Ville

Get out of town with these interesting Charlottesville side-trips: Earth, Fire, & Spirit Pottery (in Lexington), James Madison's Montpelier (in Montpelier Station) and Central Virginia Wine Tours & Transportation (in Orange). There's much more to do: take in nature's colorful creations at Monticello, explore the wealth of natural beauty at Appomattox Court House National Historical Park, make a trip to Canal Basin Square, and relax in the rural setting at Carter Mountain Orchard.

To find where to stay, other places to visit, more things to do, and tourist information, use the Charlottesville attractions planner.

Drive from Bedford to Charlottesville in 2 hours. In October, daily temperatures in Charlottesville can reach 25°C, while at night they dip to 11°C. Cap off your sightseeing on the 10th (Tue) early enough to go by car to Luray.
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Historic Sites · Parks · Wildlife · Wineries
Side Trips

Luray — 3 nights

Cabin Capital of Virginia

Explore the numerous day-trip ideas around Luray: Shenandoah National Park (Skyline Drive & Hawksbill Mountain). There's still lots to do: take in breathtaking views at Luray Caverns, trek along Stony Man Mountain Overlook, skim along the rocks with a canyoning and rapelling tour, and brush up on your knowledge of spirits at Copper Fox Distillery.

To see photos, where to stay, other places to visit, and other tourist information, read our Luray online trip itinerary maker.

You can drive from Charlottesville to Luray in 1.5 hours. Other options are to drive; or do a combination of bus and taxi. Expect a daytime high around 24°C in October, and nighttime lows around 10°C. Finish your sightseeing early on the 13th (Fri) to allow enough time to drive to Winchester.
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Outdoors · Parks · Nature · Trails
Side Trips

Winchester — 2 nights

Kick off your visit on the 14th (Sat): take an in-depth tour of Stonewall Jackson's Headquarters, then explore the world behind art at Museum of the Shenandoah Valley, then experience rural life at Marker-Miller Orchards, and finally get a taste of life in the country at Rocking S Ranch. On the next day, immerse yourself in nature at Sky Meadows State Park, experience rural life at Great Country Farms, and then sample the fine beverages at Catoctin Creek Distillery.

To see reviews, where to stay, photos, and other tourist information, read Winchester trip planner.

Getting from Luray to Winchester by car takes about 1.5 hours. Other options: drive. In October in Winchester, expect temperatures between 22°C during the day and 9°C at night. Finish your sightseeing early on the 15th (Sun) so you can fly to Williamsburg.
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Museums · Parks · Nature · Breweries & Distilleries
Side Trips

Williamsburg — 4 nights

Colonial Capital

Explore the numerous day-trip ideas around Williamsburg: The Mariners' Museum and Park (in Newport News) and St. Luke's Historic Church & Museum (in Smithfield). There's much more to do: don't miss a visit to Colonial Williamsburg, steep yourself in history at Historic Jamestowne, stroll around Colonial National Historical Park, and get a new perspective on things with Boat Tours & Water Sports.

To see traveler tips, reviews, where to stay, and more tourist information, go to the Williamsburg trip planning site.

You can fly from Winchester to Williamsburg in 2.5 hours. Other options are to drive; or do a combination of taxi and train. Plan for a bit warmer temperatures traveling from Winchester in October, with highs in Williamsburg at 28°C and lows at 15°C. Cap off your sightseeing on the 19th (Thu) early enough to go by car to Virginia Beach.
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Historic Sites · Museums · Parks · Outdoors
Side Trips

Virginia Beach — 4 nights

The Resort City

Go for a jaunt from Virginia Beach to Suffolk to see Riddick's Folly House Museum about 48 minutes away. The adventure continues: take a leisurely stroll along Virginia Beach Boardwalk, step aboard Battleship Wisconsin at Nauticus, take a tour by water with Boat Tours & Water Sports, and get up close and personal with brilliant marine life at Virginia Aquarium & Marine Science Center.

To find where to stay and tourist information, refer to the Virginia Beach trip itinerary builder tool.

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. October in Virginia Beach sees daily highs of 27°C and lows of 15°C at night. Wrap up your sightseeing on the 23rd (Mon) early enough to drive to Chincoteague Island.
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Parks · Museums · Outdoors · Nature
Side Trips

Chincoteague Island — 2 nights

Kick off your visit on the 24th (Tue): look for all kinds of wild species at Chincoteague National Wildlife Refuge. Get ready for a full day of sightseeing on the next day: gain some tasty knowledge on The Ugly Oyster Tour Co., then get up close to creatures of the deep with a dolphin and whale watching tour, and then explore the landscape on two wheels at Bike Depot.

To see traveler tips, reviews, more things to do, and more tourist information, go to the Chincoteague Island trip planner.

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. October in Chincoteague Island sees daily highs of 25°C and lows of 14°C at night. Wrap up your sightseeing on the 25th (Wed) early enough to drive to Arlington.
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Parks · Wildlife · Nature · Outdoors

Arlington — 5 nights

National History, Local Flavor

You'll find plenty of places to visit near Arlington: George Washington's Mount Vernon (in Mount Vernon), Steven F. Udvar-Hazy Center (in Chantilly) and Manassas National Battlefield Park (in Manassas). There's much more to do: steep yourself in history at Arlington National Cemetery, walk around Gravelly Point Park, test your problem-solving skills at popular escape rooms, and take an in-depth tour of National Museum of the Marine Corps.

For more things to do, where to stay, ratings, and tourist information, you can read our Arlington vacation builder 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, bus, train, and subway. In October, daily temperatures in Arlington can reach 25°C, while at night they dip to 14°C. Wrap up your sightseeing on the 30th (Mon) early enough to travel back home.
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Historic Sites · Museums · Parks · Trails
Side Trips

Virginia travel guide

4.5
Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.
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