Best Eastern US Road Trip Itinerary for an Unforgettable Week Away!

The United States is huge, but it can still be difficult to avoid other people when planning a vacation. For instance, how do you plan a road trip in the eastern US without running into huge crowds? Go during shoulder season and pick outdoor activities. Try this one-week road trip itinerary that loops through six states: North Carolina, Virginia, West Virginia, Maryland, Pennsylvania, and Ohio!

Exploring your own backyard has been the big new travel idea of 2020 (out of necessity). This pandemic has challenged us to find ways to stay safe and sane at the same time. Not an easy feat!

Jefferson's Rock overlooks the town of Harpers Ferry, WV and the confluence of the Potomac and Shenandoah Rivers, nestled in the mountains.
Jefferson’s Rock overlooking Harpers Ferry, WV

We all quickly realized getting outside in the sunshine helped. The trick is staying away from other people while you do it.

Enter: the road trip.

  • No sitting next to strangers on a plane or train.
  • No contact with others when filling up your vehicle’s gas tank.
  • No contact with others when camping (or only staying at hotels with contactless check-in).

To quote Forrest Gump: “It’s a fine idea!”


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Why Road Trips are Awesome

Number one reason: they’re cheap!

Long loved by budget travelers, road trips are good low-cost vacation options. The 3 biggest costs for vacation are transportation, lodging, and food.

  1. Paying for gas for your car is cheaper than paying to fly somewhere.
  2. Car camping is on the rise and can eliminate the need to find a hotel.
  3. Buy groceries and snacks ahead of time and bring it all with on the road trip so you don’t have to order out every night.

Now of course, if your goal is New York and you live in California, it is cheaper to fly there than to road trip across the country. (But that would be an epic bucket list road trip if you did!) Save your super long-distance trips for another year, my friend. Stick to an easy to reach region for now.

Generally, if I’m within an 8-hour driving distance, I’m not paying to fly. That’s my convenience cut off. This point varies from person to person, and sometimes with circumstances, but it’s a good rule of thumb.

Another bonus to road trips is the scenery. This again can vary due to location but more often than not you will see something else cool from the road that you had no idea was there. I discovered many beautiful rivers and waterfalls while driving through the mountains of Virginia, West Virginia, and North Carolina.

Epic Eastern US Road Trip Itinerary: 6 States in 8 Days

Planning is super stressful for some people, so steal this itinerary and take the guess work out of trip planning! Find dates that work for you and just go!

Join this itinerary at any point and make a loop that suits your needs. In our case, we were starting and ending in South Carolina.

This itinerary purposefully chose outdoor sightseeing, with a couple exceptions, and usually a National Park Service (NPS) site. It also has a strong emphasis on mountains and Civil War history, due to the part of the country we’re exploring.

Gravestones of unknown Union and Confederate soldiers from a Civil War cemetery at Appomattox Courthouse National Historic Site.
Civil War cemetery at Appomattox Court House

Steal this One Week Eastern US Road Trip Itinerary

Road Trip Style: Go Go Go or Leisurely Stroll?

Everyone travels a little differently. I’m a go-go-go person that likes to see A LOT on my trips. Many people are the opposite, preferring to relax in one place. On a road trip, the difference is how many sights are on the to-see list.

This road trip itinerary is a compromise of these two styles. It includes a lot to see, but never requires a drive longer than 4 hours between destinations.

Linville Falls upper viewpoint tucked into the autumn woods off of the Blue Ridge Parkway in North Carolina
Linville Falls, a short hike from the Blue Ridge Parkway

Top 5 Road Trip Survival Tips

  1. Plan longer drives for evenings. It’s dark outside, nothing is open, and if you were in a hotel, you’d just be watching TV. Take advantage of those lost hours for breaking up long drive times.
  2. Book what you can ahead of time, but stay flexible. Places with timed entries should be booked about a month before your trip so you don’t miss out. But be realistic when planning other sightseeing activities around a timed entry.

Pro Tip: This itinerary already takes into account realistic travel times for timed entry locations. Follow the guidelines in the details below and don’t worry about missing a timed entry.

  1. Bring all the snacks, and don’t forget drinks! Avoid rearranging your schedule around meal times by bringing the food with you in the car. Eat lunch in your car or at a park picnic table.
  2. Bring several hours’ worth of music or several audio books. Whichever one doesn’t lull you to sleep is the one to bring. For reference, the entire Hamilton soundtrack is a good 2.5 hours of listening time and a typical audio book is 3-4 hours.
  3. Take turns driving. A good system is 2 hours or so per driver before switching. Remember, most destinations shouldn’t be much more than 2 hours apart. And don’t take half an hour to switch drivers. Pull into the first parking lot you see, and don’t even turn off the car. You’ll be back on the road in 5 minutes or less.

What to See: Detailed Eastern US Road Trip Itinerary

Day 0: Getting to the Start

I call this Day 0 because it’s not supposed to come out of your PTO/vacation time. This is an often-overlooked travel hack for extending your vacation time.

Day 0 is the day before you want to start seeing stuff. Leave home right after you finish work for the day, and then drive part or all of the way to your first sightseeing opportunity.

In my case, I drove 4 hours from home to Greensboro, NC which gave us a reasonable 2 hour drive the next morning to our first stop at Appomattox Court House. I saved a half day of vacation time that would otherwise have been wasted in the car, not seeing anything.

Day 1: Virginia

Today is the official start of the trip! Let’s divide it into two halves: morning at Appomattox Court House and afternoon at Monticello.

Start at Appomattox Court House National Historic Park, opening as early as 9AM. Explore the main park area with all the buildings, hike some trails, and take lots of pictures.

McLean House at Appomattox Courthouse National Historic Site, showing interior parlor where Grant and Lee signed the surrender for the American Civil War
The end of the Civil War started in this parlor.

Suggested Sights

  • McLean House, surrender site ending the American Civil War
  • Chamberlain-Gordon Salute point, near the Peers House
  • Confederate Cemetery, small cemetery and battery cannon
  • Ask a Park Ranger for their favorite trail and go on that one. Most trails here are 1 mile or less and easy terrain.

Leave around noon or 1PM so you have time to drive 1.25 hours to Monticello.

Important: Schedule your Monticello house timed entry for 3PM or later.

Monticello, home of Thomas Jefferson, surrounded by fall trees

Suggested Sights

  • Tour the House. Filled to the brim with historical artifacts collected by Jefferson himself.
  • Take a private tour to see the iconic Dome Room or catch one of the other guided tours.
  • Stroll the grounds. Jefferson loved plants and experimented with crops.
  • Walk down the Mountain and see Thomas Jefferson’s grave. The family plot is still in use by his descendants

Important: Prices for the Private House Tour to see the Dome Room jumped due to COVID restrictions on number of people allowed in the house.

If you can bring the maximum number of people allowed per group, then it’s a fair price per person. If you can only bring 2 people on a tour meant for 5 people, you are overpaying. This will likely go back to normal in the future.

Overnight: Charlottesville or Waynesboro

Day 2: Virginia

Explore Shenandoah National Park today. Drive south to north, beginning at the Rockfish Gap entrance station and ending at the Front Royal entrance station. Note: this park has an entrance fee per vehicle.

White and Gray clouds fill the mountain valleys of Shenandoah National Park with a sliver of blue sky peeking through.
Explore above the clouds in Shenandoah!

Suggested Sights

  • Drive the entirety of Skyline Drive. This will take you all day, and it is glorious.
  • Explore overlooks. Some of my favorites were Moormans River, Old Rag, and Hazel Mountain.
  • Hike. The main reason to visit Shenandoah. Some short and easy hikes to consider: Blackrock Summit, Bearfence Viewpoint, Dark Hollow Falls (always busy), or Little Stony Man.

If you did today correctly, you won’t reach the north end of the park until sunset. Enjoy the last views of beautiful Shenandoah!

Overnight: Front Royal, VA or Charles Town, WV

Day 3: West Virginia AM & Maryland PM

Depending which town you chose to overnight in, you may need to drive an hour or just 15 minutes to Harpers Ferry National Historical Park. Note: this park has an entrance fee.

Pro Tip: In peak season, you won’t be able to park in the town area near the river and all the attractions. Navigate to the park’s Visitor Center instead, park, and shuttle buses will transport you downtown. Alternatively, you can walk from the visitor center!

Brick building known as John Brown's Fort in Harpers Ferry National Historical Park
Infamous John Brown’s Fort

Suggested Sights

  • See downtown: the Visitor Center, John Brown’s Fort, Storer College, & Meriwether Lewis’ place (of Lewis and Clark fame) were all cool to see.
  • Hike up to Jefferson’s Rock, passing St. Peter’s Church on the way. Trust me. It is steep but there are stairs, and the views are worth it. (This is also part of the Appalachian Trail!)
  • See the confluence of the Potomac and Shenandoah Rivers at the Point.
  • Cross the bridge and continue along the C&O Canal Towpath.
  • Hike the Maryland Heights for some stunning views of Harpers Ferry from above.

Finish up exploring around noon or 1PM, and then head 30 minutes north to Antietam National Battlefield. Don’t get this confused with the town of Antietam. The battlefield is actually located just outside of the town of Sharpsburg, MD.

Antietam Battlefield memorials darken as the sun sets behind the trees in Maryland
The sun sets behind Antietam Battlefield memorials.

Suggested Sights

Overnight: drive an hour north to Gettysburg, PA

Day 4: Pennsylvania

First you must understand: Gettysburg National Military Park is HUGE.

Second thing to understand: the battlefield is not the only thing to see in Gettysburg, PA.

The town is absolutely stuffed with museums and history centered on this pivotal Civil War battle. Also, President Eisenhower happened to have a farm nearby, so there’s yet another NPS site that’s right next to the battlefield.

If you want to see and do everything here, you need more than one day.

Civil War cannon faces across Gettysburg Battlefield in a field in Pennsylvania
Gettysburg Battlefield is beautiful, despite its history.

For purposes of this road trip, we’re taking a long half day here. Yes, that’s rushed but it’s also in keeping with the road trip goal of staying away from other people.

This leaves enough time to see the Visitor Center Museum and the Battlefield Auto Tour if you start as soon as they open and don’t linger too long in either the museum or any of the stops on the tour.

Suggested Sights

  • Start at the Visitor Center.
  • See the Museum.
  • Follow the Auto Tour and watch the videos on the NPS site.
  • Take enough pictures to fill up an entire SD card.
  • Finish the tour at the Gettysburg National Cemetery.

When you need to leave Gettysburg will depend on what season you are visiting. Summer has more daylight but winter sunset can sneak up on you. In the winter, leave by 2PM at the very latest.

Drive 2.5 hours west to the Flight 93 National Memorial in rural Pennsylvania.

You’ll just barely catch sunset at the memorial if you arrive at 4:30PM in the winter. There’s not a lot to see at the Memorial, but if you want to see the exhibits I recommend you leave Gettysburg a little earlier.

Overnight: To save drive time in the morning, I recommend you drive to Youngstown, OH to overnight, about a 2.5 hour drive from the Flight 93 Memorial. The farther you drive tonight, the more time you can spend in the national park tomorrow.

Day 5: Ohio

I forced this day into the road trip itinerary because I needed to check off Cuyahoga Valley National Park from my bucket list, and I’m unlikely to be very near here in the future.

I’m so glad I kept this in the itinerary! This is a beautiful park with lots of easy hikes, waterfalls, and nature to photograph.

Check out this detailed account of what to do in Cuyahoga Valley National Park on your first visit. The short version for this road trip itinerary is listed below.

Deep blue of the beaver marsh is spotted with green lily pads and surrounded by autumn trees in Cuyahoga Valley National Park
The Beaver Marsh in Cuyahoga Valley National Park

Suggested Sights

  • Start at the Boston Mill Visitor Center.
  • Visit Brandywine Falls.
  • Hike The Ledges.
  • See the Everett Covered Bridge.
  • Walk the Towpath Trail. Park at the Ira Trailhead and walk north (left) to the Beaver Marsh.

Overnight: Drive south 3.5 hours to Charleston, WV.

Day 6: West Virginia

Remember, we’re avoiding crowds of people. So skip exploring Charleston (for now!) and drive an hour to the New River Gorge Bridge on US 19 near Lansing, WV. New River Gorge was just upgraded to a National Park in December 2020! The bridge is the world’s fourth longest single span arch bridge, but the park is all about the New River and amazing hikes along the bluffs.

Did you know? This bridge is so popular it has its own Bridge Day Festival every October. Extreme sports enthusiasts (and bridge enthusiasts!) won’t want to miss it.

New River Gorge steel arch bridge spans across the New River in West Virginia
Would you bungee jump off this bridge?

Suggested Sights

  • Start at the Canyon Rim Visitor Center.
  • Walk down the wooden stairs to the bridge overlook.
  • Drive the Fayette Station Road route. The original route to cross the river prior to the New River Gorge Bridge being built in the 1970s. Some really cool views as you take this winding route down and back up the gorge.

Leave around noon and drive 1.5 hours southeast, through winding mountain roads, to The Greenbrier Resort in White Sulphur Springs, WV.

Shoot for a timed entry for The Greenbrier Bunker Tour at 2:00PM or later. When you call to schedule your bunker tour, the concierge will give you all the details for how to get there. If you’re not a guest at the resort, they ask you to park at the Train Depot across the street from the resort entrance, and then call the shuttle which will then come retrieve you.

This is a jaw-dropping luxury resort. Doormen, valets, luggage attendants, the whole nine yards. You may want to dress a little nicer, but it’s not required. Totally up to you and your comfort level. I visited in jeans and a plain t-shirt under a zip-up jacket.

Suggested Sights

  • The Bunker Tour. 90 minutes and very cool. Those blast doors though! No photography allowed but you do receive complimentary postcards at the end of the tour.
  • Wander around the hotel common spaces and take lots of pictures. The décor here is something else!

Overnight: Drive 4 hours southwest to overnight in Boone, NC.

Day 7: North Carolina

Boone, NC is a destination in its own right. Home of Appalachian State University, there’s a distinct college vibe here. However, at the risk of sounding like a broken record, this road trip is meant for staying away from people.

Log cabin visitor center with historic American flag waving at the Hickory Ridge History Museum in Boone, NC
The visitor center for the Hickory Ridge History Museum

Suggested Sights

  • Check out the Hickory Ridge History Museum. Tours of 5 original mountain log cabins with insight into how colonials settled the area.
  • Order cookies from the Appalachian Cookie Company. Your tastebuds will thank me.
  • Drive down King Street in Boone. Stop if you dare. It will always be busy.

Drive 15 minutes to Blowing Rock, NC, home of The Blowing Rock attraction.

Unpopular Opinion Time: Honestly, this was pretty underwhelming. Unless you visit on a day when you can see the funny physics, this isn’t worth much of your time. The story is cute, but I did not stay long. The town of Blowing Rock has plenty of other things to see and do, but we weren’t comfortable with the crowds during the pandemic and didn’t stop here.

Catch the Blue Ridge Parkway and go for a drive. There are many places to stop; here are some recommendations.

Fall time mountain views from the Beacon Heights trail off of the Blue Ridge Parkway
One of the gorgeous views from the Beacon Heights hike
  • Moses Cone Memorial Park. Fancy home with tours and lots of hiking trails to mountain lakes.
  • Rough Ridge Overlook & Hike. See the Linn Cove Viaduct from above. Great Views!
  • Beacon Heights Overlook & Hike. More amazing mountain views after a short hike.
  • Linville Falls. Small Visitor Center with restrooms! Take a short hike to see the waterfall. Recommend hiking Erwin’s Trail to the Upper Falls Overlook as your first stop.

Overnight: Lodging is scarce in the mountains so book ahead if you’d like to stay in one of the small towns. Alternatively, drive an hour to overnight in Asheville which has many lodging options.

Day 8: North Carolina

If you overnight in Asheville, start at the Biltmore Estate in the morning and see Mt Mitchell in the afternoon. If you stayed in the mountains, then do these in reverse.

Suggested Sights

  • See the Biltmore House at your ticketed time. If it’s your first visit, get the audio tour. The House will take about 2 hours.
  • Explore the Gardens. 100% at least go as far as the Conservatory in the walled garden. The Bass Pond and waterfall are cool to see if it’s nice weather for a stroll. Here is a more detailed guide for what to see in the Biltmore gardens depending on the time of year.
  • Stop at the Lagoon, right next to the French Broad River, for a reflection of the House in the water.
  • Visit the winery at Antler Hill Village for your complimentary wine tasting.

Drive an hour east into the mountains to Mt Mitchell State Park.

Drive to the summit parking lot and hike a short summit trail to the highest peak east of the Mississippi River!

Blue mountains lie below a blanket of white clouds, as seen from the summit of Mt Mitchell
Above the clouds again at the summit of Mt Mitchell

From here, I returned home to South Carolina, completing my road trip loop of 6 states in 8 days and one incredible adventure to boot! Exploring the outdoors, away from others, was such a peaceful experience, and I enjoyed seeing all the historical sites associated with the Civil War. All in all, a successful road trip!

If you have more time, add on a day to explore Asheville, NC. There are plenty of cheap and free things to do in Asheville for families, couples, or solo travelers.

What do you think of this road trip itinerary? Would you add anything along the route? Let me know below!

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This Post Has 11 Comments

  1. Go Wander Wild

    This Eastern US Road Trip Itinerary is incredibly helpful. You’ve really thought through everything you need to know before planning a trip. Thank you for this helpful resource. Saving this guide for later!

  2. Schaguna

    I love roadtrips! Although i have to admit that the US was never very appealing to me regarding road trips, i have to admit after reading this i was too quick to judge. Roadtrips in Mongolia can be very adventurous, too. If you happen to go there someday 😉

    1. Rachel Means

      Glad I could help! The US has so many different types of landscapes, but this area doesn’t get discussed as much as the Western US or the northeastern corner. Haven’t made it to Asia yet, but it’s definitely on the list!

  3. Shanelle

    Wow this is so great! I’m actually planning a road trip through this area for later this year. Bookmarking this for later 🙂

    1. Rachel Means

      Glad I could help!

  4. Ildiko

    Interesting. I have been to a few of these sites, but not most. Blowing Rock and Asheville are amazing. Surprised you didn’t include Williamsburg, VA.. Loved your post! I did laugh that your driving cut-off is 8 hours. Mine is about 5, and that’s pushing it.

    1. Rachel Means

      Thanks! I thought about Williamsburg and it’s still on my list, but we figured it would be too crowded for social distancing this time around. Looking forward to visiting there in the future!

  5. Brittany

    This sounds like such a fun itinerary! I have traveled to most of these states, but never all together on a road trip. Thanks for this awesome guide!

    1. Rachel Means

      Definitely not an area most people think of for road trips! Glad you liked it!

  6. Amanda

    This is great! This isn’t typically a road trip I’d take since I’m out in the midwest but what you’ve shared looks like a great time!

    1. Rachel Means

      Thanks! There are so many western US road trips or New England in fall road trips that I went looking for an alternative for all those states in between!

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