Crooked Road
Caravan 2026.

Highways · Crooked Road Caravan 2026

Trip 03 · Fall 2026 · Virginia's Crooked Road

The Crooked Road Caravan

About six months ago, Heather came to me and asked if I'd be interested in doing an Airstream Caravan. Last year we did Camp Airstream at Yellowstone National Park, and we loved it, so it was only natural that I said, absolutely. This is our first Airstream Caravan, and we had no idea what to expect. We were both excited to experience all that the caravan would offer and, of course, to make new friends.

The Virginia General Assembly designated the Crooked Road as Virginia's Heritage Music Trail in 2004. It's a roughly 330-mile driving trail that connects ten major venues and more than fifty affiliated venues that preserve and promote traditional Appalachian old-time and bluegrass music. We were encouraged to grab our dancing shoes (we have none, as we both have two left feet) and our guitar or whatever musical instruments we had, and bring them along for an adventure of a lifetime.

The planned ten-day trip begins in Galax, VA, and explores all the wonders of this beautiful region. We'll stay four nights at an Airstream favorite: Coolbreeze RV Park. Our group activities in Galax include live music events at multiple venues, plus free time during the day to explore the area or rest.

From Galax, we're scheduled to caravan to Cove View RV Park at Natural Tunnel State Park in the southwest corner of Virginia. There we will spend three days at the new basecamp (with full hookups) and have time to explore the local attractions. Our group activities will continue in keeping with the theme of the caravan, with visits to "Crooked Road" must-sees as well as time to take in some of the local talent.

Finally, for our last leg, the caravan will travel to Big Stone Gap, VA, where we will boondock for four days at the final basecamp. We will be camping only a few minutes' walk from the heart of town for the "Blue Highway Fest." There will also be additional historical and musical offerings, along with a good balance of free time to explore the area and its attractions.

We're excited for what will no doubt be an amazing adventure.

The Route at a Glance

Starts
Thursday, October 1, 2026, in Galax, Virginia
Base camp 1: Galax, VA
Coolbreeze RV Park, four nights
Base camp 2: Natural Tunnel
Cove View RV Park at Natural Tunnel State Park, three days, full hookups
Base camp 3: Big Stone Gap, VA
Four days of boondocking, a short walk from the heart of town and the "Blue Highway Fest"
Day 1 · Galax & Fries, Virginia

We pulled into Coolbreeze RV Park just before 1 pm and got ourselves checked in. To our surprise, most of the group (20 Airstreams) were already there. We found a nice pull-through site and set up our rig. We spent the afternoon relaxing and enjoying the beautiful fall day. The sun was warm, but as the campground's name promised, the breeze was cool and enjoyable. The campground sits at 2,610 feet above sea level, which explains the slightly cooler temperatures. The daytime high reached 82°F, and the nighttime low dropped to 56°F, which made it very comfortable for sleeping.

Around 4 pm, we had a welcome meet-and-greet with our caravan hosts and the group, where they explained the itinerary and answered any questions. Most of our group are seasoned Airstreamers, with only a few of us on our first Caravan.

That evening, Heather and I headed out for the 30-minute drive to Fries (pronounced "freeze") and the historic Fries Theatre, home of the Thursday Night Music Jams. Local townspeople get together and jam.

A curving street dropping toward the New River in the early evening, with a brown New River Trail State Park sign at the bottom and forested hills across the water

Just down the street from the theatre, the road drops to the New River. The sign on the left marks the New River Trail State Park.

A Little History: Fries and the Theatre

Fries is a small town on the New River in Grayson County, and it began as a mill. In 1900, a local man named Jim "Pipe" Carico suggested Bartlett Falls on the New River as the site for a hydroelectric dam that could power a cotton mill. North Carolina mill owner Colonel Francis Henry Fries bought the surrounding farmland and built a dam, a mill and an entire company-owned town: around 300 houses, a post office, a church and a company store, wedged into the hillside before the Washington Mill started up in February 1903. The town was incorporated in 1902 and took the colonel's name. The mill kept running until 1989, when it closed with 1,700 people on the payroll.

The mill company looked after its workers' free time, too. A community center called the Lyceum, with reading rooms and a skating rink, went up in 1910. In 1923 it was renovated and reorganized as a YMCA, with a gymnasium and a movie theater. In 1948 a new lobby, bowling alley, kitchen and dining area, library and game rooms were added, along with a swimming pool out front facing the river. Today that building is the Fries Recreation Center, and it's home to the town library and the Historic Fries Theatre, a volunteer-run cultural center and music venue dedicated to preserving and promoting the traditional music of the Blue Ridge. It's an affiliated venue on the Crooked Road, and the Crooked Road's listing says the Thursday Night Old-Time Jam is led by 2018 NEA National Heritage Fellow Eddie Bond.

Fries has a place in country music history, too. Henry Whitter, who was born near Fries and worked in the Washington Mill, became one of the first musicians to make commercial country recordings. His first session, in December 1923, produced "Wreck on the Southern Old 97," released in January 1924. Vernon Dalhart's recording of the same song, paired with "The Prisoner's Song," became country music's first million-selling record that year.

The brown-shingled Historic Fries Theatre at dusk, its red neon sign lit above the front doors

The Historic Fries Theatre at dusk, with its neon sign lit.

Back in Time

The second we entered the theatre, it felt like we had gone back 50 years (a good thing). The theatre was mostly open, with some seating in the back, and at the front, a large group of chairs sat in a circle where the local musicians sat and prepared their instruments for the evening.

The Fries Theatre lobby, with an old hand-painted sign showing 10 cent and 25 cent admission, a ticket counter, and a doorway marked A Crooked Road Community leading into the hall
A relic of the movie-house days: the old admission sign still hangs in the lobby.
Inside the Fries Theatre hall before the music, with a circle of chairs at the far end, seating along both sides, and quilts hung on the walls
The hall before the music started, with a circle of chairs up front for the musicians.

The locals were friendly, welcoming, and very accommodating. A few minutes after 7 pm, the music began, and almost immediately, many locals got up to dance in the space around the musicians. I think it was mostly the Tennessee two-step, but I couldn't tell for sure. There was also a cakewalk. I had no idea what that was; more on that from Heather in another post, and I guarantee it will be a humorous read.

Two minutes from the back of the hall, early in the evening.
Musicians seated in a circle on the Fries Theatre dance floor with banjos, guitars and an upright bass during the Thursday Night Jam
The jam circle at the front of the hall.
Close-up of musicians in the circle playing a banjo and other string instruments during the Thursday night jam
A closer look at the circle: banjos, guitars and other string instruments.

The evening was full of bluegrass music and dancing, and the time flew by. Before I knew it, it was time to head home, take care of the dogs, and settle in for the night.

Fries Thursday Night Jam FAQ

What is the Crooked Road?
The Crooked Road is Virginia's Heritage Music Trail, a roughly 330-mile driving trail through Southwest Virginia that connects ten major venues and more than fifty affiliated venues preserving and promoting traditional Appalachian old-time and bluegrass music.

When is the Thursday Night Jam at the Historic Fries Theatre, and what does it cost?
It happens every Thursday evening. The Crooked Road lists doors opening by 5:30 pm and music starting at 7:00 pm, and admission is free. On our night the music started a few minutes after 7.

Who leads the Fries Thursday Night Jam?
The jam is led by Eddie Bond, a fiddler and vocalist who was named a 2018 NEA National Heritage Fellow and is a longtime member of the New Ballards Branch Bogtrotters.

Where is the Historic Fries Theatre?
It's at 316 W. Main Street in Fries, Virginia, a small town on the New River in Grayson County. From Coolbreeze RV Park in Galax it was about a 30-minute drive for us.

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