Celebrating decades of racing history | Shenandoah Valley Tour Day 4

We kicked off day four of our Shenandoah Valley Tour by heading to Duncan Imports & Classics, an eclectic collection of Japanese and European imported cars.

After enjoying a tour of the mechanical menagerie, we then made our way to one of Virginia's oldest wineries, Chateau Morrisette, for lunch at the winery's on-site restaurant.

Our final stop of the day–and our tour–took us to the Wood Brothers Racing Museum, a monument to NASCAR's oldest continuously operating racing team, the family that started it and the impact they've had on the sport in their 70-plus years on the track.

Museum visit completed, it was then time to head back to our host hotel one last time.

Before heading our separate ways, however, we hosted a farewell dinner where we also had a few surprises in store for our participants.

Missed out on making our Shenandoah Valley Tour this year? Well, good news: we’re doing it again on June 6-11, 2027. Reserve your spot today. Space is limited and we sell out quickly.

Our Shenandoah Valley Tour takes place this week, June 21-26, and is presented by Classic Motorsports Road Tours, in association with Chubb.

Driving on track at VIR | Shenandoah Valley Tour Day 3

We started day three of our Shenandoah Valley Tour with a long drive towards Alton, Virginia, a perfect chance for everyone to warm up their tires for the day’s destination: Virginia International Raceway.

VIR stands as one of our favorite tracks thanks to its rolling hills and variety of configurations.

Our visit at the track consisted of guided laps of the track, followed by lunch on site at the Oak Tree Tavern.

After lunch, it was then another long, scenic drive back to the Hotel Roanoke for a chance to freshen up before heading to dinner at Downtown Roanoke’s Table 50.

Missed out on making our Shenandoah Valley Tour this year? Well, good news: we’re doing it again on June 6-11, 2027. Reserve your spot today. Space is limited and we sell out quickly.

Our Shenandoah Valley Tour takes place this week, June 21-26, and is presented by Classic Motorsports Road Tours, in association with Chubb.

Taking a time machine to 1766 | Shenandoah Valley Tour Day 2

For the second day of our Classic Motorsports Road Tours Shenandoah Valley Tour, we ventured over to Hot Springs, Virginia, to visit the historic Omni Homestead Resort & Spa, which dates all the way back to 1766.

Our tour guests were led on a tour of the property, featuring buildings in use since 1901, before enjoying lunch in the site’s Crystal Ballroom.

Then we departed the Omni Homestead for an early arrival back at the Hotel Roanoke.

What was next on the itinerary? That was entirely up to our tour participants–there were ample things to see and do around downtown Roanoke, and we encouraged our guests to see the sights, or stay in and see what our host hotel has to offer.

Missed out on making our Shenandoah Valley Tour this year? Well, good news: we’re doing it again on June 6-11, 2027. Reserve your spot today. Space is limited and we sell out quickly.

Our Shenandoah Valley Tour takes place this week, June 21-26, and is presented by Classic Motorsports Road Tours, in association with Chubb.

Exploring hidden wonders | Shenandoah Valley Tour Day 1

The Shenandoah Valley. Home to lush mountain views, underground natural wonders, a deep connection to the history of the United States and, this week, our Classic Motorsports Road Tours Shenandoah Valley Tour.

Monday, June 22, marks the first day of driving adventures, and we started that day by departing Hotel Roanoke en route to Natural Bridge, a 215-foot-high natural arch (and all that’s left of the roof of an ancient underground river) that spans some 90 feet in width.

After our tour-goers enjoyed a guided tour of the park and a picnic lunch on the property, we made our way to a private car collection located on a lovely farm. In addition to exploring the collection, our guests were treated to a metal forming demonstration in the collection owner’s shop.

To conclude the day, we headed back to the Hotel Roanoke, where we met to have dinner, just steps away from the hotel, before turning in for the night.

Missed out on making our Shenandoah Valley Tour this year? Well, good news: we’re doing it again on June 6-11, 2027. Reserve your spot today. Space is limited and we sell out quickly.

Our Shenandoah Valley Tour takes place this week, June 21-26, and is presented by Classic Motorsports Road Tours, in association with Chubb.

Classic Motorsports Road Tours: Last chance to save

Photograph by Chris Tropea

What’s less than a week away? Yes, the first day of June–but also the deadline to book any of our signature Classic Motorsports Road Tours before the price to register increases by $500.

Join us on our Empire State Tour or Orange Blossom Tour, and you’ll not only get to experience some of the finest driving roads in the country in your favorite car; you’ll also enjoy easy-to-follow turn-by-turn navigation, a five-night stay in luxurious lodging, hand-selected dining experiences and much more.

Classic Motorsports Road Tours: Book before June 1 to save

Yes, June represents several things, including growth, renewal and youth, though it also marks your last chance to save on any of our signature Classic Motorsports Road Tours.

Whether it's the verdant valleys of the Shenandoah Valley, the majesty of New York’s Finger Lakes or the Florida you never knew existed that's calling you, be sure to register before June 1–that’s the day the price for registration for all of our road tours increases by $500.

By joining us on a Classic Motorsports Road Tour, you won’t just get the chance to experience some of the finest driving roads in the country in your favorite car; you’ll also enjoy easy-to-follow turn-by-turn navigation, a five-night stay in luxurious lodging, hand-selected dining experiences and much more.

Enjoy rare experiences on our Classic Motorsports Empire State Tour

Photograph by Chris Tropea

A driving tour like few others? Join us on our Classic Motorsports Empire State Tour, and you won’t just be treated to the finest driving roads in the Finger Lakes, but you’ll also enjoy several one-of-a-kind experiences.

Take, for example, last year’s tour, which included participants driving on track at the legendary Watkins Glen International, plus a visit to the renowned International Motor Racing Research Center.

Also included in our Empire State Tour? Hand-selected dining experiences, turn-by-turn navigation through custom-programmed GPS units, professional photography of you and your vehicle, a judgment-free, friendly group of up to 30 couples, as well as a hub-style structure that sees each day’s adventures begin and end from the Watkins Glen Harbor Hotel in Watkins Glen, New York.

Learn more about our Empire State Tour and keep an eye on the Classic Motorsports Road Tours website for future updates.

The Classic Motorsports Empire State Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.

Why join us on our Empire State Tour? Here are several reasons.

Photograph by Chris Tropea

At first glance, our Classic Motorsports Empire State Tour looks a lot like a driving tour of New York’s stunning Finger Lakes region, and you’d be correct–but there’s so much more in store than driving.

September 6-11, we’ll lead you to a one-of-a-kind exploration of the Finger Lakes, including significant historic sites, exclusive access to private car collections, hand-selected dining experiences and, of course, plenty of twisty back roads to enjoy from behind the wheel of your favorite car.

And, unlike some driving tours, our Empire State Tour features a hub-style structure that sees each day’s adventures begin and end from the same hotel–in this case, the Watkins Glen Harbor Hotel in Watkins Glen, New York.

You’ll also receive turn-by-turn navigation through custom-programmed GPS units, professional photography of you and your vehicle, plus a judgment-free, friendly group of up to 30 couples.

For a taste of what to expect for this year’s tour, here are some highlights from the 2025 Empire State Tour:

• A private cruise down the Erie Canal

• Visits to the fascinating Finger Lakes Boating Museum and the world-famous Corning Museum of Glass

• The chance to drive the legendary Watkins Glen International

• A stop at the breathtaking Taughannock Falls

Learn more about our Empire State Tour and keep an eye on the Classic Motorsports Road Tours website for future updates.

The Classic Motorsports Empire State Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.