Five of the Best Weekend Cruise-ins In Virginia

Photo by Ryan on Unsplash

By Amie Knowles

July 1, 2022

Roll those windows down; it’s car show season in the commonwealth.

Whether you call it a car show, cruise-in, or drive-in, it’s happening in Virginia this summer! Every weekend in July, you can hit the road to see some cool cars across the commonwealth. We’ve handpicked five weekend cruise-ins that’ll take you all over the state this month. 

  1. Cruisin For Kids July Car Show

When: Saturday, July 2 from 9 a.m. to 6 p.m.

Where: Rural Retreat Community Center, 112 Catron St, Rural Retreat

What: Happening rain or shine, you won’t want to miss this event “geared” toward the whole family! Aside from the main feature — well, cars — there’s everything from a Hot Wheels kids car show to food trucks and dozens of vendors at this event. For those wanting to try their luck, there are over 150 raffle items available. All kinds of vehicles are welcome and all of the money raised from the event will go toward the Shop With a Cop program in Wythe County.

  1. Chasing SS Cars & Vintage Steel

When: July 8-10, times and admission prices vary

Where: New River Valley Fairgrounds, 5561 Fairgrounds Cir, Dublin

What: Oh, it’s a car show, alright — but there’s also a ton more fun to have at the Chasing SS Cars & Vintage Steel event over the weekend. From 8 a.m. to 5 p.m. on Friday and Saturday and from 8 a.m. to 2 p.m. on Sunday, car enthusiasts will drive to Dublin not only to see some cool cruisers, but also to find vintage parts, antiques, tools, and more. The Car, Truck, and Motorcycle Show takes place on Saturday, with trophies awarded around 3:30 p.m.

  1. Antique & Modified Car Show

When: Saturday, July 16 at 10 a.m.

Where: Museum of the Shenandoah Valley, 901 Amherst St, Winchester

What: Rev your engines and get ready to ride. Registration isn’t required for this car show coordinated by the Shenandoah Region of the Antique Automobile Club of America. Admission to the car show is free. Opportunities for additional fun include food vendors, gardens, outdoor exhibitions, and galleries, all at-cost. 

  1. Chatham Main Street Cruise-in

When: Saturday, July 23 from 4 to 8 p.m.

Where: Town of Chatham, 1 Main St, Chatham

What: Crank up your car and cruise on down to the Virginia-Carolina Classic Chevy Club’s Chatham Main Street Cruise-in. Held the fourth Saturday of every month from April through September, hundreds of cars line the small Southside town’s main thoroughfare, which is also open for foot traffic. There’s music, food vendors — oh, and did we mention up to 700 classic cars? 

  1. Honoring the Heroes Car Show

When: Saturday, July 30 from 12 to 4 to p.m.

Where: Victory West Shopping Center, 2882 Airline Blvd, Portsmouth

What: This show calls cars together for a good cause. The first responder-focused car show serves as a fundraiser for Honoring the Heroes, a veteran owned and operated nonprofit bringing awareness to PTSD and suicide prevention for first responders across the nation. All of the proceeds from the event will go toward purchasing bags to support first responders and their families. 

  • Amie Knowles

    Amie is Dogwood's community editor. She has been in journalism for several years, winning multiple awards from the Virginia Press Association for news and features content. A lifelong Virginia resident, her work has appeared in the Martinsville Bulletin, Danville Register & Bee and NWNC Magazine.

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