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Car Shows in Winchester, VA

2 upcoming events in Winchester. 4 more local events across other categories. 6 more car shows within 75 miles.

2upcoming car shows
6total city events
May 9, 2026next event
6within 75 miles
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Upcoming Car Shows in Winchester

2 events matching this city and event type.

66th Annual Apple Blossom Car Meet
Car Show

66th Annual Apple Blossom Car Meet

180-186 N Cameron St, Winchester, VA 22601

Sat, May 9, 2026@ 9:00 AM

MSV Antique & Modified Car Show
Car Show

MSV Antique & Modified Car Show

Museum of the Shenandoah Valley

901 Amherst St, Winchester, VA 22601

Sat, Jul 18, 2026@ 10:00 AM

Other car events in Winchester

More categories happening in Winchester, VA.

Car Club Meetups in Winchester

2 events in this city.

Car Club Meetup

Winchester Police Dept. 5th Annual Auto Show

100 W Piccadilly St, Winchester, VA 22601-3916, United States

100 W Piccadilly St, Winchester, VA 22601-3916

Sat, May 23, 2026@ 9:00 AM

Car Club Meetup

October Shenandoah 2026

140 Costello Dr, Winchester, VA 22602

Sat, Oct 3, 2026@ 9:00 AM

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Swap Meets in Winchester

1 event in this city.

Swap Meet

Apple Blossom Antique Car Show

Jim Barnett Park

1001 E. Cork Street, Winchester, VA

Sun, May 10, 2026@ 8:00 AM

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Track Days in Winchester

1 event in this city.

Track Day

May Summit Point 2026

140 Costello Dr, Winchester, VA 22602

Sat, May 30, 2026@ 8:00 AM

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More Car Shows near Winchester

Within roughly 75 miles of Winchester.

13 mi away
Car Show

Cars Changing Lives Car Show

116 Fairground Road, Front Royal, VA 22630

Sun, Nov 1, 2026@ 10:00 AM

18 mi away
Charles Town Car Show
Car Show

Charles Town Car Show

Downtown Charles Town

101 E Washington St, Charles Town, WV 25414

Sat, Aug 29, 2026@ 10:00 AM

29 mi away
Car Show

Spring Mills FFA Car Truck Motorcycle And Tractor Show

Spring Mills High School

499 Campus Dr, Martinsburg, WV 25404

Sat, May 16, 2026@ 10:00 AM

32 mi away
Leesburg Car Show
Car Show

Leesburg Car Show

Downtown Leesburg - King and Market Streets

25 W Market St, Leesburg, VA 20176

Sun, Oct 4, 2026@ 9:00 AM

32 mi away
Leesburg Collector Car Show - Ida Lee Park
Car Show

Leesburg Collector Car Show - Ida Lee Park

Ida Lee Park

60 Ida Lee Dr, Leesburg, VA

Sat, Aug 8, 2026@ 9:00 AM

32 mi away
All Things on Wheels Transportation Show Boonsboro
Car Show

All Things on Wheels Transportation Show Boonsboro

Washington County Rural Heritage Museum

7313 Sharpsburg Pike, Boonsboro, MD 21713

Sat, May 9, 2026@ 10:00 AM

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Other nearby event types around Winchester

Cross-category events within roughly 75 miles.

Cars & Coffee near Winchester

42 events in the surrounding area.

12 mi away
Cars & Coffee - Winchester, VA | MIDDLETOWN'S 16TH ANNUAL CAR, TRUCK AND TRACTOR SHOW
Cars & Coffee

Cars & Coffee - Winchester, VA | MIDDLETOWN'S 16TH ANNUAL CAR, TRUCK AND TRACTOR SHOW

7846 Main St, Middletown, VA 22645-9592

Sat, Aug 15, 2026@ 9:00 AM

34 mi away
Cars & Coffee

Leesburg Cars And Coffee

Leesburg Public House

962 Edwards Ferry Rd NE, Leesburg, VA 20176

Sun, Apr 5, 2026@ 9:00 AM

34 mi away
Cars & Coffee - Leesburg, VA - Renndvous Events
Cars & Coffee

Cars & Coffee - Leesburg, VA - Renndvous Events

962 Edwards Ferry Rd NE, Leesburg, VA 20176

Sun, Jul 12, 2026@ 8:00 AM

35 mi away
Cars & Coffee Hagerstown
Cars & Coffee

Cars & Coffee Hagerstown

Cushwa Brewing Company

10210 Governor Lane Boulevard, Williamsport, MD 21795

Sun, May 3, 2026@ 10:00 AM

36 mi away
Cars & Coffee

Cars Coffee & Brunch Boonsboro

H&B Curbside Mechanic LLC

7 N Main St, Boonsboro, MD 21713

Fri, May 1, 2026@ 8:00 AM

36 mi away
Cars & Coffee Boonsboro
Cars & Coffee

Cars & Coffee Boonsboro

Meets every 4th Sunday. 7704 Alt Route 40,Boonsboro Md. 10:00AM-1:00pm. 2 Restaurants and Antique Mall on site.

7704 US-40 Alt, Boonsboro, MD 21713

Sun, Apr 26, 2026@ 10:00 AM

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Cruise Nights near Winchester

24 events in the surrounding area.

12 mi away
Cruise-ins / Car shows Va
Cruise Night

Cruise-ins / Car shows Va

7846 Main St, Middletown, VA 22645

Sat, Aug 15, 2026@ 9:00 AM

17 mi away
Gregs Helltown Cruisers Cruise-In
Cruise Night

Gregs Helltown Cruisers Cruise-In

Roy Rogers

522 N Royal Ave, Front Royal, VA 22630

Sat, Apr 11, 2026@ 5:00 PM

18 mi away
Cruise Night

Better Carriage Car Club Cruise-In

O’Reilly Auto Parts

440 South Street, Front Royal, VA

Fri, Apr 10, 2026@ 3:00 PM

30 mi away
Second Annual Cruise-In
Cruise Night

Second Annual Cruise-In

Brownsville Church of the Brethren

1911 Rohrersville Road, Knoxville, MD

Sat, May 16, 2026@ 9:00 AM

36 mi away
DV Rides Cars and Cannoli Haymarket
Cruise Night

DV Rides Cars and Cannoli Haymarket

Merchants View Square

5361 Merchants View Sq, Haymarket, VA 20169

Sat, Apr 4, 2026@ 6:00 PM

37 mi away
Valley Mall Cruise-In
Cruise Night

Valley Mall Cruise-In

Valley Mall

17301 Valley Mall Rd, Hagerstown, MD 21740

Sat, Apr 11, 2026@ 5:00 PM

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Car Club Meetups near Winchester

21 events in the surrounding area.

23 mi away
Car Club Meetup

38th Annual June Jubilee Car Show

Berkeley 2000 Recreation Center

273 Woodbury Ave, Martinsburg, WV

Sun, Jun 14, 2026@ 9:00 AM

23 mi away
June Jubilee 2026, a Festival in Martinsburg, West Virginia
Car Club Meetup

June Jubilee 2026, a Festival in Martinsburg, West Virginia

273 Woodbury Ave., Martinsburg, Martinsburg, WV

Sun, Jun 14, 2026@ 9:00 AM

34 mi away
Car Club Meetup

7th Annual Vettes For Willing Warriors

Warrior Retreat at Bull Run

16013 Waterfall Road, Haymarket, VA

Sat, May 16, 2026@ 10:00 AM

37 mi away
Events - Lambda Car Club
Car Club Meetup

Events - Lambda Car Club

1062 Mill Gap Rd, Lost River, WV 26810

Sat, Apr 11, 2026@ 9:00 AM

44 mi away
Car Club Meetup

Texas Roadhouse Jeep Meet and Show & Shine!!!

Texas Roadhouse (Chantilly, VA - 4993 Westone Plaza)

4993 Westone Plaza, Chantilly, VA

Mon, May 11, 2026@ 9:00 AM

48 mi away
Car Club Meetup

The 1st Annual Northwest Auto Club Car Show

Northwest High School

800 Lafayette Road, Germantown, MD

Sat, Apr 11, 2026@ 10:00 AM

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Rallies near Winchester

14 events in the surrounding area.

37 mi away
2026 Bullitt Nationals - Warrenton VA
Rally

2026 Bullitt Nationals - Warrenton VA

501 Blackwell Rd

501 Blackwell Road, Warrenton, VA

Wed, Jun 24, 2026@ 9:00 AM

39 mi away
2026 AACA Next Generation Tour
Rally

2026 AACA Next Generation Tour

Luray Caverns Motel-East

831 West Main Street, Luray, VA

Sun, May 24, 2026@ 9:00 AM

40 mi away
Culture & Cocktails: The 1955 Fairchild National Sports Car Races
Rally

Culture & Cocktails: The 1955 Fairchild National Sports Car Races

Miller House Museum

135 West Washington Street, Hagerstown, MD

Fri, Aug 14, 2026@ 9:00 AM

43 mi away
51st Sully Antique Car Show! - June 21, 2026
Rally

51st Sully Antique Car Show! - June 21, 2026

3650 Historic Sully Way, Chantilly, VA

Sun, Jun 21, 2026@ 9:00 AM

46 mi away
Kena Car, Truck, and Motorcycle Show
Rally

Kena Car, Truck, and Motorcycle Show

Juke Box Diner - Manassas

8637 Sudley Rd, Manassas, VA 20110

Sun, Jun 21, 2026@ 9:00 AM

55 mi away
NoVA Sports Card Show
Rally

NoVA Sports Card Show

Falls Church Marriott Fairview Park

3111 Fairview Park Drive, Falls Church, VA

Sun, Apr 26, 2026@ 9:00 AM

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Keep exploring Virginia

Browse more cities and event categories across Virginia.

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