CONNECTICUT
& LOCAL AREA
2024 UPCOMING CAR SHOWS
& EVENTS CALENDAR
Car
Shows are in Black
Non-Auto Events are in Blue
Note: Listings may be subject to change. Please use contact information in each listing to confirm
If
you know of a local Car Show or Event that is not posted here
or see incorrect information, Please email us!
Instructions
to submit your event:
Please Email your auto related event.
Please follow the format of the listings below when you type your email...
Month, Day, Year, Day of Week, City & State,
Event Title, Location, Time, Details & Contact info.
This will really help expedite the posting of your listing!
You may attach a flyer if you wish. Flyers MUST be PDF
or JPG formats and less than 200K in size.
Submitting your event and not following the above
format will delay posting greatly.
Thank you.
JANUARY
January 29, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
FEBRUARY
February 26, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
MARCH
March 26, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
APRIL
Sunday April 6th 2025 Bethel CT
Come join us at Bocca Motors
New England Donor Services and Donate Life CT Car Show
as we raise money for a truly life saving organization
Bocca Motors, 11 Francis J Clarke Circle Bethel, CT 9:00 am -2:00 pm
We're asking $10 per car, spectators are free but donations are greatly appreciated. Wear your blue and green to support Donate Life CT.All money raised will go to New England Donor Services and Donate Life CT. These funds will go towards the education and awareness of the importance of being a registered organ donor and how to register. We are looking forward to a great day of amazing cars, great people, food trucks and music. We're asking $10 per car, spectators are free but donations are greatly appreciated. Wear your blue and green to support Donate Life CT. For any further info please email me at AHGoldstein1180@gmail.com. Thank you all!
Sunday April 13, 2025 Darien CT
Cars and Coffee Darien
Season Opener Featuring German Marques Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
Tuesday April 22, 2025 Trumbull CT
Trumbull Classic Car Shows Presents
Season 2 of The Crown Pizza Cruise
5663 Main St Trumbull CT for 4:00 pm – 8:00 pm
For Information Click Here to Visit Website
Sat April 26 2025 (Rain Date May 4, 2025) Bridgeport Ct
Bullard-Havens Technical High School 4th Annual Car Show
Gates open at 09:00am
Show Car entry Fee $20.00
Spectators $5.00 with BHT ID $1.00
Children under 5 Free
Voting begins at 12:00 pm
Trophies Awarded to Best in Show and Top 10 Winners chosen by Crowd Votes
Location: Bullard-Havens Technical High School
500 Palisade Ave Bridgeport CT
Teachers Parking Lot (First gate on Right)
Questions Contact Karoll Lopez (203) 361-7799 or email bullardhavenspfo@gmail.com
Sunday April 27, 2025 (Rain Date May 4) Waterbury CT
Save the Date More Details to Follow
American Classic & Muscle Car Show
Hosted by the American Italian Civic Club
Location: 476 Boyden Street Waterbury CT 06704
Time 10:00 am – 3:00 pm Gates open at 9:00 am $10.00 Registration Fee
Picturesque Grounds, Delicious Food, Music, 50/50 Raffle Trophies
Information Contact A.J.(860) 305-6336 or Ken (203) 509-4654
April 30, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
MAY
Thursday May 1, 2025,(Rain Date May 8) Fairfield, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Elicit Brewing Co
111 Black Rock Tpke Fairfield CT 06825
5:00 PM till Dusk
Thursday May 15, 2025,(Rain Date May 22) Bridgeport, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Port 5 National Association of Naval Vetrans
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Click on Inage Above for Additional Events at Port 5
69 Brewster St Bridgeport CT 06605
5:00 PM till Dusk
Sunday May18, 2025 Stratford CT
Boothe Memorial Park Antique & Classic Car Show
Location: Boothe Memorial Park
5744 Main St Putney / Stratford CT
9:00 am - 3:00 pm Show Vehicles $20.00
All Vehicles Welcome NO Cut Off Year!!!!!
Official Cruise News Ring Event 10 Rings will be Awarded
Goody bags / Dash Plaques to the first 200 Cars Great Food, Music, 50/50 Raffle
Over 100 Trophies to be Awarded Including Special Awards
Flag Raising at Noon
For Information Click Inage below or CT Seaport Car Club website,or
Call John Buehler @ (203) 650-2009
Sponsored by Port 5 National Association of Naval Veterans
Pictures from Last Years Show Click Here
Sunday May 18, 2025 Darien CT
Cars and Coffee Darien
Featuring English Marques Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
Tuesday May 20, 2025 Trumbull CT
Trumbull Classic Car Shows Presents
Season 2 of The Crown Pizza Cruise
5663 Main St Trumbull CT for 4:00 pm – 8:00 pm
For Information Click Here to Visit Website
Sunday May 25,2025 New Milford CT
Border Wars / Crucin New Milford Memorial Day Weekend Show
New York vs CT, N,J & Pennsylvania
Official Cruise News Ring Event
Location: John Pettibone Center Picket District Road New Milford CT
10:00 am – 3:00 pm All Cars, Trucks & Bikes Welcome NO Cut Off Year
Monday May 26, 2025 Fairfield
Save the Date More Details to Follow
Fairfield Memorial Day Parade
May 28, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
Saturday May 31,2025 Monroe CT
Save the Date More Details to Follow
Barnum Festival Car Show
1545 Monroe TPK (RT 111) Monroe CT
(Old Stevenson Lumber)
JUNE
Thursday June 5, 2025,(Rain Date June 12) Fairfield, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Elicit Brewing Co
111 Black Rock Tpke Fairfield CT 06825
5:00 PM till Dusk
Sunday June 8, 2025 (Rain Date June 15) Fairfield CT
CT Seaport Car Club Presents
9th Annual Antique & Classic Car show
Location: Fairfield Ludlow High School
785 Unquowa Rd Fairfield CT
9:00 am - 3:00 pm $20.00 Entry Fee for Show Cars
Official Cruise News Ring Event 20 Rings will be Awarded
All Cars Welcome NO CUT-OFF YEAR
Music provided by D.J. Henry Live Music by Jukebox 45 Show Band
100 Trophies to be awarded !!!!!
Vendors, Food Trucks 50/50 Raffle
Show Benefits Operation Hope of Fairfield
Demonstration By the Fairfield Police K9 Unit
Pictures from Last Years Show Click Here
More Pictures from Last Years Show Click Here
Sunday June 8, 2025 Darien CT
Cars and Coffee Darien
Featuring GM and GM-powered cars Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
Saturday June 14.2025 Fairfield CT
Blessing of the Fleet Parade
Save the Date More Details to Follow
11:00 am Line Up 10:15 am
Thursday June 19, 2025,(Rain Date June 26) Bridgeport, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Port 5 National Association of Naval Vetrans
Click on Inage Above for Additional Events at Port 5
69 Brewster St Bridgeport CT 06605
5:00 PM till Dusk
Sunday June 22, 2025 (Rain Date June 29) Waterbury CT
Save the Date More Details to Follow
American Classic & Muscle Car Show
Hosted by the American Italian Civic Club
Location: 476 Boyden Street Waterbury CT 06704
Time 10:00 am – 3:00 pm Gates open at 9:00 am $10.00 Registration Fee
Picturesque Grounds, Delicious Food, Music, 50/50 Raffle Trophies
Information Contact A.J.(860) 305-6336 or Ken (203) 509-4654
Tuesday June 24, 2025 Trumbull CT
Trumbull Classic Car Shows Presents
Season 2 of The Crown Pizza Cruise
5663 Main St Trumbull CT for 4:00 pm – 8:00 pm
For Information Click Here to Visit Website
June 25, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
JULY
Thursday July 3, 2025,(Rain Date July 10) Fairfield, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Elicit Brewing Co
111 Black Rock Tpke Fairfield CT 06825
5:00 PM till Dusk
Sunday July 13, 2025 Darien CT
Cars and Coffee Darien
Featuring Fords and Ford-powered cars Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com
.
Thursday July 17, 2025,(Rain Date July 24) Bridgeport, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Port 5 National Association of Naval Vetrans
Click on Inage Above for Additional Events at Port 5
69 Brewster St Bridgeport CT 06605
5:00 PM till Dusk
Tuesday July 22, 2025 Trumbull CT
Trumbull Classic Car Shows Presents
Season 2 of The Crown Pizza Cruise
5663 Main St Trumbull CT for 4:00 pm – 8:00 pm
For Information Click Here to Visit Website
Sunday July 27,2025 (Rain Date August 3) Shelton CT
Pine Rock Firehouse Presents
6th Annual Car & Truck Show to Benefit Pine Rock Firehouse
Gates open at 8:00 am Show Starts at 9:00 am
Vehicles must be Registered By Noon
Registration $15.00 Bring an Unwrapped Toy and Registration $10.00
No Cut Off Year all Vehicles Welcome
Food, Music, 50/50 Raffle
Scinto Towers 4 Corporate Dr Shelton CT
Sunday July 27,2025 New Milford CT
CT Cruise News Presents Cruzin New Milford
Still the Largest and Longest running Car Truck & Bike Show In New Milford
Official Cruise News Ring Event
Location: John Pettibone Center Picket District Road New Milford CT
Friom 10:00 am – 4:00 pm $20.00 Donation
July 30, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
AUGUST
Thursday August 7, 2025,(Rain Date August 14) Fairfield, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Elicit Brewing Co
111 Black Rock Tpke Fairfield CT 06825
5:00 PM till Dusk
Sunday August 10, 2025 Darien CT
Cars and Coffee Darien
Featuring Chrysler and Chrysler-powered cars Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
Tuesday August 19, 2025 Trumbull CT
Trumbull Classic Car Shows Presents
Season 2 of The Crown Pizza Cruise
5663 Main St Trumbull CT for 4:00 pm – 8:00 pm
For Information Click Here to Visit Website
Thursday August 21, 2025,(Rain Date July 28) Bridgeport, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Port 5 National Association of Naval Vetrans
Click on Inage Above for Additional Events at Port 5
69 Brewster St Bridgeport CT 06605
5:00 PM till Dusk
August 27, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
SEPTEMBER
Thursday September 4, 2025,(Rain Date September 11) Fairfield, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Elicit Brewing Co
111 Black Rock Tpke Fairfield CT 06825
5:00 PM till Dusk
Sunday September 7,2025 Newtown CT
SAVE THE DATE
More Details to Follow
Reach Car Show
Located at the Fairfield Hills Campus in Newtown CT
Sunday September 7, 2025 (Rain Date September 21) Waterbury CT
Save the Date More Details to Follow
American Classic & Muscle Car Show
Hosted by the American Italian Civic Club
Location: 476 Boyden Street Waterbury CT 06704
Time 10:00 am – 3:00 pm Gates open at 9:00 am $10.00 Registration Fee
Picturesque Grounds, Delicious Food, Music, 50/50 Raffle Trophies
Information Contact A.J.(860) 305-6336 or Ken (203) 509-4654
Sunday September 14, 2025 Darien CT
Cars and Coffee Darien
Featuring cars from the Pacific Rim Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
Tuesday September 16, 2025 Trumbull CT
Trumbull Classic Car Shows Presents
Season 2 of The Crown Pizza Cruise
5663 Main St Trumbull CT for 4:00 pm – 8:00 pm
For Information Click Here to Visit Website
Thursday September 18, 2025,(Rain Date September 28) Bridgeport, CT
Connecticut Seaport Car Club Presents
Crusin 2025
AT Port 5 National Association of Naval Vetrans
Click on Inage Above for Additional Events at Port 5
69 Brewster St Bridgeport CT 06605
5:00 PM till Dusk
Sunday September 21, 2025 (Rain Date Sept 28) Fairfield CT
Fairfield Police Cadet Car Show
Location: Fairfield Ludlowe High School
785 Unquowa Road, Fairfield CT
9am-3pm $20 Fee for cars, pre-registration available
All cars welcome
Food Truck, Raffles, Police K9 Demo, Emergency Services Touch a Truck
The show benefits the Fairfield Police Cadet Program
For Questions Email fpdeexplorerpost279@gmail.com
September 24, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
Sunday September 28,2025 (Rain Date October 5) Beacon Falls CT
19th Annual Benefit Car show
Location: Kolga Industries 65 Lancaster Drive Beacon Falls CT
Registration 8:00 am – 11:00 am Trophies at 2:00 pm
$15.00 Show Car Registration Fee Spectators $5.00 Kids under 12 and Vets with ID Free
Information Call Chippy Barbieri @ (203) 410-9402, John Conte @ (203) 929-2061
or Kevin West @ (203) 305-9366
OCTOBER
Sunday October 12, 2025 Darien CT
Cars and Coffee Darien
It’s the 2025 Official Cannonball Sea-to-Shining Sea
Memorial Trophy Dash Reunion Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
Saturday October 18, 2025 (Rain Date October 25) Monroe CT
Trunk or Treat Car Show
Save the Date More Details to Follow
Location Fireman’s Field Corner of RT 111 & RT 110 Monroe CT
Saturday October 25, 2025, Bridgeport, CT
Connecticut Seaport Car Club Presents
Octoberfest 2025
AT Port 5 National Association of Naval Vetrans
Click on Inage Above for Additional Events at Port 5
69 Brewster St Bridgeport CT 06605
12:00 PM - 3:00 PM
October 29, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
NOVEMBER
Sunday November 9, 2025 Darien CT
Cars and Coffee Darien
Season Closer w/cars from Italy, France, Spain, and Sweden
Time 7:00 am – 10:30 am
Tthe only regularly scheduled full-season event of its type in Fairfield County.
It is also the only cars and coffee in the entire United States
with any connection to the infamous Cannonball races of the 1970s.
20% all food purchases for everyone plus Free coffee for exhibitors.
Location: Old Kings Market (formerly Goodwives Shopping Center), 25 Old Kings Highway North, Darien, CT. Additional details and advance registration online at https://carsandcoffeedarien.com.
November 19, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
DECEMBER
December 17, 2025, Wednesday, Bridgeport, CT
Connecticut Seaport Car Club
Monthly Meeting
At 7:00 PM
At Port 5 National Association of Navel Veterans
69 Brewster Street, Bridgeport , CT 06605
Last Wednesday of the Month
For Members and People who want to join our club.
