Cars and Coffee Events

Litchfield Crossings Tuesday Cruise
2026-09-15 17:00 - 20:30 (America/New_York) | Panera Bread – New Milford, CT, 169 Danbury road, New Milford, CT, 06776, United States
Join us rain or shine for an exciting event that welcomes classic cars from every era—there’s no cutoff year, so bring whatever vintage beauty you love to drive!
Throughout the day, you’ll have the chance to participate in our 50/50 drawing for a shot at winning big. We’ll also be presenting our coveted Car of the Week Award to one lucky participant.
Come enjoy great music, connect with fellow car enthusiasts, and celebrate automotive passion together, regardless of what Mother Nature has in store.

Car show @ Beer Garden @ Bart’s
2026-09-16 16:00 - 19:00 (America/New_York) | 55 Palisado Ave, 55 Palisado Ave, Windsor, CT, 06006, United States
Car enthusiasts can visit Beer Garden at Bart’s in Windsor, Connecticut, for weekly car shows every Wednesday from May through October. The event features a variety of vehicles and runs from 4:00 PM to 8:00 PM. Attendees can view cars, have food and drinks, and socialize each week during the summer.

Wednesday Night Car Show!
2026-09-16 16:00 - 19:00 (America/New_York) | Vanished Valley Brewing Co, 782 Center St,, Ludlow, CT, 01056-1409, United States
🚗🍻 Cruise into Wednesdays with us!

Join us every week for Cruise & Brews at Vanished Valley Brewing Co.!

From May 6th through October 28th, we’re bringing together great cars, cold brews, and good vibes in the beer garden every Wednesday from 5PM–8PM.

✨ What to expect:
• Music
• Delicious food & drinks from Vanished Valley
• A great lineup of cars & motorcycles (all makes & models are welcome!)
• A fun, family & dog-friendly atmosphere

🚫 Please note: No revving or burnouts — let’s keep it safe and enjoyable for everyone!

🌧 Rain? We’ll cancel for the evening, so keep an eye out for updates.

🎉 Plus, themed nights are coming soon… stay tuned!

Grab your crew, bring your ride, and make Wednesdays your new favorite night of the week. See you there!

Car show @ Beer Garden @ Bart’s
2026-09-16 16:00 - 21:00 (America/New_York) | Beer Garden @ Bart’s, 55 Palisado Ave, Windsor, CT, 06095, United States
Cruise Into Fun at Our Wednesday Car Shows!
From May through October, join us every Wednesday for our weekly Car Shows! Whether you’re a classic car enthusiast, a muscle car lover, or just enjoy checking out some amazing rides, this is the place to be.
Bring your friends and admire incredible vehicles while enjoying great food and drinks. It’s the perfect midweek pick-me-up that will brighten your Wednesday and give you something exciting to look forward to each week.
See you Wednesday—let’s make it a summer to remember!

Wednesday Night Cruise at Fritz's
2026-09-16 17:00 - 19:30 (America/New_York) | Fritz’s Snack Bar, 71 Oxford Road, Oxford, CT, 06478, United States
Every wednesday starting may 6th

Cruise Nights at the Knights Council 50
2026-09-16 17:00 - 20:00 (America/New_York) | Knights of Columbus Council 50, 371 George Washington Rd, Enfield, CT, 06082, United States
**Proudly Sponsored By:**
Do-All Dry Wall • Gorman Home Remodeling • Hartford Distributors • Kraig with a K Realtor • Lock City Drift • Artioli • Family Ford • Trantolo & Trantolo
**Event Features:**
All makes and models welcome! Compete for the Best in Show Award while enjoying fresh food, drink specials, and live music by Kevin Crane.

Wednesday Night Cruise at Orem's Diner
2026-09-16 17:00 - 20:00 (America/New_York) | Orem’s Diner, 167 Danbury Road, Wilton, CT, 06897, United States
Join us every Wednesday evening through September for an unforgettable celebration of classic cars and great food at Hometown Vibes under the Summer Sky.
Discover an amazing lineup of vintage rides, connect with fellow car enthusiasts, and savor your favorite diner classics under the stars.
Don’t miss this perfect blend of automotive nostalgia and delicious dining – every Wednesday until September!

Southington Drive-In Tuesday Night Car Cruise
2026-09-16 17:00 - 20:00 (America/New_York) | The Original Southington Drive-In, 995 Meriden-Waterbury Turnpike, Southington, CT, 06489, United States
Southington Drive-In Tuesday Night Car Cruise is held throughout the 2026 season at the Southington Drive-In in Southington, Connecticut. The event runs from 5:00 PM to 8:00 PM and welcomes all cars while featuring specialty make and model nights on select dates.
The cruise night includes food, music, a gas card giveaway, and a 50/50 raffle, with proceeds from the raffle supporting local charities. The event takes place on scheduled Tuesdays from late April through late September, with several additional Wednesday shows during the summer.

Cruise Night at Connecticut Valley Brewing
2026-09-17 15:00 - 21:00 (America/New_York) | Connecticut Valley Brewing Company, 765 Sullivan Ave, South Windsor, CT, 06074, United States
Rev up your engines and join us at Connecticut Valley Brewing Company for our weekly CRUISE NIGHT CAR SHOW! Every Thursday from 3-9PM, car enthusiasts and families come together for an evening of classic rides, cold brews, and great company.
Bring the whole family to this welcoming event where everyone can enjoy our spacious patios complete with cozy firepits. Grab a refreshing beer and delicious food from Birdhouse while you admire the stunning collection of vehicles on display.
**Event Details:**
This event runs every Thursday, weather permitting. If we need to cancel due to weather, we’ll post updates on our Connecticut Valley Brewing Company Facebook page.
**Family-Friendly Guidelines:**
We’re committed to maintaining a safe, respectful environment for all guests. Please keep these guidelines in mind:
– No burn outs, please
– Be considerate of fellow attendees
– Children must stay with their parents at all times
– Dogs are welcome but must remain leashed and under their owner’s supervision
Have questions about the event? Email us at info@ctvalleybrewing.com – we’d love to hear from you!

Cruise Nights at Hops on the Hill
2026-09-17 16:00 - 20:00 (America/New_York) | Hops on the Hill Brewery, 275 Dug Rd, Southbury, CT, 06073, United States
Thursday Cruise Nights are back at Hops on the Hill Farm Brewery! Mark your calendars for May 14th through September 24th and join us every Thursday from 4-8pm (weather permitting).
All cars welcome – bring your ride and connect with fellow car enthusiasts while you hang out by our scenic hop field. We’ve got delicious food truck options to satisfy your hunger and live music to set the perfect vibe from 4:30-7:30pm.
This is fun for the whole family, and we’re happy to welcome your four-legged friends too! Just remember – **No B.Y.O.B.**
Find us at 275 Dug Rd, South Glastonbury, CT. See you there!

Connecticut Seaport Car Club’s 2026 Cruise Nights
2026-09-17 17:00 - 20:00 (America/New_York) | Port 5 National Association of Naval Veterans, 69 Brewster Street, Bridgeport, CT, 06605, United States
**3rd Thursday of Every Month**
Join us for an unforgettable evening featuring great food and drinks while enjoying stunning views overlooking Long Island Sound!
**Important Details:**
Parking is limited to just 45 show cars, so arrive early! Gates will close once the lot reaches capacity.
**What to Expect:**
Live music, exciting 50/50 raffle, and trophy presentations throughout the event.

Crusin East Thursday Cruise
2026-09-17 17:00 - 20:30 (America/New_York) | Goodies Drive In, 170 Cherry Street, Milford, CT, 06460, United States
**April 16 – October 29**
*1985 cutoff*
Join us for an exciting event featuring food, music, trivia, and giveaways!

Seymour Lions Thursday Cruise
2026-09-17 17:00 - 20:30 (America/New_York) | Tri-Town Plaza, 900 Derby Avenue, Seymour, CT, 06483, United States
Whether you’re an aficionado of antiques, a lover of custom builds, or simply intrigued by the raw power of muscle cars, this event has something for everyone. From stock cars to hot rods, street rods to classics, trucks, and motorcycles, all vehicles are welcome to showcase their unique charm and history. Trophies, Motorcycle Medal, door prizes (for cruisers) & raffles. This event is fun for all ages. Don’t miss this chance to celebrate automotive passion in a vibrant community atmosphere.

Prospect Car Show
2026-09-17 17:00 - 22:00 (America/New_York) | Señor Pancho’s, 280 Cheshire Rd, Prospect, CT, 06712, United States
Happy holidays to everyone , I want to thank all my friends that attend and support my car show , 6 yrs going ��See you all April 23, every Thursday 5 to 8!���

Tribury Cruise Night
2026-09-17 17:30 - 20:00 (America/New_York) | Woodbury Pizza LLC, 689 Main St S, Woodbury, CT, 06798, United States
The Tribury Cruise Night takes place every Thursday, starting April 23, 2026, at Woodbury Pizza. The event begins at 5:30 PM and is dependent on weather conditions.

Tribury Classic Car Club Cruise Night
2026-09-17 17:30 - 20:30 (America/New_York) | Woodbury Pizza LLC, 689 Main St S, Woodbury, CT, 06798, United States
Every Thursday @ 5:30 weather permitting

Tribury Classic Car Club Thursday Cruise
2026-09-17 17:30 - 20:30 (America/New_York) | Woodbury Pizza LLC, 689 Main St S, Woodbury, CT, 06798, United States
Classic cars will have their own designated parking area in the lot, so bring your prized ride and join us for an unforgettable evening.
Come hang out with fellow car enthusiasts and enjoy great cars, delicious food, and wonderful company.
We can’t wait to see you and your classic beauty there!

Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
2026-09-18 16:00 - 19:00 (America/New_York) | Vernon, 24 Hartford Tpke, Vernon Rockville, CT 06066-4578, United States, Vernon, CT, 06066, United States
Trantolo & Trantolo will host “Cruisin’” at CT Golf Land starting April 24. The event takes place every Friday night from 4 p.m. until dark. Activities will include a weekly trophy and 50/50 raffle. Music will be provided by Kevin Crane. A food tent will be sponsored by Rocking Horse.

The Ultimate Cruise Night
2026-09-18 16:00 - 20:00 (America/New_York) | Longley’s, 249 West Main Street, Branford, CT, 06405, United States
Join us every Friday beginning April 17th for an exciting event that kicks off at 4:00 PM.
The national anthem will be performed at 6:30 PM, marking a special moment in our gathering.
For more information or questions, please call 203-488-5553.

Corvette & Friends Car Cruise
2026-09-18 16:00 - 20:30 (America/New_York) | Village Square, RT 111, Monroe, CT, 06468, United States
All makes and Models Welcome. No Cutoff Year
No trophies, no music. Just come and hand with fellow car people.

Cruisin – CT Golf Land
2026-09-18 17:00 - 20:00 (America/Chicago) | CT Golf Land, 95 Hartford Turnpike, Vernon, CT, 06066, United States
Get ready for an unforgettable evening where horsepower meets friendship at Connecticut Golf Land’s weekly cruise gathering.
This one-of-a-kind venue creates the perfect laid-back setting for automotive enthusiasts to show off their prized rides and forge connections with fellow car lovers.
Experience the ideal blend of beautiful scenery and breathtaking automobiles, week after week.

Joey D’s Cars & Cones
2026-09-18 17:00 - 20:00 (America/New_York) | 83 Mill St, 83 Mill St, Berlin, CT, 06037, United States
Joey D’s presents Cars & Cones, a recurring car event held on select Friday evenings starting at 5 p.m. at 83 Mill St in Berlin, CT. The event runs from 5 p.m. to 9 p.m. and welcomes all vehicles. Gelato and ice cream are available. Scheduled dates include June 5, 19; July 3, 17, 31; and August 14, 28 in the summer series, with additional dates June 13, 27; July 11, 25; and August 8, 22 in September.

Blood Sweat and Gears Cruise Nights
2026-09-18 17:00 - 21:00 (America/New_York) | McDonalds – Milford, CT, 1376 Boston Post Road, Milford, CT, 06460, United States
Join us for an exciting family-friendly event featuring fantastic door prizes and engaging entertainment for all ages.
Test your luck with our 50/50 raffle, where you could walk away with half the pot while supporting a great cause.
Dance the night away or simply enjoy the rhythm as live music fills the air throughout the evening.
This is the perfect opportunity to bring the whole family together for a memorable experience everyone will enjoy.

Jags and Java
2026-09-19 09:00 - 11:00 (America/New_York) | Mozzicatos, 731 North Colony Road, Wallingford, CT, 06492, United States
Don’t forget – once a month we have our regular monthly Saturday morning get-together nearby in Wallingford.

Drop by any time between 9 and 11 and you’ll find members enjoying a coffee, discussing their latest projects (or planning for their next one).

Fairfield Police Cadet Car Show
2026-09-19 09:00 - 12:00 (America/New_York) | Fairfield Ludlowe High School, 785 Unquowa Rd, Fairfield, Fairfield, CT, 06824, United States
2nd Annual Fairfield Police Cadet Car ShowSeptember19th (Rain Date Sept 20th) 2026FREE fee for show cars, pre-registration availableAll cars welcome…

Lee's Car Show & RV Swap Meet
2026-09-19 09:00 - 12:00 (America/New_York) | Ellington, 171 West Rd, Ellington, CT 06029-3719, United States, Ellington, CT, 06029, United States
Lee’s Annual Car Show & RV Swap Meet is BACK! Get ready for a full day of family fun right here in Ellington! Whether you’re a die-hard gearhead, looking for your next adventure ri…

K of C Council 14600 Annual Outdoor Harvest Craft Festival & Car Show
2026-09-19 09:00 - 12:00 (America/New_York) | St. Martha Parish, 210 Brainard Rd, Enfield, CT 06082-2665, United States, Enfield, CT, 06082, United States
Ordinary people with extraordinary talents!! Rain or Shine65 U…

Annual Family Day Car Show & Shine
2026-09-19 11:00 - 16:00 (America/New_York) | Ridgefield Crossings, 640 US-7, Ridgefield, CT, 06877, United States
Join us for our Annual Family Day Car Show & Shine at Benchmark at Ridgefield Crossings! This family-friendly event celebrates the love of classic cars with an afternoon of music, food, and fun for all ages.
Car enthusiasts are invited to showcase their vehicles of all kinds—antiques, classics, customs, muscle cars, imports, trucks, and motorcycles. All makes and models are welcome with no cut-off year for entry. Vehicle entry is just $15 per car, and the first 100 cars will receive special goodie bags.
Throughout the day, guests can enjoy DJ music, exciting raffles, trophy presentations, giveaways, and engaging kids’ activities. Delicious food will be available for purchase, including breakfast sandwiches, hot dogs, hamburgers, sausage grinders, chips, soda, water, and ice cream.
All proceeds from this wonderful event will benefit the One Company Fund and the Alzheimer’s Association. Please RSVP by September 11 by calling reception at 203-431-2255. Rain date is scheduled for Saturday, September 26.

Bristol Auto Club Cruise Nights and Cars & Coffee starting May 2nd, 2026.
2026-09-19 15:00 - 18:00 (America/New_York) | Bristol Auto Club, 10 Main St, Bristol, CT, 06010, United States
This aerial view showcases our cruise night and Cars & Coffee parking lot located at 10 Main Street in Bristol.
With plenty of parking space available, we’ve got everything you need for a great automotive gathering. The venue features convenient restrooms and the 10 Main Street Café & Deli, which will be open during our events to keep you fueled and refreshed.
Mark your calendars and come join us starting May 2nd, 2026, for our very first cruise night! We can’t wait to see you and your ride there.

The Bristol Auto Club LTD Cruise Night
2026-09-19 15:00 - 18:00 (America/New_York) | Bristol, Bristol, CT 06010 - 06011, Bristol, CT, 06010, United States
The Bristol Auto Club LTD will host its 2026 Cruise Nights beginning May 2 and running through October 3. The event will take place every first and third Saturday night from 3:00 PM to 7:00 PM.
