Cruise Night on Main Street

06/11/2026

🚗✨ Rev your engines—it’s time for Cruise Night! ✨🚗

Want to get your business in front of 8,000+ people?! Become a vendor at the 29th Annual Cruise Night on Main Street and be part of one of Middletown’s most exciting events of the year!

Set up an info table, sell your products, and connect with a HUGE crowd while enjoying live music, incredible antique cars, and nonstop family-friendly fun 🎶🔥

📍 Downtown Middletown
📅 Wednesday, September 2
⏰ 4:30–8:00 PM

This is a low-cost, high-impact way to showcase your business—you don’t want to miss it!

👉 Register to be a vendor today: https://business.middlesexchamber.com/events/details/2026-cruise-night-on-main-vendor-registration-34899?calendarMonth=2026-09-01

(please note, the ONLY official application is found directly on the Middlesex County Chamber of Commerce website. We will never have you pay via pay pal or connect with a person directly)

06/08/2026

For those of you on cruise control and are used to the annual Car Show being held on the second Wednesday in June…

The 29th Annual Cruise Night on Main Street presented by NAPA AUTO PARTS returns to downtown Middletown on Wednesday, September 2, 2026 from 4:30–8:00 PM!

In collaboration with the City of Middletown, Connecticut Government, we’ve moved the event to early September to better support our downtown businesses during a summer with frequent Main Street closures, give the classic cars a cooler night to cruise (no overheating!), and complement the many America 250 events happening in Middletown (and our region) this summer.

It’s also the perfect way to celebrate Labor Day weekend and close out the summer together!

Join us for classic cars, music, great food, and thousands of spectators lining Main Street for one of Middletown’s favorite traditions.

End the summer with us on Main Street! 🚘✨

05/13/2026

🎶 Now Accepting Band Applications for the 29th Annual Cruise Night on Main Street! 🚗🔥

Join us on Wednesday, September 2, 2026, in downtown Middletown for one of the region’s most exciting community events! Perform in front of thousands of spectators and classic car enthusiasts while surrounded by an incredible lineup of antique and specialty vehicles along Main Street.

This is a great opportunity to showcase your band, connect with the community, and be part of a longtime Middlesex County tradition.

For more information and to apply, click here: https://forms.middlesexchamber.com/joe121/form/CruiseNightBandSubmissionForm2026/formperma/N8xGTULbpJE6zlwvdbq4idIw2plEECWVFAIMYx23QTY

03/05/2026

🚗 Save the Date!

The 29th Annual Cruise Night on Main Street presented by NAPA AUTO PARTS returns to downtown Middletown on Wednesday, September 2, 2026 from 4:30–8:00 PM!

In collaboration with the City of Middletown, Connecticut Government, we’ve moved the event to early September to better support our downtown businesses during a summer with frequent Main Street closures, give the classic cars a cooler night to cruise (no overheating!), and complement the many America 250 events happening in Middletown (and our region) this summer.

It’s also the perfect way to celebrate Labor Day weekend and close out the summer together!

Join us for classic cars, music, great food, and thousands of spectators lining Main Street for one of Middletown’s favorite traditions.

End the summer with us on Main Street! 🚘✨

We will have much more info on the event as it approaches, but please save the date!

06/26/2025

The 28th Annual Cruise Night on Main Street, presented by NAPA, was a tremendous success! 🏁

On Wednesday, June 11, downtown Middletown came alive as more than 5,000 spectators enjoyed a spectacular display of nearly 900 antique and classic vehicles. The evening was filled with great energy, featuring live music from The 70s Project, local vendors, and an unbeatable celebration of automotive history.

A heartfelt thank you to all of our sponsors for their generous support, and a special shoutout to Capture the Concept for beautifully documenting the event.

We look forward to seeing everyone again next year!

06/11/2025

06/11/2025

Tonight is THE NIGHT! 🥳🏁

Join us in downtown Middletown for the 28th Annual Cruise Night on Main Street presented by NAPA!!

📣Participating vehicles 📣: Enter via the southern end of Main Street next to the South Green (look for Mondo Pizza).

You will then be directed down Main Street, following our flaggers, to our parking crew who will get you parked for the show!

Don’t forget to fill out your registration card to be in the running for a sponsor award!!

This event will benefit Middletown youth programs.

06/09/2025

Buckets have been stuffed and are ready to be distributed to our first 300 show cars to enter the event!

Join us THIS WEDNESDAY, June 11 in downtown Middletown for our 28th Annual Cruise Night on Main Street presented by NAPA AUTO PARTS! The festival is from 4:30-8:00 p.m., with gates opening at 4:30 from the intersection of Union and Main Street.

For more info, please visit: www.cruisenightonmain.com

06/09/2025

Please expect delays and closures this Wednesday, June 11th as Cruise Night on Main returns to Middletown!

Middletown Connecticut Community
What’s Happening in Middletown (Connecticut)
What's Really Happening Middletown CT

05/27/2025

Want to be part of the action at Cruise Night?

We’re looking for enthusiastic volunteers to help make the night a success! Sign up now to lend a hand—whether it’s helping flag cars down Main Street from 3:00–5:00 p.m. (no parking involved), assisting with Sponsor Awards from 5:30–7:30 p.m., or doing both! Please arrive at the start of your selected time slot. If 3:00 p.m. is too early, no worries—just choose the later shift. Sign up and be part of a fun community event!

Volunteers are needed to fill the following time slots:

3:00 p.m. to 5:00 p.m. – Flagging cars down Main Street (not parking)
5:30 p.m. to 7:30 p.m. – Assisting with Sponsor Award
Cruise Night on Main runs on dedicated volunteers helping with the event. Volunteering is a fun and rewarding experience. All Volunteers receive a Volunteer T-shirt.

To volunteer, please use the following link: http://business.middlesexchamber.com/form/view/36069