Community Calendar

Comedy Night Benefit – Laughs for Veterans - Four stand-up comics take the stage to raise funds for the VFW Unmet Needs Program. Enjoy a food truck, full bar, 50/50 raffle, and door prizes. Doors open 6:15 pm, show runs 7–9 pm at Winslow VFW Post 8835, 175 Veteran Drive. Advance tickets $20 online (limited seating available) $25 at the door (if available). Proudly sponsored by First Command Financial Services along with Centerline Utility Services and Central Maine Motors. All proceeds go to veterans and military families in need.

Maine's 2nd Largest Agricultural Fair, featuring Harness Racing, Giant Rockwell Amusements Midway, Extensive Exhibition Hall, Livestock, Agricultural Education, Historical Museum, Truck/Tractor/Livestock Pulling Events, Live Music, 2 nights of Demolition Derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and So Much More!
General Admission: Children 11 & Under Free / Ages 12 & up $15
Hours: 9am-10pm 8/23-8/31, 9am-6pm on 9/1.
Season Passes $100 AT GATES 1 & 4, covers admission for all 10 days.
Senior Days (60+) $5 on Mon 8/25 & Thurs 8/28.
Veteran's Day Thurs 8/28 free with valid Military ID.
***No Pets Allowed fully trained service animals only***No Glass, Alcohol or Weapons***
Our Parking is always FREE
Rockwell Midway Rides Open at Noon on Weekends and Labor Day, and 3pm on Weekdays. $35 Ride bracelets available every day. Discount pre-buy links will be on our website.
Harness Racing Post Times Weekends 1pm, Weekdays 3pm. *No harness racing on Weds.
See our full program at www.windsorfair.com for schedule of events, entertainment lineup & premium book for all entry information. https://www.facebook.com/WindsorFair
We look forward to seeing you!
Email Questions to: windsorfairinfo@gmail.com

Maine's 2nd largest agricultural fair, featuring a large Exhibition Hall, giant Rockwell Amusements midway, Livestock, Truck and Tractor pulls, Livestock barns and events, Harness Racing everyday but Weds., live music, giant pumpkin contest, two nights of demolition derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and so much more! We open at 9am each day, closing at 10pm each night, except 6pm on Labor Day. There is no alcohol, glass or weapons allowed on the grounds. No pets allowed, fully trained service animals only.

That '90s band !

Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than half of which were at Bull Feeney's (R.I.P.!) in Portland's Old Port, Jim, Derek and the guys have refined a quintessentially '90s-Rock live show that is second to no other in the Northeast. Their repertoire has been carefully curated through the years, 15 and counting to be exact, thanks to the energy displayed by the band's organically grown and extremely enthusiastic fanbase, known affectionately as "Newmanators".

Price:
General Admission: USD 32.00

Artist: hello newman

Category: Festivals | Live Music

Date and Time: 24th August 2025 at 12:00 pm to 3:00 pm

Venue details: Casablanca Cruises, 18 Custom House Wharf, Portland, Maine, 04101, United States

Maine's 2nd Largest Agricultural Fair, featuring Harness Racing, Giant Rockwell Amusements Midway, Extensive Exhibition Hall, Livestock, Agricultural Education, Historical Museum, Truck/Tractor/Livestock Pulling Events, Live Music, 2 nights of Demolition Derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and So Much More!
General Admission: Children 11 & Under Free / Ages 12 & up $15
Hours: 9am-10pm 8/23-8/31, 9am-6pm on 9/1.
Season Passes $100 AT GATES 1 & 4, covers admission for all 10 days.
Senior Days (60+) $5 on Mon 8/25 & Thurs 8/28.
Veteran's Day Thurs 8/28 free with valid Military ID.
***No Pets Allowed fully trained service animals only***No Glass, Alcohol or Weapons***
Our Parking is always FREE
Rockwell Midway Rides Open at Noon on Weekends and Labor Day, and 3pm on Weekdays. $35 Ride bracelets available every day. Discount pre-buy links will be on our website.
Harness Racing Post Times Weekends 1pm, Weekdays 3pm. *No harness racing on Weds.
See our full program at www.windsorfair.com for schedule of events, entertainment lineup & premium book for all entry information. https://www.facebook.com/WindsorFair
We look forward to seeing you!
Email Questions to: windsorfairinfo@gmail.com

Maine's 2nd largest agricultural fair, featuring a large Exhibition Hall, giant Rockwell Amusements midway, Livestock, Truck and Tractor pulls, Livestock barns and events, Harness Racing everyday but Weds., live music, giant pumpkin contest, two nights of demolition derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and so much more! We open at 9am each day, closing at 10pm each night, except 6pm on Labor Day. There is no alcohol, glass or weapons allowed on the grounds. No pets allowed, fully trained service animals only.

Maine's 2nd Largest Agricultural Fair, featuring Harness Racing, Giant Rockwell Amusements Midway, Extensive Exhibition Hall, Livestock, Agricultural Education, Historical Museum, Truck/Tractor/Livestock Pulling Events, Live Music, 2 nights of Demolition Derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and So Much More!
General Admission: Children 11 & Under Free / Ages 12 & up $15
Hours: 9am-10pm 8/23-8/31, 9am-6pm on 9/1.
Season Passes $100 AT GATES 1 & 4, covers admission for all 10 days.
Senior Days (60+) $5 on Mon 8/25 & Thurs 8/28.
Veteran's Day Thurs 8/28 free with valid Military ID.
***No Pets Allowed fully trained service animals only***No Glass, Alcohol or Weapons***
Our Parking is always FREE
Rockwell Midway Rides Open at Noon on Weekends and Labor Day, and 3pm on Weekdays. $35 Ride bracelets available every day. Discount pre-buy links will be on our website.
Harness Racing Post Times Weekends 1pm, Weekdays 3pm. *No harness racing on Weds.
See our full program at www.windsorfair.com for schedule of events, entertainment lineup & premium book for all entry information. https://www.facebook.com/WindsorFair
We look forward to seeing you!
Email Questions to: windsorfairinfo@gmail.com

Maine's 2nd largest agricultural fair, featuring a large Exhibition Hall, giant Rockwell Amusements midway, Livestock, Truck and Tractor pulls, Livestock barns and events, Harness Racing everyday but Weds., live music, giant pumpkin contest, two nights of demolition derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and so much more! We open at 9am each day, closing at 10pm each night, except 6pm on Labor Day. There is no alcohol, glass or weapons allowed on the grounds. No pets allowed, fully trained service animals only.

Maine's 2nd Largest Agricultural Fair, featuring Harness Racing, Giant Rockwell Amusements Midway, Extensive Exhibition Hall, Livestock, Agricultural Education, Historical Museum, Truck/Tractor/Livestock Pulling Events, Live Music, 2 nights of Demolition Derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and So Much More!
General Admission: Children 11 & Under Free / Ages 12 & up $15
Hours: 9am-10pm 8/23-8/31, 9am-6pm on 9/1.
Season Passes $100 AT GATES 1 & 4, covers admission for all 10 days.
Senior Days (60+) $5 on Mon 8/25 & Thurs 8/28.
Veteran's Day Thurs 8/28 free with valid Military ID.
***No Pets Allowed fully trained service animals only***No Glass, Alcohol or Weapons***
Our Parking is always FREE
Rockwell Midway Rides Open at Noon on Weekends and Labor Day, and 3pm on Weekdays. $35 Ride bracelets available every day. Discount pre-buy links will be on our website.
Harness Racing Post Times Weekends 1pm, Weekdays 3pm. *No harness racing on Weds.
See our full program at www.windsorfair.com for schedule of events, entertainment lineup & premium book for all entry information. https://www.facebook.com/WindsorFair
We look forward to seeing you!
Email Questions to: windsorfairinfo@gmail.com

Maine's 2nd largest agricultural fair, featuring a large Exhibition Hall, giant Rockwell Amusements midway, Livestock, Truck and Tractor pulls, Livestock barns and events, Harness Racing everyday but Weds., live music, giant pumpkin contest, two nights of demolition derbies, Woodsman's Day, Black Cat Hell Drivers Auto Stunt Thrill Show and so much more! We open at 9am each day, closing at 10pm each night, except 6pm on Labor Day. There is no alcohol, glass or weapons allowed on the grounds. No pets allowed, fully trained service animals only.