Community Calendar

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

The Crooked River Gathering takes place August 28th–31st, 2025. Located in Hiram, Maine—just 45 minutes from Portland. Hosted on a historic riverside fairground, this unique four-day event is a celebration of community, creativity, and connection through bluegrass and old-time music, homesteading, artisan craft, and folk culture. The weekend features live performances, jam circles, hands-on workshops, craft vendors, food trucks, skillshares, and community meetups. The event is free for kids and free on-site camping is available for all attendees, making it an immersive and family-friendly experience for music lovers, makers, and nature enthusiasts alike. Full details at www.crookedriverarts.org.

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

Join us for 317 Main Community Music Center's annual outdoor music festival on Saturday, September 6th.

This year’s line up includes: Soggy Po Boys, White Mountain Ramblers, Ali McGuirk, Cary Morin & Ghost Dog

Mark your calendar for this full day of live music, food trucks, kids activities, jams, lemonade and craft beer at beautiful Skyline Farm in North Yarmouth. Bring the kids, lawn chairs, or blankets and a water bottle, but leave your furry best friend at home. Tickets are $35 in advance for adults/$40 at the gate. Ages 13-17 are $10. (12 and unders come for free!)

Eddington Historical Society Fall Bazaar
Being held outdoors, Saturday, September 13th at 906 Main Road, Eddington, from 10:00 a.m. to 2:00 p.m.
A vast selection of over 20 crafters and vendors, Eddington Historical Society pies and fudge.
Raffle - donated items from crafters & vendors, need not be present to win.
Concession by Eddington Historical Society - hotdogs, chips and water
Eddington Fire Department will also be participating.
This event is being held to benefit the Eddington Historical Society’s Building Fund.
We are a 501-c(3) non-profit organization

Celebrate the changing seasons with a weekend ride through crisp air, quiet trails, and early autumn color. As summer fades and fall takes hold, you'll explore remote gravel bike trails by day and gather fireside by night. With a mix of skill-building sessions, scenic group rides, and seasonal lodge comforts, this weekend is all about slowing down and connecting with the land.

For the first time since 2019, the thunder of hooves and the thrill of rodeo action are coming back to Cross Insurance Arena as Portland Bulls n’ Broncos rides into town for one night only on Saturday, September 20.

Produced by Lucky E Rodeo Company, this high-energy showcase is sanctioned by the International Pro Rodeo Association (IPRA) and will feature three powerhouse events: bull riding, bareback horse riding, and saddle bronc horse riding.

From major stadiums to rural fairgrounds, the IPRA is the world’s second-largest professional rodeo association, sanctioning nearly 300 rodeos each year with over 2,400 members nationwide. Some of the top riders from across the country will compete in Portland for big prizes—and even bigger bragging rights.

To bring the rodeo experience to life, tons of arena-grade dirt will be hauled in and loaded onto the floor, transforming the downtown Portland venue into a rugged, rodeo-ready battleground.

Portland Bulls n’ Broncos offers an exciting night out for families, rodeo fans, and thrill-seekers alike. Whether it’s your first rodeo or your fiftieth, you won’t want to miss this high-octane return of western action where the bulls buck, the broncs fly, and the best riders in the business throw down!

As Two Sisters in Maine, we are excited to be continuing on with the wonderful tradition of remarkable artisan fairs in beautiful Durham, Maine! Please join us in shopping local and handmade with a terrific lineup of artisans and makers for our Fall Artisan Fair at Sweet Meadow. More details to come!

Keep an eye out under the discussion tab on our Facebook Event Page leading up to the fair for our Maker Spotlights highlighting the talented makers who will be participating in the fair!

***Please note, for the safety of our artists and makers products and displays, we ask that you leave your dogs at home for this event. Service dogs only.

For information about becoming a vendor at this event, please email Karyn & Patti at twosistersinmaineartisanfairs@gmail.com.

*Beware of scammers! Two Sisters in Maine (@twosistersinmaine) Facebook, Instagram and the email address above are the only contacts for this event.

AN HOUR EARLY SO WE DON’T RUN OUTTA LIGHT—

Please join us for an early fall evening of fun, food, friends, music, and bidding at FallFest, our annual silent auction and fundraiser for the Denmark Arts Center– this year featuring the High Street Jazz band!