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Cumberland Fair 2026: Dates, Admission, and a Local's Guide to Fair Week

Published July 24, 2026 · Updated October 4, 2026 · 13 min read

At half past eight on the last Sunday morning of September, a line of pickup trucks idles at a side gate off Bruce Hill Road in Cumberland, each one carrying a pallet, and on each pallet sits a pumpkin the size of a dishwasher. They have one hour to get in. By 9:30 the pallets are coming off the trucks, the certified scale is running, and the 38th Annual Maine State Pumpkin and Squash Weigh-In is underway. That is how the Cumberland Fair opens, and it tells you most of what you need to know about the event: this is a real agricultural fair, run by farmers, where the produce is the headliner and the midway is the sideshow.

The 2026 fair, the 154th edition, ran Sunday, September 27 through Saturday, October 3 at the Cumberland Fairgrounds on Blanchard Road. It is over for this year; everything below is what the fair published for 2026, kept as the best guide to how the week is laid out, and the 2027 schedule is not posted yet. It is the biggest week of the year in town and the last big fair of the season within an easy drive of Portland. Here is what it costs, what is actually worth your time, and which day to pick.

What the Cumberland Fair actually is

The fair is put on by the Cumberland Farmers Club, a nonprofit that has been at this since 1869, back when the racing program was literally farmers racing each other down Main Street. That lineage matters, because it explains the fair's priorities. The week is built around livestock, exhibition halls, truck and tractor pulls, and a harness racing card that runs every single day. The carnival rides and fried dough are there, and your kids will find them within ninety seconds, but they are the garnish. Plenty of bigger fairs in New England have become carnivals with a farm theme. Cumberland has kept the ratio right.

It is also genuinely local. The fairgrounds sit about 25 minutes north of downtown Portland, which makes this the closest full-scale agricultural fair to the city, without the commitment of the long drive to the giant fair up in Fryeburg. You can leave Portland at noon and be at the rail before the first race goes off.

Dates and hours for 2026

The fair ran September 27 through October 3, 2026. Gates opened by 8am. The exhibition buildings open at 9am and close at 9pm, and outdoor events, including the midway rides, can run later into the evening. One quirk worth knowing: on Sunday, October 4, the day after the fair closes, the track hosts one more day of harness racing, and the fair's 2026 schedule lists admission as free that day. The fair itself is over, the exhibition halls are done, but the horses go one extra day.

Admission, and why you need cash

Admission is fifteen dollars for everyone 13 and older, and kids 12 and under get in free. Parking is free. The gates are cash only. There are ATMs at the gates, but the line at a fairground ATM on a Saturday is its own kind of midway attraction, so hit your bank beforehand. Every figure here was re-read on September 24, 2026 in four places the fair publishes: the homepage banner, the admissions policy page, and the admission blocks printed inside both the June and the August uploads of the 2026 schedule PDF. All four say the same thing, including the age cutoff: 12 and under free. So does the schedule's own school-group rule, which charges students "over 12." A correction to an earlier version of this guide, which said the August PDF printed "11 and under": it does not. That schedule is a scanned document, and the machine-readable text layer the fair's software baked into it misreads its own page, turning 12 into 11 in the same block where it turns "tasks" into "casks" and "discounts" into "discounrs." The page a human sees says 12. We read the text layer instead of the page, and we were wrong. If you have a twelve-year-old, they get in free.

The discount structure rewards picking your day. Tuesday and Thursday are senior days, with admission at six dollars for anyone 65 and over. Monday is Military Monday, six dollars with proper military ID, meaning a Department of Defense ID, a VA health benefits card, a license with a veteran designation, or a DD214. A weekly pass costs seventy-five dollars, which pays for itself on the fifth visit, and there are people in Cumberland for whom that math is very real. Wheelchair users are admitted free because parts of the grounds are not accessible, which is the kind of blunt honesty you want from a fair.

Rides are separate from admission and always have been. For 2026 the fair has posted its ride bracelet days: Monday, Wednesday, and Thursday, a ride-all-rides bracelet at thirty dollars, with admission on top. The Gillette midway does not open with the gates, and it does not open at the same hour twice in a row. Read off the 2026 schedule, day by day, it opens at 11am opening Sunday, noon Monday, 11am Tuesday, noon Wednesday, noon Thursday, 11am Friday, and 10am on closing Saturday, with "weather permitting" printed beside most of them. Note what that does to the bracelet math: two of the three thirty-dollar bracelet days, Wednesday and Thursday, are noon days. Gates open at 8am. A family that arrives with the gates on a bracelet day is buying four hours of barns and exhibition halls before a single ride turns, which is a fine way to spend a morning as long as nobody promised the eight-year-old otherwise.

The pumpkin weigh-off is the best single morning

Result, as of October 4, 2026: we could not find a published 2026 winner or weight. The fair's weigh-off page, the Great Pumpkin Commonwealth event listing and the Maine growers' weigh-off page all still showed only pre-event details, so we cannot say whether the $250 record bonus was paid. The fair's own page still asks whether anyone can beat the 2,070 pound record. The guide below describes how the morning is set up.

If you only make one targeted strike at the fair, make it opening Sunday, September 27. Growers deliver their giant pumpkins and squash between 8:30 and 9:30am through the Bruce Hill Road teamster gate, and the weighing starts at 9:30. The location is new for 2026, and the fair flags it twice on its own schedule: the contest has moved to the Heritage Park museum area off Hall Road, so do not head for wherever you watched it last year. The fair describes itself as a registered member of the Giant Pumpkin Commonwealth, which is the giant-vegetable world's version of an accredited tour stop, and the numbers are not a joke. Entries have to clear 100 pounds just to be weighed. The fair record is a 2,070 pound pumpkin grown by Charlie Lopresti in 2024, and the fair has put money on it: a posted $250 bonus for a Maine-grown pumpkin that goes over 2,070, and a posted $150 bonus for a Maine-grown squash over 1,130. Both bonuses are printed on the fair's own weigh-off page, several screens below the rules on vine trimming and certified scales, which is why you rarely hear about them. There are also classes for giant squash, field pumpkins, long gourds, the largest tomato, and the largest watermelon, so the staging area looks like a produce aisle designed by someone with no sense of restraint.

Here is the part casual visitors miss: the giants do not go home after the weigh-in. Every entry stays on the fairgrounds for the entire week, so even if you come Thursday, you can still stand next to a pumpkin that outweighs your car's engine. But the weigh-off itself, with the pallets swinging off the trucks and the growers pacing like expectant fathers, is the show.

Harness racing, rodeo, and the loud stuff

Harness racing runs all seven days of the fair, plus the bonus Sunday. Post time is 2pm on opening day and 12:30pm every day after that. Racing has been a habit here since 1869, and an afternoon in the grandstand is one of the more distinctive things you can do within a half hour of Portland. The track also hosts racing outside fair week, run separately by an outfit called First Tracks, but fair week is when the grounds around the oval are actually alive.

The All American Rodeo comes in Tuesday, September 29 and Wednesday, September 30, both nights at 7pm in the infield, a full professional rodeo each time. An earlier version of this guide had the rodeo on Wednesday and Thursday; the fair's 2026 schedule, re-read on September 24, says Tuesday and Wednesday, as does the fair's homepage, and Thursday's evening slot belongs to the classic car show at 6pm, the international horse pull at 6pm and the Maine Antique Tractor Pull at 6:30 instead. Two things the schedule says about the rodeo that matter at the gate: nobody is admitted to the infield until harness racing has finished, and the only way in is the gate by the main stage.

The loud stuff is spread through the week, per the same schedule. The demolition derby, a Cumberland institution, runs opening Sunday at 6:30pm in front of the grandstands, a couple of hours after the 11am grand parade, which this year has the theme "Celebrating America's 250th." Monday night at 7pm is a freestyle motocross show. The Maine State Truck and Tractor Pullers bring their tractor pulls on Friday and their truck pulls on Saturday, both at 6:30pm in front of the grandstands, and Saturday closes with fireworks in front of the grandstands at about 8:30pm. The fair posts the day-by-day PDF on cumberlandfair.com; the times above are from the 2026 edition, and those events do move around the calendar from year to year, so check the current PDF before you build a night around one.

The 2026 entertainment lineup is set, and it is a very Maine bill: Julia Gagnon on the main stage Saturday evening, Houston Bernard on Wednesday, Port City Sound roaming the grounds, Mr. Drew and His Animals Too for the kids on Thursday, a juggler, several magicians, and a poutine eating contest sponsored by Pinky D's on Tuesday, with cash prizes and five contestants drawn on stage. All of it lands better with a candy apple in hand.

The animals are the point

The barns are why you come. This is a working agricultural fair with a full 4-H program, and if you walk the barns in the morning when the kids are mucking and grooming, you will get an unforced education in where food comes from. The exhibition halls carry the other half of the story: the horticulture displays, the prize produce, and the quiet, ferocious competition of Maine gardeners.

One scheduling note that the fair is honest about and most visitors never hear: the livestock begins leaving the grounds by early Saturday evening. The 2026 schedule puts a time on it: at 5pm Saturday the sheep, dairy, beef and swine begin departure and the livestock area closes to the public. Saturday is the last full day, but if the animals are your main event, especially with kids, go midweek or come Saturday before dinner. Do not roll in Saturday night expecting a full barn; the fireworks and the truck pulls are what Saturday night is for.

Monday, September 28 is Maine Agricultural Day, when the K-6 school groups and home-schoolers get in free at Gate 8 and the 4-H barns are busiest with kids at work. If you want the barns without the buses, the same schedule says the school programming runs 10am to 1pm, so an afternoon walk is quieter.

And a hard rule that surprises people every year: no pets. Service dogs are the only animals you can bring, per Maine's definition, which covers trained dogs only. Leave the family dog home; the gate staff will not bend.

Which day should you go?

Opening Sunday for the pumpkins, the parade and the demolition derby, if you want the one singular spectacle. Tuesday or Thursday if you qualify for the senior rate or just want a quieter walk through the barns; school groups come through on weekday mornings, so the animal areas are lively early. Tuesday or Wednesday evening if the rodeo is your speed, and Tuesday gets you the poutine contest too. Monday, Wednesday or Thursday if a child is going to ride until they are sick, because those are the thirty-dollar bracelet days. Saturday if you want the full-throttle version with everything running, plus the fireworks, accepting the crowds that come with it. One caveat on that last option: the fair says livestock begin departing the grounds at 5pm Saturday, so if the barns are the reason you are coming, go Saturday daytime rather than Saturday night.

The timing lands well for making a bigger day of it. Late September is when the inland corners of Greater Portland start to turn, and the back roads around Cumberland and Pownal are the ones our fall foliage guide sends you down anyway; Bradbury Mountain is ten minutes from the fairgrounds. Apple season is peaking the same week at the region's pick-your-own orchards, and its berry fields are covered in our pick-your-own farms and farm stands guide. And the fair's final Saturday is the day before the Maine Marathon runs up through Cumberland Foreside, which makes that weekend the busiest 48 hours of the fall in this corner of Maine. The fair's final days also overlap the Freeport Fall Festival and statewide Maine Craft Weekend; our verified fall festival calendar has every 2026 date checked against the organizers themselves.

Getting there

The fairgrounds are at 197 Blanchard Road in Cumberland, with gates off Blanchard Road and Bruce Hill Road. From Portland it is about a 25 minute drive north, whether you follow I-295 or Route 1 and cut inland. Parking on the grounds is free. School buses get their own gate, Gate 8, which tells you something about what the flow looks like on a weekday morning; aim for mid-morning or later if you want to skip the drop-off rush.

FAQ

When is the Cumberland Fair in 2026?

The 2026 Cumberland Fair ran Sunday, September 27 through Saturday, October 3 at the Cumberland Fairgrounds, 197 Blanchard Road in Cumberland, Maine. The schedule listed one extra harness racing day, Sunday, October 4, with free admission. The 2027 dates were not posted as of October 4, 2026.

How much does the Cumberland Fair cost?

Admission is fifteen dollars for ages 13 and up, and children 12 and under are free. That cutoff was re-read on September 24, 2026 in four places the fair publishes, all of which agree on 12. Parking is free. Seniors 65 and over pay six dollars on Tuesday and Thursday only, military with proper ID pay six dollars on Monday, and a weekly pass costs seventy-five dollars. Non-ambulatory wheelchair users are admitted free, because parts of the grounds are not accessible. Rides cost extra; on Monday, Wednesday and Thursday a ride-all-rides bracelet is thirty dollars.

Does the Cumberland Fair take credit cards?

No. Admission gates are cash only, and the fair says so in bold on its own site. There are ATMs at the gates, but lines form, so bring cash with you. Ride tickets and food vendors set their own payment policies, but you should not arrive without paper money.

When is the giant pumpkin weigh-off at the Cumberland Fair?

Opening day, Sunday, September 27, 2026. Entries arrive through the Bruce Hill Road teamster gate between 8:30 and 9:30am and weighing begins at 9:30am in the Heritage Park museum area, a new location for 2026 that the fair flags twice on its own schedule. The fair record is a 2,070 pound pumpkin grown in 2024, the fair has posted a $250 bonus for a Maine-grown pumpkin that beats it, and all the giant entries remain on display for the entire week of the fair.

Is there harness racing every day of the fair?

Yes. Racing runs all seven days, with a 2pm post time on opening Sunday and 12:30pm every other day, plus a racing-only day on Sunday, October 4, which the 2026 schedule lists as free admission. The Cumberland Farmers Club has run racing since 1869, when it started as farmers racing down Main Street.

Which nights is the rodeo at the Cumberland Fair?

The All American Rodeo runs Tuesday, September 29 and Wednesday, September 30, 2026, at 7pm in the infield, per the fair's 2026 schedule. The infield does not open until harness racing has finished, and entry is only through the gate by the main stage. Thursday night has the classic car show and the international horse pull, not a rodeo.

Can I bring my dog to the Cumberland Fair?

No. Pets are not allowed on the fairgrounds. The only exception is a service animal, which under Maine law means a dog trained to perform tasks for a person with a disability. Emotional support animals and other species do not qualify and will be turned away at the gate.