The Great Cortland Pumpkinfest

The Great Cortland Pumpkinfest The Great Cortland Pumpkinfest is a two-day fall celebration in historic downtown Cortland! Celebrating 28 years of fall fun in the City of Cortland!

We're bringing all the fall fun of the farm into the heart of downtown with loads of community activities. Join us in presenting this weekend event to celebrate Cortland’s most beautiful season! This year's Pumpkinfest will be held October 4 & 5, 2025.

🎶🍂 THE PUMPKINFEST MUSIC LINEUP IS HERE! 🍂🎶Get ready for two days of live music at The Great Cortland Pumpkinfest! Grab ...
09/14/2026

🎶🍂 THE PUMPKINFEST MUSIC LINEUP IS HERE! 🍂🎶

Get ready for two days of live music at The Great Cortland Pumpkinfest! Grab your favorite festival food, find a spot near the stage, and enjoy some great music throughout the weekend. 🎃🎤

SATURDAY, OCTOBER 3
🎶 12:00–1:15 PM | Cherry Holler


🎶 1:45–3:00 PM | Sing Trece Trio


🎶 3:30–5:00 PM | The High Road


🎶 5:30–7:00 PM | Dead & Friends
Dead & Friends

SUNDAY, OCTOBER 4
🎶 12:00–1:00 PM | Dry County Welders


🎶 1:30–2:30 PM | The David Graybeard Band
David Graybeard Band

🎶 3:00–4:00 PM | Trick Shot


🍁 Come for your favorites or spend the day discovering someone new. Either way, the Pumpkinfest stage will be rocking all weekend long!

📍 Courthouse Park, Cortland
📅 October 3 & 4, 2026

See the full entertainment lineup at:
https://www.cortlandpumpkinfest.org/entertainment

Thank you to our major sponsors and partners at AES Corp, Centralus Health, Experience Cortland, Farm Credit East, and Guthrie.

09/09/2026

Hope everyone had a wonderful labor day!

To keep up with our sponsorship spotlight we want to thank Kinney Drugs!

as we get closer and closer to the festival everyday, the community support is very much appreciated!

08/31/2026

This week for sponsor spotlight we want to thank The First National Bank of Dryden!

Thank you so much for supporting the festival your sponsorship helps brings smiles to our community!

08/24/2026

We want to extend a special thanks to X101 - wxhc 101.5 fm!

Cortland's hometown radio has been doing such a wonderful job in helping out the festival this year. Pumpkinfest is truly greatful for all your support thank you!!

08/19/2026

Today on Sponsor Spotlight, We want to shout out A Cut Above Pet Grooming located in Homer, NY!

We are Fur-ever Greatful. You're Pawesome for helping us keep the festival alive!🐾🐾🫧🫧

08/17/2026

The t-shirt design contest winner for the 29th annual Pumpkinfest goes to Michael!

We want to thank everyone who participated this year we loved seeing your designs and we hope you choose to participate next year!

This design is cuurently available to purchase through the link posted below! https://cortlandpumpkinfest26.itemorder.com/shop/home/

08/14/2026

Special Announcement! Our online shop is open!🎃👕📢

Shirts and hoodies featuring our classic pumpkinfest design and our not yet officially revealed t-shirt design contest winner's as well. Order now because there is always a limited amount available during the festival!

Follow the link to place your order: https://cortlandpumpkinfest26.itemorder.com/shop/home/

08/13/2026

Welcome back to Sponsor Spotlight💡

Thank a latte Coffee Mania for your support towards this years Pumpkinfest.

if you want to be like coffeemania and help bring this festival to life please follow the link below.

https://www.cortlandpumpkinfest.org/pumpkinfest-sponsors

Even though the summer is about to reach its end fear not as that just means Pumpkinfest is on its way🥹🎃 It's finally ti...
08/11/2026

Even though the summer is about to reach its end fear not as that just means Pumpkinfest is on its way🥹🎃

It's finally time for non-profit organizations to be able to apply to vend at this year's Pumpkinfest!

if interested please follow the link to https://www.cortlandpumpkinfest.org/vendor-information

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Cortland, NY

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