Live Music, Fall Fun at Oswego’s Pumpkin Festival October 4 & 5

by Submitted article | September 11, 2025 10:20 pm

Oswego, NY – Get ready to welcome fall in full swing at the Oswego Pumpkin Festival, returning to Washington Square Park on Friday and Saturday, October 4 and 5, from 11 a.m. to 5 p.m. daily.
This year’s festival features an exciting lineup of live music performances, bringing local and regional musicians to the stage throughout the weekend that will add a lively soundtrack to two full days of fun.

Pumpkin Festival Musical Lineup:
Saturday, October 4
• 12PM: Dirtroad Ruckus – Kicking off the festival with their rocking country sounds delivered with a kick of classic rock;
• 3PM: Frostbit Blue – This local favorite will fill the park with the sounds of southern rock infused with blues and classic rock
Sunday, October 5:
• 12:00 PM: Dangerous Type– Enjoy a variety of classic rock, soul, and blues by this cover band that performs at venues and events across the region;
• 3:00 PM: The Jess Novak Band – Led by singer, songwriter and muti-instrumentalist, the Jess Novak Band will fill Washington Square Park with sounds of pop, rock, soul and love.

In addition to fantastic live music, the Pumpkin Festival will feature marketplace artisan craft vendors, delicious food and beverages, seasonal fall produce, pony rides, amusements, roaming character actors, a puppet show, and activities for all ages. There’s something for everyone at this beloved community event, and this year’s festival is not to be missed.
This annual fundraising event is made possible through the generous support of the City of Oswego, with support from C’s Farm Market and Beverage Center, Charter Communications/Spectrum and Circle T Enterprises. For more information, visit oswegoymca.org or follow the event on social media at Oswego NY YMCA.
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Driven by its founding mission, the Oswego YMCA has served as the leading nonprofit committed to strengthening the Oswego community for more than 169 years through youth development, healthy living, and social responsibility. The Y is all inclusive and empowers everyone, no matter who they are or where they’re from, by ensuring access to resources, relationships, and opportunities for all to learn, grow and thrive. By bringing together people from different backgrounds, perspectives and generations, the Y’s goal is to improve overall health and well-being, ignite youth empowerment and demonstrate the importance of connections in and across more than 10,000 communities nationwide. The Oswego YMCA is located at 265 W. First Street, Oswego, NY. For more information, call (315) 342-6082 or visit www.oswegoymca.org.

Source URL: https://oswegocountytoday.com/entertainment/live-music-fall-fun-at-oswegos-pumpkin-festival-october-4-5/

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