155 W. 1st St. Oswego, NY 13126

Shane Stepien, November 7 2025

November in Downtown Oswego, NY: Dance, Drink, Brunch, Run

There’s nothing quite like November in Oswego NY. As the leaves fade along the river, locals gather for cozy nights, creative workshops, and inviting events across downtown. Whether you’re seeking community fundraisers, festive brunches, or a reason to dance before winter truly settles in, this guide is your inside source for what’s happening near Downtown Oswego.

Early Month (Nov 8–11)

🧠 Count Your Blessings Trivia Night @ Elks Lodge (Nov 8):

Community and good fun. Gather friends, brush up on Oswego facts, and enjoy an evening where laughter raises spirits. Perfect for making new friends and sharing gratitude.

🎨🍺 Ceramic Sip & Paint @ Old City Hall Brewery (Nov 11):

Light up the season at Old City Hall Brewery. Paint your choice of a charming Snowman or trio of winter trees—supplies provided and expert guidance on hand. Enjoy a crisp pint as wintry inspiration flows; all levels welcome, and every guest leaves with a piece of seasonal cheer.

Mid Month (Nov 14–16)

🍷 Giving Thanks Food & Beverage Pairing @ Lake Ontario Event & Conference Center (Nov 14):

Experience Oswego County’s best flavors at the Lake Ontario Event Center, where curated bites and paired drinks blend with live music (by local favorite Cam Caruso) and community spirit.

🕺💃🎶 FREE OPEN LINE DANCING @ The Foundry (Nov 15):

From 6–10 PM, Lake Effect Line Dancers host easygoing line dancing lessons—everyone is welcome, no experience needed. Music plays, and if you know the dance—jump in! If not, learn as you go. No pressure, just fun, laughter, and plenty of chances to hit the dance floor.

🦃🏃‍♂️ Trinity Turkey Trot 5K (Nov 16):

Hosted by Trinity Catholic School, run or walk this time-honored Oswego tradition starting at the Ancient Order of Hibernians. Support charity, enjoy crisp air, and soak in river views as the community rallies for a good cause.

🥞 Wickedly Wonderful Brunch @ Lighthouse Lanes (Nov 16):

Gather for a leisurely brunch, savor comfort food classics, and enjoy a little bowling with friends.

Late Month (Nov 25 & Every Sunday)

🧠🥇OCH Trivia Tuesdays @ Old City Hall Brewery (Nov 18 & Nov 25)

Every Tuesday night, join us for fun, food, and friendly competition from 6–8 PM — hosted by the unforgettable DawnDaLee!

Bring your friends, grab a pint, and settle in for Oswego’s best trivia night!

🎵 Line Dancing Lessons @ The Foundry – Monthly Series (Nov 25):

Join in at The Foundry the last Tuesday of every month from 6–8PM for a fun-filled evening of Line Dancing class led by local favorite Jennifer Bennett with Lake Effect Line Dancers! Try out new moves, destress after the holiday hustle, and enjoy Oswego’s most supportive dance crowd, perfect for anyone seeking friendly faces and easy fun.

No experience needed — just come ready to move, laugh, and learn some new steps.

🍺🏈 NFL Sunday Ticket @ Old City Hall Brewery (Every Sunday):

It’s all the games, all the energy, all downtown. Grab a table with friends, sample craft brews, and catch every snap of all 1 PM and 4 PM including Bills + out-of-market games. Streaming live on 10+ TVs throughout the brewery surrounded by fellow fans, Old City Hall Brewery is your home base for football Sundays in Oswego. 

Stay Connected with Riverwalk Oswego 🌊📱

For weekly plans and Oswego NY events, follow Riverwalk Oswego on Instagram and Facebook. Get local picks, festive updates, and inspiration for every season.

Tag @RiverwalkOswego in your photos—help us feature new places, faces, and memories from our vibrant community!


Written by

Shane Stepien

Older Your Ultimate Guide: October in Downtown Oswego, NY (2025 Edition)