2024 Events
Follow us on Facebook and this website for updates on when ticket sales start for the ticketed events
Chocolate Walk for Charity*
February 3
Downtown Bunny Hop*
March 23
Memorial Day Parade
May 27
Country Market
Sundays June through September 9am-1pm
Sidewalk Sales
July 15-21
Fall Fox Fest*
Sunday, October 6th (9 am – 3 pm) – Join us for the Annual Fall event in downtown Oswego. Live music, Food Trucks, handcrafted market, farmers market vendors, sponsor booths, kids activities and more.
Trick or Treat
October 26 (10 am – 2 pm)- No Registration required. Maps will come out with participating stores October 21st. Kids can Visit the participating stores and trick or treat.
Holiday Open House
November 7th – 9th – Join us the see the stores in their holiday glory and start your Christmas Shopping. Shop Small Season starts the 7th. Watch for details on the chances to win downtown dollars from November 7th through December 14th.
Coffee/Cocoa Crawl*
November 9, (10 am – 2 pm) Tickets are on sale. Check out this new event for downtown! Visit the participating stores to get a coffee/cocoa treat. While you are in the stores – check out their amazing products and do some Christmas shopping.
Black Friday/Shop Small Saturday*
November 29 & 30th – Watch for details on Shop Small Season promotion. Shop Small/Shop local and support the businesses of downtown Oswego.
Christmas Walk*
December 6 – (4:30 – 8:30 pm) Contact the Village of Oswego for booth and sponsorship opportunities.
Cookie Walk* SOLD OUT
December 7 (10 am – 2pm) – Join us for this annual event in downtown Oswego. You must buy this years tin to participate! Thank you Byline Bank for being the tin sponsor.
Jingle Bell Jog* Register for event
December 14th (9am)- Sponsorship opportunities and Registration will be opening soon. Join us for this new event. Every runner will receive a long sleeve Tech type shirt and jingle bells. Wear your Santa Hat and your bells and jog from Old Traughber down to the chamber office, over to Byline, then almost to Eastview and back around to Traughber. No timing, no awards – just pure holiday fun. Bring off some Christmas cookies and stress then visit with Santa after the jog and enjoy Cocoa & Cookies. After the jog, head downtown to eat lunch and finish your Christmas Shopping.
*denotes Downtown Association Signature Events
