Join us ‘Downtown for the Holidays’ and eat local, shop local and be merry in Oshkosh all holiday season!


November 18th

Downtown Oshkosh Holiday Wine Walk

‘Tis the season to shop local! Enjoy an afternoon of holiday shopping at 20+ downtown businesses along with wine samples to enjoy while you shop!

This event is SOLD OUT.

November 25th

Small Business Saturday

Shop local and get rewards! Join us in supporting our local downtown businesses Saturday November 25th! If you spend more than $50 at downtown businesses located within the Downtown BID, you can bring your receipt into the Downtown/Discover Oshkosh offices from 11am-2pm and receive a free shop local tote!

*Available while supplies last. One tote per customer.

The Holly Jolly Holiday Pass launches this weekend as well! Earn fun OSH swag just for shopping local all holiday season! Learn more:…/holly-jolly-holiday-pass/


November 30th

Holiday Tree Lighting Ceremony

Kick off the Holiday Parade and holiday season downtown in Opera House Square! Enjoy live music from 5-6pm and count down to the lighting of our holiday tree. The tree lighting will take place at 6pm.

Jolly Jog (by Runaway Shoes)

New to the Holiday Parade festivities this year! Lead off the Annual Downtown Oshkosh Holiday Parade at The Jolly Jog run/walk at 6:15pm on Thursday, November 30th! Participants will line up by the intersection of N Main St & Ceape Ave by the Best Western Premier Waterfront Hotel. The course will continue up N Main St. along the parade route where it will end at Irving Ave. This is a family friendly event for everyone! The course is just short of 3/4 of a mile long.

Sign up

Downtown Oshkosh BID Holiday Parade presented by Oshkosh Corporation

Join us for the BID Tree Lighting Ceremony and Downtown Oshkosh Holiday Parade presented by Oshkosh Corporation. This year’s parade theme is “The Nutcracker” and begins at 6:30pm at the intersection of Ceape and N. Main Street.

*Parade route begins at the intersection of N Main and Ceape and heads north until the intersection of N. Main and Irving. 

Thank you to our sponsors: 

Thank you to our parade sponsors!

Title Sponsor – Oshkosh Corporation

Balloon Sponsors – First Impressions Pediatric Dentistry, Discover Oshkosh + 10 amazing downtown businesses!

Gold Sponsors – Manila Resto, Lueck’s Home Improvement, Soper Companies, The Hoopman Foundation, City Center

Silver Sponsors –  Generac, Fox Valley Savings Bank, TDS, 4Imprint, Clarity Care, Verve Credit Union, Image 360, Window Genie

Event Partners – EAA, Oshkosh Media, Oshkosh Police Department, Total Security, Storm Companies, Lincoln Contractor Supply, Bergstrom + many more!


December 9th

Downtown for the Holidays

Holiday Open Houses – 11am-4pm

Shop local and support your favorite downtown businesses! Stores will offer snacks, giveaways, discounts and more! Participating businesses: coming soon

Elf FREE at the Time Community Theater sponsored by Rhyme – Matinee & Evening Showings

See Elf FREE at the Time Community Theater thanks to the Downtown Oshkosh BID! Matinee show starts at 2pm, doors open at 1:30pm and evening show starts at 7pm, doors open at 6:30pm!

Reindeer on the Square – 3:30-5:30pm

Grab lunch or dinner, do a little shopping and stop by Opera House Square to see live reindeer from 3:30-5:30pm! Featuring: Live reindeer, children’s music sponsored by Fox Communities Credit Union and activities, letters to Santa, cocoa & cookies and more!

Run, Run Reindeer Scavenger Hunt – All Day

Download the Scavenger Hunt


All Holiday Season!

Letters to Santa

Drop off your letters to Santa all holiday season in our mailbox in Opera House Square! Drop your letters off by December 14th for a response from Mrs. Claus and Santa’s elves!

Download the letter and coloring page template

Holly Jolly Holiday Pass

Earn fun OSH swag just for shopping local all holiday season! Learn more:…/holly-jolly-holiday-pass/