Village of Oswego
Contact Us:

Wine on the Fox, presented by john greene

Wine on the Fox returns May 5 and 6 to Hudson Crossing Park

Expanded wine offerings, Illinois favorites and tiered selections offer wine-lovers more options for sipping, supporting Oswego community


OSWEGO, ILL. – Chicagoland’s premiere wine event of the spring returns this weekend, Saturday, May 5, and Sunday, May 6, to Hudson Crossing Park in downtown Oswego.

Wine on the Fox, presented by John Greene Realtor, welcomes wineries from across the state to showcase Illinois varietals as well as intriguing selections from the Midwest, California, and around the globe.

Bring the friends and sip under the trees of idyllic Hudson Crossing Park on the banks of the Fox River while listening to favorites like Junkyard Groove, and the Gina Glocksen Band, breakout artist Althea Grace, Chicago blues collective The Hurricane Project and more. Plus check out the second stage for entertainment from local Oswego artists, courtesy of the Fox River Academy.

Bring your own food pairings, or sample from a variety of the area’s best food trucks, including Toasty Cheese, The Crave Bar, Pizza Cucina and Wurst Kitchen, plus a variety of Italian and other offerings.

“We think we’ve got a very special event here that is totally unique,” said Community Engagement Coordinator Julie Hoffman. “The diversity of wine offerings, live music, and the ambiance of the park right on the river’s edge, even with a playground, makes for an amazing family-friendly event that really is just the perfect way to get out, mingle with friends and neighbors and just kick off the whole outdoor event season.”

Wine packages start at just $15 and include a commemorative Wine on the Fox glass, wristband, and wine tickets that can be redeemed for 1- or 5-ounce pours of more than 120 different wines. 

New this year, wines are available at three different price tiers, ensuring a greater variety at all different price points. Find your new go-to table wine from among the Tier I selections, or a find a gift-worthy bottle to impress even the pickiest vinophile from among the Tier III selections.  

Early Mother’s Day two-day packages are available through Saturday, and include a glass, wristband, 22 tickets to be split between Saturday and Sunday, plus a free gift chosen from downtown Oswego shops Aroma Roots, Bentley’s Pet Stuff, or The Garden Faire. Treat Mom or yourself!

Be the first to taste Oswego’s newest brew!

Special to Wine on the Fox this year, stop by the Oswego Brewing Co. tent and be the first to try the craft brewery’s offerings before they officially open their doors in downtown Oswego. The Oswego Brewing Co. will have glasses of beer available for purchase a full two weeks before their official May 18-20 grand opening at their new location at 61 Main Street.

Volunteer and earn a free wine package

Volunteers are needed to staff this event. Volunteering is fun, takes just a couple hours, and you'll earn a basic wine package for free, just for helping out. Sing up for a volunteer spot at

Tickets and more information

Entry to Wine on the Fox is free. Wine packages start at just $15, and are available online at and in person at Oswego Village Hall through Friday, May 4. Tickets are also available at the door throughout the event.

In addition to by-the-glass pours, wine will also be available for purchase by the bottle or case for off-site consumption. Score a bottle in our raffle – tickets are just a dollar each and benefit community event programming – and watch out for flash sales on Sunday afternoon.

Please remember that no outside alcohol is allowed into the festival grounds, though guests are welcome to bring in water, milk and children’s beverages, as well as their own food. Water and soda will be available at Wine on the Fox, courtesy of the Oswego Rotary Club, at the Designated Driver tent. A 2018 Wine on the Fox glass is required to drink, and is included in all wine packages.

As always, you must be 21, show ID and wear a wristband to consume alcohol.

Wine on the Fox is produced by the Village of Oswego with the generous sponsorship of John Greene Realtor, ChiroOne and Emerson Creek Shop and Tearoom.  Proceeds from Wine on the Fox contribute to free, family friendly events throughout Oswego, including Movies in the Park, the Fourth of July fireworks, and much more all summer long.

For more information or to purchase tickets, visit

View All News & Announcements