Buy your key to enter the Heads or Tails game and a chance to win a romantic Theatre + Dinner package for 2 valued at $500

How to Play: Participants select either "heads" or "tails" by putting their hands on their heads - or their tails! The auctioneer flips a coin and announces whether the coin came up heads or tails. Those participants whose choice matches the coin flip get to stay - everyone else leaves the game. The game continues until one player is left and wins the Theatre + Dinner package.

Limited to 3 keys per person.

All wines are valued at $20.00 and higher!

All Dine Gift Cards are valued at $25.00 and higher!

All Bourbons are valued at $30.00 and higher!

All Cigars are valued at $25.00 and higher!

Date: September 3, 2025

Time: 6:30 PM - 9:30 PM

Location: 2246 Orrington Ave., Evanston

Maximum number of people: 40

Bring your lawn chairs and tables to enjoy an enchanting evening filled with music and tales from artists Ben Wright and Aaron Dorfman.

The event will feature sumptuous charcuterie, a Mediterranean-inspired dinner, and delectable homemade desserts. To quench your thirst, we will serve a specialty cocktail, along with wine, beer, and soft drinks.

About the Musicians:

Banjoist Ben Wright is the founding member of the longtime Chicago bluegrass powerhouse Henhouse Prowlers (performing at Ravinia this summer) and its non-profit arm, The Bluegrass Ambassadors.

Guitar player Aaron Dorfman is a performer and music educator, and former member of the Prowlers.

Both have performed all over the US and Europe at clubs and music festivals, sometimes for thousands of people. They had the incredible opportunity to work with the US State Department and travel to countries like Saudi Arabia, United Arab Emirates, Kenya, Uganda, Kyrgyzstan, Pakistan and Russia to perform for dignitaries, ambassadors and local musicians alike.

Date: Saturday, September 27, 2025

Time: 4:30 PM - 7:30 PM

Location: 1232 & 1240 Forest Ave, Evanston

Maximum number of people: 40

Imagine a vibrant and dynamic progressive cocktail party where each stop takes you to a different corner of the globe, with each home offering a unique culinary and drink experience tied to a specific country. The party is designed as a journey through different cultures, each home representing a different nation's food, drink, and ambiance.

Date: Wednesday, September 10, 2025

Time: 6 PM - 9 PM

Location: 1307 Chicago Ave., Evanston

Maximum number of people: 60

You'll have a "ball" with your friends at our bocce party at Union Squared in Evanston. Don't know how to play? We'll show you! Pizza, salad, prizes and a celebratory drink included. You won't want to miss this outing!

Date: Saturday, June 28

Time: 6 PM - 10 PM

Location: 2103 Lincoln St.

Maximum number of people: 24

Join us for an exciting Scavenger Hunt evening at the home of Kim and Aaron Stanton in Evanston. We'll kick off with a Tequila Happy Hour to get everyone energized, followed by an hour-long scavenger hunt. Make sure to dress for the weather -- rain or shine the quest will go on. After a night filled with laughter, we'll gather for a delicious taco dinner and announce the winners.

Date: Wednesday, July 16, 2025

Time: 6:30 PM - 9:30 PM

Location: 61 E. Banks, Chicago

Maximum number of people: 40

Join us for a delightful evening with friends, as you sip on cocktails and indulge in delicious appetizers while enjoying spectacular views of Lake Michigan from the Irwin's Gold Coast rooftop lounge on Lake Shore Drive. The night will culminate in a magnificent fireworks display from Navy Pier. This event is bound to sell out quickly, so be sure to sign up soon!

Date: Saturday, June 21, 2025

Time: 10:30 AM - 1:30 PM

Location: 1037 Hinman Ave., Evanston

Maximum number of people: 10

Cooking class with Food Editor and Writer, and former WCE President, Julie Chernoff. The session will feature a blend of demonstrations and hands-on teaching. Afterward, we'll enjoy a delightful three-course lunch paired with wine. This highly sought-after party is bound to fill up quickly!