Events

Trick-or-Treat! An Experience of Candy & Wine Pairings

One of our most popular pairings returns just in time for Indiana's beautiful autumn, complete with golden leaves and, of course, Oliver wines. Join us in our Original Tasting Room for a cozy and immersive tasting experience, where you'll be guided through delightful pairings of your favorite childhood candies with our expertly crafted wines. Our knowledgeable team members will lead you through this unique journey, highlighting the nuances of winemaking and how each wine complements the selected treats. This special event will be offered during the weekends, from October 2nd through October 31st.

Reservations are required, and space is limited.
Price includes a souvenir wine tumbler.

Roll up your pant legs and rally your crew — it's time to get down and dirty (and delicious) at Oliver Winery's Annual Grape Stomp Championship!

Grab three friends, family members, or coworkers and form a team of four for an afternoon of barefoot bragging rights. Real grapes, real competition, real juice — this is a timed contest where every stomp counts. Four teams battle it out in each of two preliminary rounds, with players taking turns crushing grapes to see who can extract the most juice before time runs out. The top teams advance to a winner-take-all championship round to crown this year's Grape Stomp Champions.

While you wait for your turn in the barrel, kick back with live music from Tege Holt and grab a bite from our onsite food trucks. It's the perfect Saturday afternoon of good tunes, good food, and a little friendly competition.

The details:

Teams of four can register for $100. Champions will take home a prize package plus the ultimate grand prize: a hot air balloon ride with Bill Oliver himself, soaring over the vineyards that made your grapes famous.

Think your squad has what it takes to stomp your way to the top? Grab your team, wear your stompiest shoes (or none at all), and join us for a purple-stained afternoon you won't forget.

Important Info

In the event of inclement weather, the event will be canceled. We strive to provide a 24-hour notice for any event cancelations.
Ticket purchases are non-refundable except for inclement weather.

Mahjong, wine, and a little friendly competition? Yes please.
Join us at Oliver Winery for Tiles & Tastings, a lively afternoon of American Mahjong hosted by Mahj in Bloom. Grab a glass of wine, find your table, and get ready for an afternoon of tiles, laughs, and just enough competitive energy to keep things interesting.
We’ll play two rounds of open play with a short break to refresh your drink, switch tables, and meet fellow Mahjong lovers. Your ticket includes one complimentary glass of Oliver wine. Non-alcoholic options will also be available.
Please note: This is not a lesson. Beginners are welcome, but all players should know the rules and order of play for National Mah Jongg League American Mahjong and be ready to play independently. Guests should bring their own 2026 NMJL card.
Bring your game face, grab a glass, and let’s Mahj!

Fetch your favorite four-legged friend and head to the winery for a howling good time! Howl-O-Ween is back for a full day of fall fun, furry friends, and costumes cute enough to make you melt.

Bring your pup for an afternoon of dog-friendly activities among the vines, and say hello to some local rescues, shelters, and animal nonprofits who'll be onsite sharing all the ways you can help pets in need. Whether you're looking to adopt, donate, or just give out some extra belly rubs, there's a whole pack of good causes waiting to meet you.

The main event? Two rounds of dog costume contests, with sweet prizes for the best-dressed pups on the property. From pumpkins to pirates to full squad costumes, we want to see it all — so get creative and dress your dog to impress.

Don't want to enter the contest? Come hang out anyway! As always, well-behaved pups on leashes are welcome in our Main Tasting Room, patio areas, and gardens & grounds year-round — so swing by, sip some wine, and let your dog soak up the fall vibes with you.

The details:

Admission is free — come enjoy the crisp fall air, wine, and views all day long. To enter your dog in the costume contest, a quick sign-up via Google Form is required in advance, so reserve your pup's spot before it's a full house. The google form will be shared soon, check back here for updates.

Leashes on, costumes ready — we'll see you and your best friend at the winery!