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Events

Life is worth celebrating! We host events year-round at our winery tasting room. 
Hope to see you soon!

Oliver Winery Tail Gate and Wine Event

Home Game Weekends: Tailgate Tasting

Football Home Game Weekends
$25.92 per person

Tailgate Tastings is here! Enjoy five wines paired with five tailgate favorites at Oliver Winery, a seated, reserved experience with limited dates and availability. Fixed menu, no substitutions. Come hungry, come thirsty, bring your game face. Every taste is a win!

Reserve here
Oliver Winery Home Game Happy Hour

IU Home Game Happy Hour: Southern Social (IU v. Western Kentucky)

Sept 18 4PM-6PM

Toast game day at Oliver Winery before IU takes on Western Kentucky! Enjoy happy hour specials, BOGO flights, yard games, and Southern Social Trivia (bourbon, barrels, derby!) with Hambone's, 4-6pm. Ticketed Tailgate Tastings also available. Grab your crimson and cream. Go Hoosiers!

Oliver Winery Home Game Happy Hour

IU Home Game Happy Hour: Smarty Party (IU v. Northwestern)

Sept 25 4PM-6PM
Free

Toast game day at Oliver Winery before IU takes on Northwestern! Enjoy happy hour specials, BOGO flights, yard games, and trivia with Hambone's, 4-6pm. Ticketed Tailgate Tastings also available, limited space. Grab your crimson and cream. Go Hoosiers!

Guests stomp grapes in wooden barrels on a sunny deck at the Oliver Winery Grape Stomp Championship, with a row of pumpkins and gourds lining the stage.

2026 Grape Stomp Championship

Saturday, October 3 | 3-5pm
Free admission, $100 to compete
4 people/team

Grape Stomping Competition: teams of 4, two rounds, one winner-take-all championship. Champions win a hot air balloon ride. $25/person or $100/team, 21+, includes wine and a souvenir glass. Only 8 team spots. Free to watch: live music 3-5pm, food trucks, wine specials. Rounds at 3:30, 4:30 and 5pm.

Reserve your team's ticket here

Tiles & Tastings with Mahj in Bloom (October)

Sunday, October 18 | 3-5:30pm
$43.49 per person

Tiles & Tastings is back at Oliver Winery! Join Mahj in Bloom for two rounds of American Mahjong open play, wine in hand. Ticket includes a complimentary glass of Oliver wine. Not a lesson, players should know the rules and bring their own 2026 NMJL card. Grab your glass and let's Mahj!

Get your ticket
A small white dog in a yellow bear costume sits inside a red and yellow honey pot on a Radio Flyer wagon at an outdoor pet costume contest.

2026 Howl-O-Ween

Saturday, October 4 | 12-6pm
Free admission

Howl-O-Ween is back at Oliver Winery! Bring your pup for dog costume contests, local rescue meet-and-greets, and fall vibes among the vines. Free admission, costume contest requires advance sign-up. Leashes on, costumes ready, see you and your best friend there! Check back soon for more info on register your furry friend for our dog costume contest.