Events

Join us Saturday, October 24 from 11am–6pm for a free day celebrating everything that howls, barks, and meows! Bring your leashed pup, grab a glass of wine, and enjoy our patio and grounds. From 1–4pm, meet the Monroe County Humane Association, The Cat's Closet, and the COMPARE Lab in our gardens, where some may bring adorable animals along. A donation to the Humane Society gets your dog a paw print canvas keepsake while supplies last. Sample wine paired with dog treats from Bone Appetit Bakery for Dogs along our three-stop Wine & Wag Tasting Trail, and pick up cookies and dog treats from Baked of Bloomington. At 3pm, registered pups will strut the stage in our Dog Costume Contest, and costumed humans are encouraged too! Entry is free, but advance registration is required. The winner takes home a prize pack of pet supplies. Dogs are welcome all day if leashed and under control. No purchase required. Come raise a glass to our furry friends!

Cozy up, Bloomington — it's time to break out your best flannel and soak in leaf peeping at its finest. Flannels & Flights Weekend trades summer patio vibes for crackling fires, golden hillsides, and the coziest wine weekend of the season. The grounds are at peak fall color — the perfect backdrop for your best shot yet. Layer up, grab your flannel, and come find your golden hour. What's in Store Stroll the grounds for leaf peeping at its finest, with Southern Indiana's best fall color as your backdrop — bring your camera, because this is prime Instagram territory. Our Apple Pie Frosé is back, frozen, spiced, and made for sipping on a crisp fall afternoon. S'more season is here too, enjoyed two ways: settle in for our fan-favorite tableside s'mores, or grab a s'more kit to enjoy out on the grounds — fireside or fireside-adjacent, there's no wrong way to get your fix. Cool off with buckets of cider, on special and made for sharing while you soak in the color. And live music with Black Orchid sets the mood on the patio from 3–5pm for a perfect fall afternoon. Wear your coziest flannel, bring your people, and settle in for an afternoon built for crisp air, warm fires, and good wine.

Toast game day at Oliver Winery before IU takes on Ohio State! Enjoy happy hour specials from 4-5:30pm, including but not limited to: BOGO half-off flights, 25% off charcuterie boards, and limited-time Cream & Crimson mix-and-match flights! Join us for free trivia on the patio from 4-5:30pm, hosted by the one-and-only Hambone's! Grab your crimson and cream. Go Hoosiers!

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!

Toast game day at Oliver Winery before IU takes on Minnesota! Enjoy happy hour specials from 4-5:30pm, including but not limited to: BOGO half-off flights, 25% off charcuterie boards, and limited-time Cream & Crimson mix-and-match flights! Join us for free trivia on the patio from 4-5:30pm, hosted by the one-and-only Hambone's! Grab your crimson and cream. Go Hoosiers!

Toast game day at Oliver Winery before IU takes on USC! Enjoy happy hour specials from 4-5:30pm, including but not limited to: BOGO half-off flights, 25% off charcuterie boards, and limited-time Cream & Crimson mix-and-match flights! Join us for free trivia on the patio from 4-5:30pm, hosted by the one-and-only Hambone's! Grab your crimson and cream. Go Hoosiers!

Toast game day at Oliver Winery before IU takes on State-Rival Purdue! Enjoy happy hour specials from 4-5:30pm, including but not limited to: BOGO half-off flights, 25% off charcuterie boards, and limited-time Cream & Crimson mix-and-match flights! Join us for free trivia on the patio from 4-5:30pm, hosted by the one-and-only Hambone's! Grab your crimson and cream. Go Hoosiers!