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Sip Into Spring with Oliver Winery

April 22nd, 2026
Posted In:Latest News
Image of Oliver Winery during Spring

Spring is in full swing at Oliver Winery, and we're celebrating the season with a lineup of events designed to bring people together. From hands-on workshops to live music and wine club exclusives, there's something for everyone this spring.

Fresh Air Fridays: Every Friday through August, starting April 24th!

Fresh Air Fridays is our way of kicking off the spring and summer season, with a variety of fun and engaging activities ranging from trivia and music bingo, to line dancing and calligraphy classes – plus more! During Fresh Air Fridays through August, we’ll be staying open late until 8:00pm. Whether you’re visiting to enjoy one of our main events, or visiting to enjoy the evening hours, we have a spot for you!
Take a peek at some of our Fresh Air Friday events taking place in April & May:

  • Sips & Flower Snips (April 24) – This hands-on floral workshop, hosted by The Seedlings Flower Truck, combining creativity, wine, and fresh flowers in a fun and relaxed setting.
  • Uncorked Trivia Night (May 1) – Hosted by the legendary Hambone's Trivia, the Indianapolis-based crew known for high-energy games, clever questions, and just the right amount of friendly chaos, this dynamic event is sure to be a blast. Prizes will be awarded for the winning team!
  • Tiles & Tastings Mahjong (May 15) – Calling all mahjong enthusiasts! A night of tiles, laughs, and just enough competitive energy to keep things interesting, this event hosted by Mahj in Bloom will kick off with a quick strategy session before jumping into the fun.
  • Boots & Bottles Line Dancing (May 22 and 29) – Dust off your boots for a night of line dancing on the scenic lower patio at Oliver Winery. Your ticket includes a line dancing lesson with Carla Willis from Mike’s Dance Barn and one complimentary glass of wine.

Toast to Spring: A Patio Spritz Party! Thursday, April 30, 7-9pm

This exclusive event for Oliver Wine Club Members invites you to be the first to sip our newest releases: fresh, vibrant, and made for sunshine. We’ll set the vibe with the smooth sounds of Another Round a cappella, plus a variety of curated experiences designed for you to wander, sip, and soak it all in. During this event, we will also be accepting donations for Healing Hands Bloomington as part of their Hygiene Drive.

Corks + Caps – IU Graduation Weekend: Friday, May 8 - Saturday, May 9

Join us in celebrating the graduating class of 2026 with this lively, open-house style event. Guests can enjoy live music, photo opportunities, local vendors, and an IU-themed lounge—all set across our scenic grounds. We will also have tasting stations featuring our new spritz wines!

Mother’s Day Celebration: Sunday, May 10

Celebrate Mom with a stroll through Oliver’s stunning property, featuring a live harpist, beautiful photo opportunities, and a permanent jewelry vendor. Get creative at our DIY wine charms station, then gather together over delicious brunch boards and sparkling sips from our festive mimosa bar. The Seedlings Flower Truck will also be onsite offering beautiful pre-wrapped bouquets for a limited time.