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Events

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

Home Game Happy Hours: Hoosiers in Hollywood (IU versus USC)

November 13th 4-5:30pm
Free admission

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!

Ornament Decorating Class with Board & Brush Bloomington

Sunday, Nov. 22, 2026 | 4-6pm
$35 per person plus tax

Let your creativity sparkle this holiday season at Oliver Winery! Join us for a festive afternoon of sipping, painting, and creating with Board & Brush Creative Studio. With a little paint, a glass of wine, and a sprinkle of holiday magic, you'll transform five charming wooden ornaments into keepsakes to treasure or share. Your ticket includes five pre-stained, approximately 4-inch round wooden ornaments, all necessary paint and supplies, and a complimentary glass of wine for guests 21+. The Board & Brush team will be on hand to offer guidance, answer questions, and help bring your holiday creations to life. No artistic experience needed—just bring your holiday spirit and let your creativity shine! When registering, choose your favorite stencil collection: Woodland Animals, Santa & Snowflakes, Whimsical Trees, or Patterns. A little wine, a little creativity, and a whole lot of holiday magic await!

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Home Game Happy Hours: The Old Oaken Bottle (IU versus Purdue)

November 27th 4-5:30pm
Free admission

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!

Oliver Winery at the Indiana Uplands Winter Wine Market 2026

Saturday, Dec. 5th | 12-5pm
$35 per person

Oliver Winery is a proud member of the Indiana Upland Wine Trail. Come see us at the Brown County Art Gallery and sample some of Oliver's finest at the coziest holiday shopping event of the season! Your ticket includes unlimited sampling of over 8 local wineries, a souvenir wine glass, and a bottle tote bag.

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Sip, Snip, and Spruce: Build-Your-Own-Wreath Class with The Seedlings

Saturday, Dec. 12th | 12-1:30pm
$80 per person plus tax

Get ready to gather, create, and let your creativity bloom at Oliver Winery with The Seedlings Flower Truck! Join Laura and her team for a hands-on wreath-making experience where you'll design your own deluxe dried floral wreath using beautiful, everlasting natural materials. From delicate textures to rich, organic colors, you'll create a one-of-a-kind piece designed to bring a little beauty into your home for years to come. Laura and her team will guide you through the process with hands-on instruction, helpful tips, and plenty of creative inspiration along the way. Your ticket includes all materials needed to create your wreath, personalized instruction from The Seedlings team, and a complimentary glass of wine for guests 21+. Hosted in the charm of Oliver's historic cellar, this intimate workshop is the perfect opportunity to slow down, get creative, and enjoy an afternoon surrounded by beautiful blooms and good wine. Space is limited to just 15 guests, so be sure to reserve your spot early!

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Oliver Winery Sips & Sushi: A Sushi Rolling Class with Sushi Boss

Sunday, Dec. 13th | 4-6pm
$55 per person plus tax

Roll up your sleeves and get ready to roll at Oliver Winery with Sushi Boss! Whether you're a sushi lover or a first-time roller, this hands-on experience is the perfect opportunity to learn something new, get creative, and enjoy a delicious afternoon. You'll start with the basics by learning to make a refreshing cucumber roll before diving into three Sushi Boss favorites: California, Crunchy, and Wicked Spicy Tuna. Vegetarian options are also available! Your ticket includes step-by-step instruction from the Sushi Boss team, all necessary sushi-making supplies, four freshly prepared rolls to enjoy, and a complimentary glass of wine for guests 21+. Learn professional rolling techniques, discover new flavors, and enjoy the delicious rewards of your own creations. It's the perfect pairing of good wine, great food, and a little culinary adventure!

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