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Upcoming Events

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

Thursday, November 20 - Thursday, December 18

TOYS FOR TASTINGS

TOYS FOR TASTINGS

'Tis the season!

Giving is contagious. Encourage others to give to families in need. Bring a new, unwrapped toy to our Tasting Room, and we'll thank you with a free tasting. (Limit of one free tasting session per guest.)

We're looking for: Toys for children ages 1 to 12 in original packaging, valued at $15 or more. Choose a toy you would give your own child, and give generously if you can! Please do not giftwrap your toy.

Tickets

Free tasting with toy donation

Location

Oliver Winery

Monday, December 1 - Wednesday, December 31

Private Winter Igloo Wine Experience December

Private Winter Igloo Wine Experience December

December-February only!

Cozy up in one of our Winter Igloos. Perfect for a private cozy space to enjoy Oliver Winery with friends, or for a unique date night. Our Igloos are available for parties of up to 6 guests. Each igloo comes with casual lighting and is heated. Igloos are available from November through March. Rentals are for 1.5 hours for your party size. Rentals do not include wine service. Wine service and food can be added at the time of booking. Due to the nature of this experience, all guests must be 21.

Rentals begin December 1st.

Tickets

$100 + tax

Location

Oliver Winery

Reserve Now! >
Thursday, January 1 - Saturday, January 31

Private Winter Igloo Wine Experience-January

Private Winter Igloo Wine Experience-January

December-February only!

Cozy up in one of our Winter Igloos. Perfect for a private cozy space to enjoy Oliver Winery with friends, or for a unique date night. Our Igloos are available for parties of up to 6 guests. Each igloo comes with casual lighting and is heated. Igloos are available from November through March. Rentals are for 1.5 hours for your party size. Rentals do not include wine service. Wine service and food can be added at the time of booking. Due to the nature of this experience, all guests must be 21.

Rentals begin December 1st.

Tickets

$100 + tax

Location

Oliver Winery

Reserve Now! >
Friday, January 23 - Sunday, January 25

Bloomington Freezefest | 2026

Bloomington Freezefest | 2026

January 23-25

Celebrate Bloomington’s signature winter celebration, Freezefest, with us the weekend of January 23–25. Join in the fun throughout town, then stop by the Oliver Winery Tasting Room for a cozy, festive experience.

Enjoy $5 Freezefest Flights, warm up with a glass of warm cider, or elevate your visit by reserving a private Igloo Experience for your group.Celebrate Bloomington's signature Winter Event!
Plan your Freezefest Weekend: Evebt Details https://www.visitbloomington.com/freezefest/with
To Reserve and Igloo:
https://www.cellarpass.com/business/oliver-winery?eventId=27872&book=true

Location

Oliver Winery/Switchyard Park

Sunday, February 1 - Friday, February 27

Private Winter Igloo Wine Experience-February

Private Winter Igloo Wine Experience-February

December-February only!

Cozy up in one of our Winter Igloos. Perfect for a private cozy space to enjoy Oliver Winery with friends, or for a unique date night. Our Igloos are available for parties of up to 6 guests. Each igloo comes with casual lighting and is heated. Igloos are available from November through March. Rentals are for 1.5 hours for your party size. Rentals do not include wine service. Wine service and food can be added at the time of booking. Due to the nature of this experience, all guests must be 21.

Rentals begin December 1st.

Tickets

$100 + tax

Location

Oliver Winery

Reserve Now! >
Friday, February 6 - Saturday, February 28

Chocolate Lover's Weekends 2026

Chocolate Lover's Weekends 2026

The Entire Month of February

Immerse yourself in a world of chocolate bliss as you embark on a guided tasting journey. Sample an array of exquisite chocolates, each crafted with precision and passion. From smooth milk chocolate to intense dark varieties, there's a flavor (and pairing) for every chocolate lover.

Be prepared for delightful surprises and giveaways throughout the event. From exclusive discounts to chocolate samples and more, every moment promises a sweet surprise.

Don't miss this chance to indulge in a world of chocolate decadence. Join us for Chocolate Lovers Weekends and let the sweet festivities begin!

Artisanal chocolates paired with a variety of Oliver wines

Tickets

$25.92 PP (includes tax)

Location

Oliver Winery

Reserve Now! >