MidloConnect Ugly Christmas Sweater Celebration 2026
Cassaro Winery hosts this holiday gathering featuring live entertainment, charcuterie and prepared food, and an Ugliest Christmas Sweater Contest. Guests can browse a mobile silent auction, visit a holiday photo experience, and enjoy winery beverages. An optional ticket upgrade adds a 30-minute guided tasting of up to five wines.
What to Expect
Winery holiday gathering featuring an ugly sweater contest and silent auction
Event Details
Ages
21+
Timed Entry
No
Organizer
Rose Gold Realty Team LLC
Food & Drink
Paid admission includes charcuterie and prepared food, plus two drink tickets for Cassaro wine or nonalcoholic beverages; the optional tasting upgrade adds a guided tasting of up to five wines.
Local Insight & Ratings
Family Friendly
Best For
Adults who enjoy holiday parties and wine
Vibe
Festive and social
Energy Level
Moderate
Budget
$$$
Photo Friendly
High
Weather Sensitivity
Moderate
Location
Know Before You Go
Tips & Advice
- Choose a tasting ticket when purchasing if you want the guided wine tasting; tasting groups are limited and must be selected at checkout.
- Wear an outrageous Christmas sweater to take part in the Ugliest Christmas Sweater Contest.
- Plan to use your two included drink tickets for Cassaro wine or nonalcoholic beverages at the bar.
- Buy or transfer your ticket before sales close on December 5; tickets are nonrefundable but can be transferred to another guest.
- Bring photo identification showing you are at least 21, as minors will not be admitted.
Special Events & Promotions
- Optional Celebration + Wine Tasting ticket adds a 30-minute guided tasting of up to five wines; limited to four groups of 25, with a tasting time selected at purchase.
- The 2026 Ugliest Christmas Sweater Contest winner will be announced.
Quick Actions
Frequently Asked Questions
Who can attend, and what should I wear?
This is a 21-and-over event, and guests are invited to wear their most outrageous Christmas sweater for the contest.
What food and drinks are included?
Paid admission includes access to the event food and two drink tickets for Cassaro wine or nonalcoholic beverages. Charcuterie and prepared food will be available.
What can guests do during the celebration?
There will be live entertainment, an Ugliest Christmas Sweater Contest, a mobile silent auction, a holiday photo experience and time to enjoy the winery.
Can I add a wine tasting to my admission?
Yes. A separate ticket option adds a guided tasting of up to five wines. Tasting tickets are limited to four groups of 25, and you must select a group when purchasing.
Can I transfer my ticket if I can’t attend?
Tickets are nonrefundable but may be transferred to another guest. Ticket sales close on December 5.
More Christmas Events near DeSoto
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