We like to host a variety of events at the winery. From game nights to wine pairing dinners our unique events make us one of Wisconsin’s best wineries to visit. Our events calendar is jam-packed with exciting events to fill your week with wine and fun. Select a day you are hoping to visit to see what’s happening or search in the keyword bar to look for cookie decorating classes, yoga, crafting, and other great experiences.
Get ready for another unforgettable day at Speakeasy on The Hill! 
Our cocktail truck is back and better than ever, serving up the finest craft cocktails that are as Instagrammable as they are delicious. 
Whether you’re a cocktail connoisseur or just looking for a fun way to spend your day, this is […]
Nothing beats an afternoon of live music, and we've got something special lined up just for you! Join us on October 27th from 2:00pm-4:00pm as the incredible Mason Howard takes the stage. From soulful ballads to upbeat jams, Mason's performance promises to be an unforgettable experience. Whether you're a die-hard fan or discovering […]
Sign up by October 14th to secure your spot! 
Indulge in a night of elegance and flavor! Join us on October 29th from 6:00pm-7:00pm for our next unforgettable pairing event: Macaroons & Wine! 
Imagine the delicate sweetness of a perfectly crafted macaroon melting in your mouth, beautifully complemented by the rich, complex notes […]
Calling all ghouls, goblins, and wine lovers! 
Join us on October 31st at Timber Hill Winery for a Halloween Costume Party you won't forget! From 4pm-7pm, we're transforming our winery into a spook-tacular haven of costumes, laughter, and incredible wine. For just $10 a ticket, indulge in your very own blood bag filled […]
This holiday season, let’s come together for a cause that’s close to our hearts! From November 1st to November 30th, we’re partnering with the Humane Society of Southern Wisconsin to support our furry friends in need. 
Here's how you can help: Bring in any donation from their wish list, and you’ll get the […]
Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. We've elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and […]
Get ready for an unforgettable evening of fun, laughter, and a little friendly competition at Wineo Bingo Night! Join us for a fabulous night out where your love for bingo meets your passion for wine, all in support of a fantastic cause – KANDU! 
Each donation you make to play goes directly towards […]
Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. We've elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and […]
Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. We've elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and […]
Escape to Timber Hill Winery this weekend for an unforgettable afternoon filled with the enchanting tunes of the incredibly talented Tim O’Grady! Imagine sipping on your favorite glass of wine, surrounded by breathtaking vineyard views, as Tim serenades us with his soulful melodies. 
Whether you're a fervent music lover, a wine enthusiast, […]
Sold out! 
Cozy up, crafters! Are you ready to wrap yourself in warmth and creativity? Join us on a magical journey into the world of knitting, where we’ll unravel the secrets to crafting your very own chunky knit blanket! 
Whether you’re a seasoned knitter or just starting, this is your chance to create […]
Calling all book lovers! 
We're thrilled to invite you to our monthly Book Club, where we embark on exciting literary journeys and share our passion for reading. Whether you're a seasoned bookworm or just starting to explore the magic of books, our club is the perfect place to connect with fellow readers and […]
Calling all Golden Girls fans! Do you know your Rose from your Blanche, your Sophia from your Dorothy? It's time to put your knowledge to the ultimate test! Join us for an unforgettable evening of Golden Girls Trivia on November 8th from 6:00pm to 7:00pm. Whether you're a die-hard fan or just love […]
Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. We've elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and […]
Calling all cocktail lovers and adventure seekers! Today is the day to make your way to Speakeasy on The Hill, where our iconic cocktail truck is back and ready to serve up an unforgettable experience. We've elevated our craft cocktails to new heights, blending flavors that are both mesmerizing to the tastebuds and […]
Get ready to deck the halls (or at least your front door) in the most festive way possible! We're teaming up with the fabulous Beau's Crates and Crafts to bring you a Holiday Door Hanger Class that’s sure to jingle your bells! 
Join us as the incredibly talented Claudine leads us through a […]
Get ready to laugh until your sides hurt and indulge your taste buds with the finest delights! Join us for another unforgettable night of Comedy, where the jokes are as smooth as the wine and the food is nothing short of a gourmet adventure. 
Whether you're a seasoned comedy aficionado or just in […]
Get ready for an unforgettable evening of fun, laughter, and a little friendly competition at Wineo Bingo Night! Join us for a fabulous night out where your love for bingo meets your passion for wine, all in support of a fantastic cause – KANDU! Each donation you make to play goes directly towards […]
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
Get ready to groove and feel the rhythm! 
Join us on November 17th from 2:00pm to 4:00pm for an unforgettable afternoon of live music with the incredibly talented Bryan Piper. Whether you're a die-hard music lover or just looking for a relaxing way to spend your Saturday, this event promises to hit […]
Uncork the mysteries of the universe with us at Timber Hill Winery! We're beyond excited to welcome back the extraordinary Psychic Readings by Brandi! Mark your calendars and be ready to sign up at 2:45pm sharp, as it's first come, first serve! For just $25, embark on a journey into the unknown and […]
Get ready to flex your TV knowledge for a purr-pose that matters! Join us as we team up with the amazing Misfit Felines non-profit for a trivia night that's going to be the cat's meow! 
We're diving into all your favorite Thanksgiving episodes from iconic shows like New Girl, Grey's Anatomy, Friends, and […]
Join us at Timber Hill Winery for our Holiday Hunt Market on the opening weekend of deer hunting season! This unique vendorless market lets you browse an array of carefully curated Holiday gifts, from jewelry and dog gifts to baked goods and other festive surprises—all available for a quick and easy checkout in the comfort […]
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
Get ready to sleuth and solve, because the plot thickens on November 23rd at the Home for the Holidays Murder Mystery! 
Step into a world where intrigue and suspense come alive, and YOU become the main character in a thrilling tale of whodunit. Gather your fellow detectives and let your curiosity lead the way […]
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
Join us at Timber Hill Winery for our Holiday Hunt Market on the opening weekend of deer hunting season! This unique vendorless market lets you browse an array of carefully curated Holiday gifts, from jewelry and dog gifts to baked goods and other festive surprises—all available for a quick and easy checkout in the comfort […]
Sip, Savor, & Sway with Us! Mark your calendars and get ready to unwind with us at Timber Hill Winery on November 24th! We're thrilled to host the incredibly talented Bill Conway for an afternoon of live music that will have you tapping your feet and swaying to the rhythm from 2:00pm […]
Ready to unleash your inner artist? Join us for another unforgettable paint and sip experience with the incredibly talented Annie from Vannie Gogh! 
Whether you're a seasoned painter or picking up a brush for the first time, Annie will guide you step by step as we create a stunning masterpiece featuring a beautiful […]
Get ready for an unforgettable evening of fun, laughter, and a little friendly competition at Wineo Bingo Night! Join us for a fabulous night out where your love for bingo meets your passion for wine, all in support of a fantastic cause – KANDU! Each donation you make to play goes directly towards […]
** Parking Lot Tailgate Party at 9 AM** Celebrate Small Business Saturday with us at Timber Hill Winery! Join us for a day filled with joy, community, and incredible deals as we honor the spirit of small businesses. This special day is all about supporting local gems like ours, and we’re pulling out all the stops […]
Step back in time and sip in style at Speakeasy on The Hill! Join us every Saturday and Sunday as we shake up the weekend with the most exquisite craft cocktails in town. Whether you're a cocktail connoisseur or just looking for a unique way to unwind, our hidden gem promises an unforgettable experience. Our mixologists […]
If you are looking for an event that is not listed on our calendar or have questions please send us an email at events@timberhillwinery.com.
