Twisted Trail Winery

10/20/2026

🎃 TRICK OR TREAT YOURSELF THIS HALLOWEEN! 🍷

🍫Who says Halloween candy is just for kids?

Join us at Twisted Trail Winery on Saturday, October 31, from Noon to 8:30 PM for a little grown-up Halloween fun! 👻

🍷 HALLOWEEN W**E & CANDY FLIGHTS!

We’re pairing four of our w**es with four classic Halloween candies for a tasting experience that’s a little sweet, a little spooky, and a whole lot of fun!

🍎 TWISTED HOT APPLE C***R!

Apple c***r with a grown-up twist! We’re blending warm, spiced apple c***r with our very own Twisted Trail w**e for a deliciously cozy fall treat.

👻 COSTUMES ENCOURAGED & PRIZES TO BE WON!

Come dressed in your Halloween best! We’ll be awarding prizes for the best costumes, whether you’re spooky, creative, hilarious, or completely over the top!

And yes, recycled costumes are absolutely welcome! 😂 Still have that Mrs. Roper caftan? Or a Dolly Parton wig that hasn’t quite recovered from its last night out? 💃🏻 WEAR IT AGAIN!

Around here, we believe in getting your money’s worth out of a good costume. Besides, Mrs. Roper and Dolly Parton showing up together sounds like the beginning of a very interesting Halloween party!

🔥 FIRESIDE FUN!

Our fire tables, fire pit, and outdoor fireplace will be ready, along with our Fireside S’mores Kits!

🎃 HALLOWEEN AT TWISTED TRAIL W**ERY

📅 Saturday, October 31
🕛 Noon–8:30 PM
📍 150 Twisted Trail | Fillmore, IL

No tickets needed. Just come ready for a little Halloween fun!

Come for the w**e. Stay for the laughs. Let’s make Halloween a little more TWISTED!

10/19/2026

🍷 What a fantastic weekend at Twisted Trail Winery! 🍂

A huge THANK YOU to everyone who came out and spent part of your weekend with us!

We also want to give a special shoutout to the wonderful people who helped make it so memorable!

📚 Jim Marcacci for joining us to share the fascinating local history behind Benld and the Booze Gang. We loved having you!

🎶 Lauryn Miller and Tony Hicks for keeping the good vibes going with fantastic live music all weekend!

Curbside Cravings and Twist & Fry for serving up delicious food and keeping everyone well-fed!

And, of course, to all of YOU who stopped by for w**e, music, food, conversation, and a little relaxation in the country. ❤️

Whether you’re a familiar face or visiting us for the first time, we appreciate every single one of you.

We’re more than just a place to enjoy a glass of w**e. We’re a place where friends gather, stories are shared, and memories are made.

Thank you for making Twisted Trail part of your weekend! Until next time, cheers! 🍷

10/18/2026

Twist and Fry is here! Come out and get you some supper!

Tony Hick will be playing from 4-7.

Come and spend a relaxing evening with us!

10/18/2026

🍷💔 Some love stories just aren’t meant to last forever…

There was laughter. Romance. Long walks on the beach. Candlelit dinners. And dance moves that were questionable at best. 💃

Through it all, Sweet Vignoles was there.

But unfortunately, inventory had other plans. 😭

Our beloved Sweet Vignoles is almost gone, and we’re preparing for a very emotional goodbye.

If this w**e has a special place in your heart (or your w**e rack), stop by Twisted Trail Winery and grab a bottle before it’s too late!

🍷 And while one chapter is coming to an end, a NEW w**e release is on the horizon. Stay tuned!

Sweet Vignoles, you will be missed. Especially your ability to make us think we can sing. 🎤😂

10/18/2026

🍷 IT’S SUNDAY FUNDAY AT TWISTED TRAIL! 🎶🍂

Looking for something to do today? We’ve got your Sunday lineup covered!

🎸 LIVE MUSIC | TONY HICKS | 4–7 PM
Classic country, today’s country hits, and a little classic rock! Tony’s back to keep the good vibes going all afternoon.

🍟 FOOD TRUCK | TWIST & FRY | 2–8 PM
Come hungry! From pulled pork nachos and crispy fries to fried pickles, cheese curds, and deep-fried sweet treats, there’s plenty to tempt your taste buds!

🍷 W**E STARTS FLOWING AT NOON!
Grab your favorite Twisted Trail w**e, find a cozy spot, and soak up those beautiful fall vineyard views.

📍 Twisted Trail Winery
150 Twisted Trail, Fillmore, IL

🍁 Great w**e. Live music. Delicious food. And absolutely no reason to spend Sunday on the couch!

Tag your Sunday crew and come hang out with us! 🍷🎶

**ery **etime 🍁

10/17/2026

Come out and hear Lauryn tomorrow!

🍂🍷 A PERFECT FALL EVENING AT TWISTED TRAIL W**ERY! 🍷🍂

☀️ Sunshine, beautiful fall scenery, amazing w**e, and LIVE MUSIC! What more could you ask for? 🎶

Join Nashville singer-songwriter Lauryn Miller for a relaxing afternoon at the beautiful Twisted Trail Winery!

🎶 Lauryn Miller — LIVE
📅 Saturday, October 17
⏰ 4:00–7:00 PM
📍 Twisted Trail Winery
150 Twisted Trail, Fillmore, IL

🍷 Grab your friends, sip some amazing w**e, enjoy the gorgeous fall setting, and soak up one of those beautiful autumn days we don't get many more of this year!

🍁 Make some plans, enjoy the sunshine, and come hang out with Lauryn! ❤️🎸

10/16/2026

🚨 LAST CALL FOR SILENT AUCTION DONATIONS! 💗

Our sold out Mrs. Roper Romp is NEXT FRIDAY, October 23, and we’re making one final push for donations to our silent auction!

This event is about more than fabulous caftans, big hair, and a night of laughter. It’s about coming together to support women and families right here in our community who have been affected by breast cancer.

💗 All ticket proceeds and silent auction proceeds will benefit the Montgomery County Breast Cancer Support Group.

We’re looking for local businesses and individuals who would like to contribute! Gift certificates, gift baskets, products, services, or anything fun and fabulous would make a wonderful auction item.

🛍️ Donations can be dropped off at Twisted Trail Winery THIS WEEKEND!

Winery Hours: Friday 4-8:30pm, Saturday and Sunday 12-8:30pm.

📍150 Twisted Trail, Fillmore, Illinois

Every donation, big or small, helps us make a difference. And with two members of our own w**ery family being breast cancer survivors, this cause is especially close to our hearts.

Let’s show what our little community can do when we come together! 💕

Please share this post and help us spread the word. Thank you to everyone who has already stepped up to support this special evening!

10/15/2026

🍂 Who’s excited for SWEATER WEATHER?! 🍷🔥

Tomorrow’s forecast is calling for a high of just 54°, and we think that sounds like the perfect excuse for a cozy evening at Twisted Trail Winery!

Grab your favorite sweater, gather your friends, and join us for GAME NIGHT! 🎲

Picture this: a glass of your favorite w**e, the warmth of the fire table, crisp fall air, and a little friendly competition. 🍷🔥

And if you’re craving something sweet, we’ve got our Fireside S’mores Kits ready for you!

Cool weather. Warm fires. Good w**e. Great company.

Sounds like a perfect Friday night to us! 🍁

📍 Twisted Trail Winery
🕓 Friday | 4–8:30 PM