Visit Milton

09/04/2026

09/03/2026

Across the Street Bar & Grill has something happening just about everyday, along with weekly food specials like pulled pork, comfort food, and Friday fish fry!

➡ September 5 | Music by David Biskobing
➡ September 11 | Music by Mr. E
➡ September 18 | Comedian Brooks Sullivan
➡ September 19 | Themed Sing it, Sister: Roarings 20s, 30s, & 40s
➡ Every Tuesday | Euchre
➡ Every Thursday | Bingo
➡ Everyday | Golf Driving Range

Visit their page to learn more!
📸 Across the Street Bar & Grill

09/02/2026

The Milton Area Chamber of Commerce is bringing the Junction Function BBQ Battle & Bake-Off to Merchant Row later this fall on Saturday, October 17!

Come hungry for an afternoon of BBQ, baked goods, food, live music, a beer garden, bags tournament, raffles, and plenty of friendly competition.

Think your BBQ or baking has what it takes? Competitor registration is also open with cash prizes up for grabs!

www.facebook.com/share/19XQLMxbKb/

09/01/2026

Experience the Milton House Museum after dark at one of their most popular events of the year! Book your time slot for the guided Twilight Tours on September 19.

Meet historic guests, hear their stories, and journey through the underground passage lit only by candlelight. Add on a wine tasting with Rubber Ducky Winery to complete your night! 🍷🕯️

Book your tickets here: https://tools.signupgenius.com/c/milton-house-twilight-tours-2026/items

08/31/2026

Enjoy a lovely evening on The Gathering Place Gathering Green with Nauti Nauti on Thursday, September 3! The concession stand and bar will be open starting at 5:30 PM and the music starts at 6:30 PM. 🎶

www.tgpmilton.com/events

08/28/2026

Timber Hill Winery is welcoming fall with events all month long like:

🍁 September 4, 18 | Wineo Bingo
🍁 September 5 | Behind the Vines
🍁 September 5, 6, 13, 20 | Live Music
🍁 September 10 | Book Club
🍁 September 11 | Pub Trivia
🍁 September 12 | Annual Fish Boil
🍁 September 15 | Snuffle Mat Workshop
🍁 September 17 | Fields of Flavor
🍁 September 23 | Tarot Readings with Brandi
🍁 September 25 | Gilmore Girls Trivia
🍁 September 27 | Bouquets & Brunch
🍁 September 30 | Cookie Cake Decorating

https://timberhillwinery.com/events/
📸 Full Spectrum Photography

08/27/2026

It's finally apple season! Hawk's Orchard & Farm is opening up for their fall season THIS WEEKEND on Saturday, August 29 & Sunday, August 30 from 9 AM-4 PM.

Find freshly picked early apple varieties like Gingergold, Zestar, and Premier Honeycrisp along with favorites like warm apple cider donuts, fruit turnovers & pies, loaded floats & cider slushies, and homemade apple crisp.

Hawk's Orchard accepts cash & checks.
📍 9034 N Serns Rd, Milton, WI

08/26/2026

Whether you're looking for a classic supper club, pizza to-go, a wine and bingo night, or family breakfast out, Milton has so many delicious dining options!

📍 Marys Cafe; Fredrick's Supper Club; Mike's Mr. Pizza
📸 Full Spectrum Photography

08/25/2026

We're just a little over a month away from Milton House Museum's Signature Event on Saturday, September 26!

This annual fundraising event at the Janesville Performing Arts Center is bringing a night of inspiring performances and meaningful storytelling to our area.

The evening will start off with the Ko-Thi Dance Company of Milwaukee, followed by a special performance from the world-renowned Fisk Jubilee Singers of Fisk University in Tennessee.

Get your General Admission or VIP tickets to support one of Wisconsin's most significant historic landmarks while enjoying an incredible night of music and culture!

Wisconsin's only certified Underground Railroad site open for tours A National Historic Landmark

08/24/2026

Timber Hill Winery's incredibly popular annual fish boil is happening in just a couple weeks on September 12!

Your ticket includes a delicious dinner of fresh salad, fish with potatoes & onions from the traditional Wisconsin boil-over, honey BBQ chicken, salted rye bread, and desserts like an apple square and s'mores bar surrounded by live music and your favorite Timber Hill Winery wines.

Get your tickets here: https://timberhillwinery.square.site/