Escape into an evening of atmospheric indie-folk with Northern Wisconsin’s own Brett Winters. Known for his introspective songwriting and "folkified" take on classics, Brett creates a soundscape inspired by the very lakes and pines that surround us. From reimagined hits to soulful originals, his music offers a deep, whimsical energy that is perfect for a Late Night Cocktail Hour. Pull up a chair, grab a craft drink, and let Brett’s "old soul" folk provide the perfect soundtrack to your night.

Reservations are not required, but highly encouraged as space does fill up.

An Agave Masterclass with Nosotros Tequila.

Tequila is more than just a cocktail base—it's a craft spirit with the complexity of a fine Scotch. On April 18th, join us at Bootleggers for an exclusive exploration of Nosotros Tequila, winner of 'Best Tequila' at the San Francisco World Spirits Competition.

Move beyond the Margarita. We will guide you through crafting three spirit-forward cocktails. Each cocktail is served alongside a curated small-plate pairing designed to highlight the additive-free botanicals of the spirit. Limited to 22 seats to maintain an intimate, educational environment.

Stay after the class to enjoy live music starting at 7:00 PM with Brett Winters.

$75/person. Includes hands-on instruction, all ingredients for three signature cocktails, and light bites. Please inform us in advance of any dietary restrictions.

Get ready for a night of powerhouse vocals and all your favorite hits. Join us for a live performance by Landon McMahon, a dynamic artist known for his massive range and high-energy delivery. Covering everything from country anthems to rock classics and modern pop, Landon’s versatile style creates the perfect high-octane atmosphere for our Late Night Cocktail Hour. Grab a signature drink, find a spot by the bar, and enjoy a night of non-stop live music.

Reservations are not required, but highly encouraged as space fills up quickly.

Celebrate Easter Sunday with the whole family at Bootleggers! We’re hosting a festive morning filled with Northwoods charm, featuring our Grand Easter Brunch Buffet. From classic holiday favorites to kid-friendly bites, there’s something for everyone to enjoy before or after the big event.

The morning is packed with excitement, featuring a Live Petting Zoo and our annual Easter Egg Hunt across the grounds. Watch the kids discover hidden treasures and get up close with friendly animals in our beautiful lakeside setting. It’s the perfect way to create lasting holiday memories.

Inside Bootleggers you’ll enjoy the mellow sounds of local favorite, Jeff Calhoun playing live in the Eagle’s Nest!

Reservations are not required, but highly encouraged as space fills up quickly.

Elevate your Saturday night.

The party doesn’t stop when the sun goes down! Experience an evening of raw talent and Northwoods soul. Join us for a live performance by Scott Kirby, a premier singer-songwriter known for his signature "Indie Folk" sound and gritty, "in-the-pocket" vocals. With a style that blends the storytelling of the 70s folk-rock movement with incredible finger-style guitar work, Scott creates an atmosphere that is both intimate and powerful. It’s the perfect soundtrack for our Late Night Cocktail Hour—grab a seat, order a signature pour, and enjoy a night of world-class Americana.

Reservations are not required, but highly encouraged to ensure your spot.

The party doesn’t stop when the tasting ends! Join us at Bootleggers for the Taste of Tomahawk After-Party. We’re keeping the energy high with a live performance by the incredible Amanda Anderson, whose soulful vocals and captivating stage presence are the perfect way to cap off the day.

Whether you’re winding down from the festival or just getting your night started, our Late Night Cocktail Hour will be in full swing with signature pours and a lively Northwoods atmosphere.

Reservations are not required, but highly encouraged to ensure your spot.

Luck is in the air at Bootleggers Lodge! Join us for a St. Patrick’s Day celebration featuring Live Music and our famous Corned Beef Dinner.

Enjoy FREE green beer all day and keep your eyes peeled—there’s a Leprechaun hidden in the lodge with a prize for whoever finds him first.

Elevate your Saturday night.

The party doesn’t stop when the sun goes down! Join us for Live Music and our Late-Night Cocktail Hour from 7–10 PM. Sip on $8 cocktails while soaking in the historic Northwoods charm of Bootleggers.

Cheers to living life to the fullest!

Warm up at Bootleggers Lodge this Winter.

Every Saturday in January, Bootleggers Lodge is turning up the heat on Lake Nokomis. Whether you’re arriving by car or pulling up on your snowmobile, join us for the ultimate Northwoods weekend tradition. We’ve combined the best of winter—bonfires, premium spirits, and live music—with a dessert you have to see to believe.

The Saturday Lineup:

• 4 PM – 7 PM | The Lakefront Bonfire: We’re lighting a massive fire right next to the frozen lake. Bundle up, grab a drink, and enjoy the glow of the sunset over the snow.

• All Night | Bourbon Flights & "The Slice": Warm your soul with our curated premium bourbon flights. While you’re at it, take on our newest menu item: A chocolate cake slice the size of your head! It’s massive, decadent, and built for sharing (or a very serious challenge).

• 7 PM – 10 PM | Live Music: Head inside the Lodge to thaw out and catch live sets from local favorites.

When: Every Saturday in January Where: Bootleggers Lodge (On the shores of Lake Nokomis) Cost: Free to attend; Food & Drink specials available all night.

Riders: We are located right off Northwoods Passage Trail 10 (near Corridor 17) and just a half-mile from the Bearskin State Trail. Look for the bonfire on the shore of Indian Pine Point—plenty of room to park your sleds!

No reservations required for the bonfire—just show up and find a spot by the flames! Reservations are highly recommended for Saturday dinner—click below to save your spot.

Warm up at Bootleggers Lodge this Winter.

Every Saturday in January, Bootleggers Lodge is turning up the heat on Lake Nokomis. Whether you’re arriving by car or pulling up on your snowmobile, join us for the ultimate Northwoods weekend tradition. We’ve combined the best of winter—bonfires, premium spirits, and live music—with a dessert you have to see to believe.

The Saturday Lineup:

• 4 PM – 7 PM | The Lakefront Bonfire: We’re lighting a massive fire right next to the frozen lake. Bundle up, grab a drink, and enjoy the glow of the sunset over the snow.

• All Night | Bourbon Flights & "The Slice": Warm your soul with our curated premium bourbon flights. While you’re at it, take on our newest menu item: A chocolate cake slice the size of your head! It’s massive, decadent, and built for sharing (or a very serious challenge).

• 7 PM – 10 PM | Live Music: Head inside the Lodge to thaw out and catch live sets from local favorites.

When: Every Saturday in January Where: Bootleggers Lodge (On the shores of Lake Nokomis) Cost: Free to attend; Food & Drink specials available all night.

Riders: We are located right off Northwoods Passage Trail 10 (near Corridor 17) and just a half-mile from the Bearskin State Trail. Look for the bonfire on the shore of Indian Pine Point—plenty of room to park your sleds!

No reservations required for the bonfire—just show up and find a spot by the flames! Reservations are highly recommended for Saturday dinner—click below to save your spot.

Warm up at Bootleggers Lodge this Winter.

Every Saturday in January, Bootleggers Lodge is turning up the heat on Lake Nokomis. Whether you’re arriving by car or pulling up on your snowmobile, join us for the ultimate Northwoods weekend tradition. We’ve combined the best of winter—bonfires, premium spirits, and live music—with a dessert you have to see to believe.

The Saturday Lineup:

• 4 PM – 7 PM | The Lakefront Bonfire: We’re lighting a massive fire right next to the frozen lake. Bundle up, grab a drink, and enjoy the glow of the sunset over the snow.

• All Night | Bourbon Flights & "The Slice": Warm your soul with our curated premium bourbon flights. While you’re at it, take on our newest menu item: A chocolate cake slice the size of your head! It’s massive, decadent, and built for sharing (or a very serious challenge).

• 7 PM – 10 PM | Live Music: Head inside the Lodge to thaw out and catch live sets from local favorites.

When: Every Saturday in January Where: Bootleggers Lodge (On the shores of Lake Nokomis) Cost: Free to attend; Food & Drink specials available all night.

Riders: We are located right off Northwoods Passage Trail 10 (near Corridor 17) and just a half-mile from the Bearskin State Trail. Look for the bonfire on the shore of Indian Pine Point—plenty of room to park your sleds!

No reservations required for the bonfire—just show up and find a spot by the flames! Reservations are highly recommended for Saturday dinner—click below to save your spot.

Santa is landing right outside Bootleggers this year, his sleigh pulled by magnificent LIVE REINDEER. Upon arrival, you'll be greeted by festive carolers singing your favorite classics. Interact with the reindeer and even take family photos in Santa’s own sleigh!

Inside, a professional photographer will capture your perfect holiday moment with Santa and Mrs. Claus in front of our luxuriously decorated fireplace.

Guests will then indulge in a lavish, high-end Holiday Brunch Buffet, curated by our Executive Chef. Our annual Santa Brunch is the perfect, seamless luxury holiday outing for the entire family, promising a spectacular setting and unforgettable memories.

Brunch buffet is $48/adult, $24/child under twelve, and free for children under the age of two. Professional photos with Santa are complimentary with brunch reservation, photos will be provided as a digital copy.

Elevate your holiday weekend with an exclusive, intimate dinner at Bootleggers Lodge. Our Executive Chef has created a special, globally inspired menu for the evening, celebrating the rich and diverse culinary traditions of the season from around the world. Forget the usual turkey and stuffing—this is a unique, sophisticated culinary journey designed for the discerning diner.

Perfect for a memorable date night or as the cornerstone of your "Holiday Getaway Package," this dinner offers an unparalleled opportunity to savor unique flavors in the cozy, historic elegance of the Lodge before the rush of Christmas week.

Menu will be priced per item.

Kick off the holiday weekend in sophisticated style! Join an expert mixologist for an intimate, hands-on class where you will master the art of crafting elevated cocktails, focusing on festive twists on the timeless Old Fashioned. Held in our cozy, historic bar, this class is the perfect date night, girls' night out, or sophisticated start to your weekend getaway. Light bites will be provided.

Learn, stir, and sip your way through the season's best flavors. This premium experience is the perfect pairing for guests booking to stay in our Lodge for our Holiday Retreat Weekend and is the ultimate excuse to treat yourself before the hectic final week of Christmas begins.

$75/person. Promo code for 10% off your dinner and lodge stay will be provided after ticket purchase.

Join us for a seasonal wine dinner featuring a delicious multi-course meal paired with exceptional wines, all enjoyed in the warm and elegant atmosphere you know and love at Bootleggers. Tickets are $125 per person, with tax and gratuity included. Wines will be available for purchase each evening —perfect for all your holiday parties and gifts. Don’t miss this memorable evening of fine food, great wine, and community.

Join us for dinner or drinks and take in music by Bradley Sperge, a dynamic multi-instrumentalist and live-looping artist based in Wausau, Wisconsin. Blending vocals, hollow-body guitar, and electronic looping, he crafts immersive performances that build songs in real time, offering audiences a unique and engaging musical experience. His album Modern Day Nostalgic showcases his talent for capturing moments through layered sounds and thoughtful songwriting. Check him out here: https://www.facebook.com/bradleyspergermusic/

Join us for dinner and drinks and the music of local legend Jeff Calhoun, a seasoned guitarist and a prominent figure in the Tomahawk, Wisconsin music scene. He is best known as a founding member of the rock band STORM, which has been a staple in the local music community since the late 1970s. Calhoun's exceptional guitar skills have earned him a dedicated following, and he continues to captivate audiences with his performances. Check him out here: https://www.facebook.com/jeff.calhoun.961/

Join us for dinner or drinks and take in the sounds of Abby Spencer, a rising Midwest country music star! Known for her gritty, heartfelt sound and powerful stage presence, Abby has opened for national acts like Shenandoah and Jamie Lin Wilson, and fronts the popular band The Holler. Check her out here: https://abbyspencer.com/

Join us for dinner and drinks and the music of local legend Jeff Calhoun, a seasoned guitarist and a prominent figure in the Tomahawk, Wisconsin music scene. He is best known as a founding member of the rock band STORM, which has been a staple in the local music community since the late 1970s. Calhoun's exceptional guitar skills have earned him a dedicated following, and he continues to captivate audiences with his performances. Check him out here: https://www.facebook.com/jeff.calhoun.961/

Join us for dinner or drinks and take in music by Kevin Troestler, a Wisconsin raised Blues/Country Artist.  Growing up in Sauk City, Wisconsin, Kevin found his love for music at a young age.  Starting at age 4, he began this journey on his first drum set.  Big influences like Stevie Ray Vaughan, Allman Brothers Band, and other great blues artists helped push him in the right direction. He travels around the country playing acoustic shows, and occasional full band shows. Check out his original music at: http://kevintroestler.com/

Join us for dinner and drinks and take in the stylings of Isiah Driessen, a visionary Western psychedelic folk musician whose compositions weave together haunting melodies and transcendent storytelling. As the frontman of “Isiah and The New People,” his music is deeply inspired by the ancient wisdom of the 7 Fires Prophecy and his own spiritual journey. Isiah’s work transcends the conventional boundaries of folk music, merging it with rich, personal experiences that create an evocative and immersive soundscape. Check him out at: https://isiahandthenewpeople.com/

Sponsored by the Northwood Riders Snowmobile Club, join us for festivities on the water, including contests and prizes. The Hideout and the bar will be open for service during the event and we’ll be open for our regularly scheduled dinner service. Enjoy the festivities from the best deck on the lake with live music by The Tamaracks. More details to come.

Join us for dinner or drinks and take in the music of Seth James, a singer songwriter based in Wisconsin. A student of music history, Seth James covers well known songs from a broad spectrum of music. A skilled singer, and an award winning guitar player, Seth began operating as a solo artist in 2020, playing shows all around Wisconsin as a solo artist. Check his music out here: https://www.sethjamesartist.com/

We will be closed FRIDAY JUNE 11, 2025 for a private Celebration of Life. Please join us during normal dinner service instead. Thank you for your patronage!