Established in 1928 as a hideaway for a notorious Chicago bootlegger, Bootleggers now serves as a storied gathering place where the Gilded Age meets the rustic Wisconsin Northwoods. Expect expertly crafted cocktails, locally sourced ingredients, fine wines, and a spirit of community that has echoed through these walls for a century.

learn more about our history
A plate with sliced grilled chicken topped with cherry tomatoes and grilled asparagus, with a glass of water in the background.
Fried fish tacos served on a white plate with chopped pineapple, fresh herbs, and drizzles of white sauce, set on a dark wooden table.
A bowl of tomato-based soup garnished with herbs, cheese, and vegetables on a wooden table.
A plate of gourmet food featuring a piece of cooked meat topped with microgreens, served with roasted cherry tomatoes, white asparagus, and green vegetables, garnished with herbs and black pepper.
Cooked fish fillets topped with green sauce, served on a bed of seasoned grains and herbs in a white bowl.
Plate of golden-brown fried tater tots garnished with herbs on a white plate.
A plated gourmet dish with scallops, asparagus, microgreens, a drizzle of balsamic glaze, and a puree, arranged on a white plate on a wooden table with fork and knife on either side.
A square white plate with shrimp drizzled with oil and garnished with herbs on a dark wooden table, with a glass of white wine and slightly blurred warm bokeh lights in the background.
A white plate with a serving of cooked mussels, cherry tomatoes, chopped green onions, and lime wedges. Grilled bread slices are in the background, with a glass of red wine and a glass of water nearby on a dark wooden table.
Plate of creamy pasta with black truffle slices on top, served on a white dish with a silver knife beside it, in a restaurant setting.
A plated gourmet dish with roasted meat, garnished with microgreens and dried berries, presented with a sauce on a white plate in a fine dining setting.
A plated dish featuring a seared piece of salmon on a bed of mixed vegetables with a drizzle of sauce
A cooked steak with a bone on a wooden serving board, garnished with fresh herbs, accompanied by a small pitcher of dark sauce. The setting is on a rustic wooden table with plates, glasses, and a vase with flowers nearby.

Hours & Location

Thursday-Monday
Bar opens at 3:00PM | Dinner Service at 4:00PM
Live music every Saturday 7PM-10PM

Tuesday-Wednesday
CLOSED

Reservations are highly encouraged.

View events calendar

2001 Indian Pine Point Rd.
Tomahawk, WI 54487
(715) 453-7971

Two glasses of red wine on a dinner table with a blurred floral centerpiece in the background.

Award Winning Wines

With a collection honored by the 2025 &2026 Wine Spectator Award of Excellence, our wine program is hand-selected to pair seamlessly with our culinary offerings. From rare global vintages to accessible favorites, our cellar is built for every palate.

A large cooked T-bone steak on a wooden serving board, garnished with rosemary, with a small pitcher of dark sauce nearby, set on a rustic wooden table.

Local & Organic Provisions

At Bootleggers, quality begins with the source. We prioritize partnerships with local organic farmers to bring the bounty of Wisconsin directly to your table. From ethically raised meats to harvest-fresh ingredients, our menu is a celebration of regional craftsmanship and a commitment to the enduring spirit of the Northwoods.

Server wearing white gloves carefully placing a wooden serving board on a table set with a white plate of pasta, wine glass, water glass, and utensils in a dimly lit restaurant.

Elevated American Fare

At Bootleggers, our kitchen is driven by a deep respect for classic American cuisine and a passion for modern innovation. Our culinary team focuses on seasonal, high-quality ingredients, thoughtfully paired to create balanced, memorable dishes. From reimagined classics to bold new flavor profiles, every plate is crafted to elevate your dining experience.

LODGING

Interior bedroom with dark paneled wall decorated with four framed pictures, wall-mounted lamp, part of a bed with white pillows and dark headboard.

Above the Hum

As you ascend the staircase, the energy of Bootleggers shifts from social to sanctuary. Guests are greeted by a corridor of soaring ceilings and curated artwork, where the glow of grand chandeliers guides you into an era of quiet luxury. It is a transition through history, leading you away from the world and directly to the secluded comfort of your private guest suite.

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