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Local picks in Wisconsin

Historical sites

A meal served within a historical site that honors the architecture instead of treating the history as a mere backdrop.

Based on 530 Opinions
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Updated May 2026
01
Club 400 Bar and Grill image 1
Club 400 Bar and Grill image 2
Club 400 Bar and Grill image 3
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Building dates back to the 1800s with historic memorabilia and a nostalgic bar area downstairs. Atmosphere is lively and friendly, featuring private event spaces with full bars and catering options. Wings and burgers stand out as top local food offerings.

Chicken wings stand out with their consistent quality and classic taste. Burgers and Reuben sandwiches also deliver strong flavors that fit well with traditional American food.

Rich music history shines through with Les Paul memorabilia and stories. The owner offers a personal tour sharing the bar's deep historical connections.

People are saying

"The food here is great, especially the wings."

"The owner educated us on the history and beauty of this historical site."

"The American Food here feels like home, thanks to the friendly owners."

Good to know

1

Karaoke night happens every Friday at 9pm with no cover charge.

2

Xtreme bar bingo takes place every Wednesday at 7pm; arrive early for a good seat.

3

Music trivia is hosted every Tuesday at 8pm; teams can have up to six players.

02
Shaker's Cigar Bar & World Cafe image 1

Vintage bar with old-time speakeasy vibe and spooky decor offers indoor cigar smoking and a multi-level rooftop patio. Atmosphere feels haunted and immersive, enhanced by live jazz music and occasional ghost tours. Crowd enjoys a mix of cigar enthusiasts and those drawn to the unique ambiance.

Offers Cajun Creole dishes like jambalaya and meatballs. Includes fresh seafood and pizzas such as margarita. Drinks include root beer floats and cigars.

Guided tours focus on the building's unique history and Shakers history. Guides share paranormal stories alongside historical facts, making the experience both informative and engaging.

People are saying

"The historical sites here are fascinating, especially the prohibition stories."

"Our guide Elizabeth was so informative and respectful on the Ghost Tours."

"The American food here, like the pizza and jambalaya, is delicious."

Good to know

1

The ghost tour runs every weekend and requires advance reservations.

2

Expect a $10 entry fee for the ghost tour, payable at the venue.

3

The cigar bar allows guests to bring their own cigars without extra charge.

03
Leon's Frozen Custard image 1

Classic roadside custard stand with vintage 1950s neon signage and a nostalgic diner vibe. Atmosphere feels casual and homey, often enjoyed outside in a parking lot setting with friends and family. Known for best-in-area frozen custard, especially butter pecan and blue moon flavors.

Spanish hamburgers stand out with a seasoned, sloppy-joe-style flavor similar to loose meat or made-rite burgers. Hot dogs and sloppy joes also feature as hot dishes alongside fresh custard.

A historic old drive-in with a vintage feel, this family-owned spot has been a local landmark since 1942. It offers a peaceful glimpse into Milwaukee's past alongside its classic treats.

People are saying

"I thought the ice cream here was the best I've ever had."

"You've got to try the Spanish hamburgers; they're seasoned and sloppy-joe-style."

"It's a living piece of Milwaukee history with a vintage vibe."

Good to know

1

Parking might be tricky because it can get pretty busy.

2

Expect long lines, but wait times are usually short.

3

There is no inside seating; enjoy your treat outside.

04
Foxtown Brewing image 1

Vaulted ceilings and old barn beams create a rustic modern dining space with abundant seating. Outdoor areas include fire pits and heated porches, supporting a laid-back atmosphere with live music nearby. A large selection of house brews complements the inviting environment.

Brisket stands out with options like smash burgers and tacos. Pulled pork sandwiches come with onion strings and coleslaw. Loaded cheese fries and pub nachos add to the variety alongside a vast beer selection.

A historic brewery cave dating back to the 1850s offers tours that showcase the building's rich beer brewing history. The environment reflects a strong historical atmosphere throughout.

People are saying

"She had great recommendations for a beer flight."

"The American Food here is great, and the service is outstanding."

"The brisket here is seriously mouth watering."

Good to know

1

Happy hour runs from 2-5pm on weekdays with half-price drinks.

2

Guests receive a free draft beer on their birthday.

3

Fish fries are available all week, not just on Fridays.

05
Jack Pandl's Whitefish Bay Inn image 1

Traditional woodwork and Tiffany lamps create an old-school charm with a cozy, historic atmosphere. The space feels cramped but welcoming, with both indoor and outdoor seating including a pet-friendly patio. The bar draws locals during sporting events, adding lively energy to the setting.

Eggs Benedict and the Denver Omelet stand out with rich flavors. The menu also features New England Clam Chowder, a seafood omelette, a club sandwich, German pancake, sweet rolls, and strong coffee.

The place offers a strong sense of old school charm and a historic ambiance that stands out. Its unique history shapes the atmosphere and physical setting clearly.

People are saying

"The dinner spots here have amazing ribs and seafood soup."

"The American Food here is delicious, especially the clam chowder and onion rings."

"It's a unique historical restaurant with an old school look and feel."

Good to know

1

Reservations are recommended for Friday night dinners, especially for larger groups.

2

Sunday brunch has been a tradition here for 50 years, attracting many visitors.

3

Expect limited space; seating is very close to other patrons.

06
Gilles Frozen Custard image 1
Dessert restaurant

Small ice cream shop with an old carhop vibe and nostalgic atmosphere that feels like stepping back in time. Busy and cozy space offers both indoor and outdoor seating, creating a classic ice cream shop energy. Known for being a local staple with a friendly, welcoming environment.

Sloppy Joe and grilled cheese stand out as solid choices. The double cheeseburger meal often comes with just one slice of cheese and melted mayo, making it a bit messy.

Started in 1938, this spot holds historical significance as a landmark custard restaurant. It shares interesting history facts that add context and make waiting more engaging.

People are saying

"I found the burgers here to be delicious and great."

"The ice cream here is creamy, flavorful, and just a little bit of heaven."

"The American food's custard is seriously amazing and not that sweet."

Good to know

1

Gilles Frozen Custard has been in business since 1938, showcasing their experience.

2

Catering services are available for events, accommodating up to 150 people.

3

Parking is plentiful, even during busy times like Saturday nights.

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