like an insider

our local guide

EXPLORE OUR GUIDE TO MADISON TO LEARN ALL ABOUT THE CITY WE CALL HOME

A white house with black shutters, a stone planter with bushes, a walkway to the front door, a lawn, and surrounded by trees.

 

We love supporting local businesses and shopping small in the city we call home.

click below to explore some of our favorite things Madison, Wisconsin has to offer

 


 

Where to?

At Insiders Realty, one of our favorite ways to introduce people to Madison is through its food scene, and these are the restaurants we genuinely love and share as must-go spots when visiting the city. We often start with The Old Fashioned for classic Wisconsin fare or Graze for locally sourced dishes with iconic Capitol views. For special nights out, Sardine is a favorite for French-inspired cuisine on Lake Monona, while L'Etoile continues to set the bar for fine dining in Madison. We also love recommending Mint Mark for its inventive menu, Eno Vino Downtown for skyline views and cocktails, Red Sushi for modern sushi and rooftop dining, Heritage Tavern for elevated Midwestern cooking, and La Brioche for a cozy café stop that feels like a neighborhood staple. Together, these spots capture the flavors and experiences that make Madison such an easy place to fall in love with.

At Insiders Realty, grabbing a drink is one of our favorite ways to help clients experience Madison like a local, and these are the bars we genuinely love and recommend when friends or clients are in town. We often start with Public Parking for its relaxed, no-frills vibe and strong cocktails, or Lola’s, which feels like a true neighborhood hangout with one of the best back bars in the city. For classic supper-club energy and a proper martini, Tornado Room is always a must. Cocktail lovers gravitate toward Robin Room, while Eno Vino Downtown delivers skyline views that never get old. We also regularly point people to Lucille, Oz by Oz, Canteen, and Tavernakaya for everything from pre-dinner drinks to late-night energy. Together, these spots capture the social, walkable, and effortlessly fun side of Madison we love sharing with clients.

At Insiders Realty, shopping is one of our favorite ways to help clients get a feel for Madison, and these are the places we always recommend when friends or clients are in town. We love sending people to Hilldale Shopping Center for an easy mix of national brands, local boutiques, and great dining all in one walkable spot. State Street is a must for visitors, offering everything from indie shops to Badger gear between the Capitol and campus, while Monroe Street is one of our go-to recommendations for charming, locally owned shops and neighborhood favorites. For traditional retail and convenience, West Towne Mall remains a popular stop. We also love highlighting local gems like Anthology, Orange Tree Imports, and Hatch Art House, which capture Madison’s creative, community-focused spirit and make shopping here feel personal, local, and uniquely Madison.

At Insiders Realty, where you stay matters just as much as what you see, and these are the hotels we consistently recommend to clients, friends, and visiting family who want to experience Madison like a local. We love The Edgewater for its lakeside setting on Lake Mendota and walkable access to downtown, while AC Hotel Madison Downtown is a go-to for a modern, boutique feel right near the Capitol Square. For visitors who want to be in the heart of it all, The Madison Concourse Hotel and Best Western Premier Park Hotel offer unbeatable locations just steps from State Street and the Capitol. We also frequently recommend Graduate Madison for its playful Badger-inspired design near campus and Hotel Indigo Madison Downtown for a stylish stay that blends local character with easy access to restaurants, shopping, and nightlife. Together, these hotels give visitors a true sense of Madison’s walkability, energy, and charm from the moment they arrive.

At Insiders Realty, some of our favorite ways to help clients fall in love with Madison is by showing them the places that truly define the city, and these landmarks are always at the top of our must-see list. We never skip the Wisconsin State Capitol, whether it’s climbing to the observation deck or enjoying the energy of Capitol Square events, and we always send visitors to the Memorial Union Terrace for lake views, live music, and that classic Madison summer vibe. Olbrich Botanical Gardens is one of our go-to recommendations for a peaceful afternoon, while the Henry Vilas Zoo remains a favorite for families thanks to its free admission and beautiful setting. For getting outside, we love walking the trails at the University of Wisconsin Arboretum or spending time on Lake Wingra, whether that means paddleboarding, or simply watching the sunset. Together, these iconic spots capture the fun, natural beauty, and livability that make Madison such a special place to visit and call home.

 
 
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