Milwaukee's Best Rooftop Restaurants [Updated 2025]

As I sipped a refreshing cocktail while soaking in the stunning skyline views from a cozy rooftop, it hit me—there’s just something magical about dining al fresco above the city. With that in mind, I rolled up my sleeves and explored twelve amazing rooftop restaurants that truly capture the spirit of Milwaukee.

Having lived here for years and ventured into countless eateries, I’ve developed a keen sense for what makes a dining experience truly special. Whether you’re seeking a casual hangout or a romantic evening under the stars, I’ve got you covered with my top picks that promise delicious food and unforgettable vistas. Trust me, you won’t want to miss these gems!

The Outsider

Highlights
Stunning rooftop views
Cozy covered seating
Friendly bartenders
Overpriced drinks
Great ambiance

The Outsider truly embodies the essence of a rooftop escape in Milwaukee. As soon as I stepped onto the rooftop, I was greeted by stunning views that stretched over the Milwaukee skyline. It felt like I was on top of the world, savoring the breezy atmosphere.

The seating was a delightful mix of cozy arrangements, making it perfect for both intimate chats and lively gatherings. The covered seating added a touch of warmth, allowing us to enjoy our surroundings no matter the weather. Speaking of warmth, the friendly bartenders elevated our experience even further with their cheerful demeanor and expert recommendations.

However, I must admit that the drinks were a bit on the pricey side, which might leave a dent in your wallet. Still, the ambiance and breathtaking scenery more than compensated for it. The Outsider shines as both a chic hangout and a culinary delight. If you’re looking for a place to soak in the sun, sip on craft cocktails, and enjoy the stunning views of Milwaukee, this rooftop gem is not to be missed!

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WayfinderMKE

Highlights
Outstanding service
Upscale dining experience
Excellent beverage selection
Creative tasting plates
Reasonable prices

WayfinderMKE is a rooftop gem that truly elevates the dining experience in Milwaukee! As I stepped onto the terrace, I was greeted by an inviting ambiance that promised something special. The service was nothing short of outstanding—attentive yet unobtrusive, making me feel like a VIP right from the start.

The menu offers an upscale dining experience with a delightful twist. I couldn’t resist trying their creative tasting plates, each dish a little masterpiece that showcased both flavor and artistry. It was clear that the chefs here have an open mind and a passion for innovation!

What caught my attention even more was their excellent beverage selection. Sipping on a perfectly crafted cocktail as the sun set over the city felt like a scene out of a movie. The prices were surprisingly reasonable, especially given the quality of food and experience.

With a stunning view of the Milwaukee skyline, WayfinderMKE surely stands out among the city’s rooftop restaurants. Whether you're looking for a romantic evening or a casual catch-up with friends, this spot is a must-visit—where good food meets unforgettable moments!✨

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Tied House Milwaukee

Highlights
Crafty cocktails
Lush plant decor
Fantastic service
Walking distance to Third Ward
Innovative drink menu

Tied House Milwaukee is a delightful gem that impeccably captures the essence of rooftop dining in Milwaukee. As I ascended to the rooftop, I was instantly greeted by an inviting ambiance enhanced by lush plant decor that transports diners into a greenery-filled oasis. The views of the bustling city below paired with the soothing breeze make it the perfect escape, and it’s conveniently just a short stroll from the Third Ward.

Now, let's talk about the drinks! The innovative drink menu features some of the most crafty cocktails I've ever encountered. I couldn’t resist ordering the floral gin concoction, which was not only stunning but also a refreshing delight. Pairing those cocktails with their delectable bites only elevated the experience further.

What truly stood out was the fantastic service. The staff was attentive yet unobtrusive, making me feel valued as a patron. Overall, Tied House offers a captivating blend of atmosphere, creative libations, and top-notch service, solidifying its place among Milwaukee’s best rooftop dining options. If you're looking to unwind in style, this spot is an absolute must-visit!

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The Wicked Hop

Highlights
Tasty, fresh fish fry
Great outdoor seating
Fair prices and menu variety
Attentive and friendly staff
Awesome atmosphere and music

The Wicked Hop in Milwaukee is a delightful gem that captures the essence of rooftop dining. With its great outdoor seating, I found myself basking in the sunshine while enjoying a refreshing breeze. The atmosphere was vibrant, punctuated by upbeat music that perfectly complemented the jovial vibe of the place.

I couldn’t resist trying their famous fish fry, and let me tell you, it did not disappoint. The fish was not only fresh but flawlessly cooked, making it a standout dish. The menu boasts a variety that caters to different tastes, all at fair prices, which is always a plus in my book.

One of the highlights of my visit was the attentive and friendly staff, who made me feel welcome as soon as I walked in. Their enthusiasm and excellent service added a special touch to my dining experience.

The blend of delectable food, fantastic ambiance, and a bustling atmosphere makes The Wicked Hop a must-visit for anyone seeking a memorable rooftop dinner in Milwaukee. Trust me, the views paired with delicious bites will leave you craving more!

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Red Lion British Pub on Tannery Row

Highlights
Affordable and delightful beer
Delicious and beautifully presented food
Hearty and comforting dishes
Great value for your money
Charming British pub ambiance

Nestled in the heart of Milwaukee, Red Lion British Pub on Tannery Row has become one of my go-to spots for rooftop dining. Upon ascending to their charming rooftop, I was immediately enveloped in a delightful ambiance that feels both cozy and vibrant. The views of the city are simply breathtaking, providing the perfect backdrop for a refreshing meal.

I indulged in their affordable yet delightful beer selection, which perfectly complemented the hearty and comforting dishes the menu boasts. The food is presented beautifully, showcasing a mix of traditional British fare and contemporary twists. The fish and chips were the real standouts—crispy, golden, and utterly satisfying.

One of the aspects that truly impressed me was the stellar value for your money; you leave feeling pampered without breaking the bank. The service was attentive and friendly, adding to the pub's inviting atmosphere. If you’re seeking a spot that delivers on both taste and experience, I highly recommend Red Lion for your next rooftop outing. Whether it’s a casual evening with friends or a special occasion, this British gem is sure to leave you grinning from ear to ear!

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Shaker's Cigar Bar

Highlights
Ghost tours with a twist
Great selection of alcohol
Friendly and accommodating staff
Perfect for parties and events
Unique historical vibe

Shaker's Cigar Bar offers an unforgettable rooftop experience that blends history and hospitality in a wonderfully unique way. Nestled in Milwaukee, this gem invites you not just to enjoy a drink but to immerse yourself in an atmosphere steeped in the past.

As I settled onto the rooftop, the friendly and accommodating staff quickly caught my attention. Their knowledge of the extensive alcohol selection was commendable, and they were more than eager to recommend the perfect pairing for my chosen cigar. Speaking of which, the variety is impressive and caters to all preferences—whether you’re a seasoned aficionado or a curious novice.

One of the most intriguing aspects of my visit was the ghost tours offered at Shaker's. This isn't just a place to unwind; it’s a site where stories of the eerie past come alive, making every visit feel like an adventure.

For anyone looking to host a party or event in a place that marries charm with a hint of the supernatural, Shaker's is an ideal choice. With its unique historical vibe and stunning views, I can confidently say it’s one of the best rooftop spots in Milwaukee. If you’re in the area, don’t miss the chance to enjoy what this magical venue has to offer!

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Pilot Project Brewing Milwaukee

Highlights
Engaging brewery tours
Unique support for small brewers
Comfortable and inviting space
Great drink and food options
Friendly and attentive staff

Pilot Project Brewing Milwaukee Review

Nestled atop the vibrant heart of Milwaukee, Pilot Project Brewing offers a unique rooftop experience that's sure to delight any enthusiast of craft brews and breathtaking views. The moment I ascended to the rooftop, I was welcomed by a comfortable and inviting space that sets the perfect backdrop for enjoying their delightful offerings.

What makes Pilot Project truly special is its commitment to supporting small brewers. As I indulged in their thoughtfully curated beer selection, I couldn't help but feel a connection to the local brewing community. The friendly and attentive staff provided valuable insights into each drink, showcasing their passion and knowledge.

In addition to a stellar drink menu, the food options are equally tempting. I found myself savoring pairings that danced harmoniously with the brews—definitely a must-try for any food lover. Plus, the engaging brewery tours offered a fascinating insight into the brewing process that I found captivating.

Overall, my visit to Pilot Project Brewing was not just a meal; it was an experience. The inviting atmosphere, delicious food and drink, and the rooftop views make it an essential stop for anyone exploring the top rooftop restaurants in Milwaukee.

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Art Bar

Highlights
Dog Friendly
Eclectic and Fun Atmosphere
Great Staff Interaction
Homemade Pizzas Available
Unique Menu Options

Art Bar Review

Nestled in the heart of Milwaukee, Art Bar offers an enchanting rooftop experience that is as vibrant as the artwork adorning its walls. From the moment I stepped into this delightful space, I was greeted by an eclectic and fun atmosphere that sets the perfect backdrop for a relaxing evening. The skyline peeking over the edge just adds to its charm.

One of the standout features of Art Bar is its dog-friendly policy, allowing you to enjoy your time alongside your furry friends. After all, what's better than sipping on a refreshing drink with your loyal pup lounging beside you? The staff here is extremely engaging and eager to recommend options, enhancing the overall experience with their delightful interaction.

Now, let’s talk about the menu! Art Bar features unique menu options, with standout homemade pizzas that are simply irresistible. I indulged in a slice that was bursting with flavor—definitely a must-try for any pizza lover.

Overall, Art Bar is a perfect blend of relaxation and creativity, making it one of Milwaukee’s best rooftop spots. Whether you're there for the amazing vibes or to unwind with friends, this place is a true gem.

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Tre Rivali

Highlights
Grilled branzino perfection
Flavorful hanger steak
Rich and flavorful coffee
Great Steak and Eggs
Solid overall food quality

Visiting Tre Rivali is like finding your favorite hidden gem where culinary delight meets a stunning view. Nestled atop the Kimpton Journeyman Hotel, the rooftop dining experience is nothing short of captivating. One bite of the grilled branzino and you’ll be smitten—its flakiness and smokiness leave you wanting more with each morsel.

On my plate, the hanger steak was a revelation unto itself. Tender, flavorful, and perfectly cooked, it paired nicely with vibrant sides that complemented the meat beautifully. As I savored each bite, the gorgeous ambiance of the rooftop, framed by Milwaukee’s skyline, created unforgettable moments that were equally as delicious.

And let’s talk about coffee! The rich and flavorful brew was my perfect companion for winding down the evening. But the culinary journey didn’t end there—my heart (and stomach) melted at their Steak and Eggs, a dish that redefines the classic brunch staple.

Overall, the solid food quality at Tre Rivali, coupled with an inviting atmosphere, make it one of Milwaukee's rooftop treasures. In summary, it's an ideal spot to indulge in good company and even better cuisine. So, gather your friends and soak in those skyline views!

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Blu

Blu in Milwaukee offers an enchanting rooftop experience that’s truly unforgettable. With breathtaking views of the city skyline and shimmering Lake Michigan, it's a perfect backdrop for a delightful evening. The menu showcases a delectable selection of dishes, from fresh seafood to creatively crafted cocktails that tantalize your taste buds. I particularly enjoyed their signature drinks, which pack a refreshing punch. The ambiance is both chic and relaxed, making it an ideal spot for a romantic dinner or a lively gathering with friends. If you're seeking a place where the vibes meet outstanding cuisine, Blu should top your list!

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Central Standard Crafthouse & Kitchen & Craft Distillery

Nestled atop the vibrant streets of Milwaukee, Central Standard Crafthouse & Kitchen offers a delightful fusion of craft cocktails and delectable bites with an exquisite rooftop view. I indulged in their signature house-made gin, expertly paired with a seasonal flatbread that was a feast for the senses. The ambiance is lively yet relaxed, perfect for those balmy summer evenings. With its blend of culinary creativity and a warm, welcoming atmosphere, this gem truly redefines the rooftop dining experience. If you’re seeking a spot that exudes charm and flavor, look no further than this rooftop oasis!

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Café Benelux

Café Benelux is a delightful rooftop gem that beautifully blends European charm with modern flair. As I settled into my spot, the vibrant atmosphere, accented by hanging flowers and stunning city views, instantly captivated me. The mouthwatering menu boasts Belgian classics, and I couldn’t resist indulging in their famous moules frites paired with a refreshing local brew. The friendly staff added to the ambiance, ensuring every sip and bite was a pleasure. With its enchanting setting and delectable dishes, Café Benelux is a must-visit for anyone seeking a memorable rooftop dining experience in Milwaukee. Cheers to that!

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