Oconomowoc's Best Bars [Updated 2025]

Each bar has its own unique vibe, and trust me, I've savored a drink or two while exploring twelve of the top spots in town. Whether you’re looking for a cozy corner to unwind or a lively place to mingle with friends, I’ve got you covered.

With years of experience navigating Oconomowoc’s nightlife, I’ve tasted the cocktails, chatted with the bartenders, and soaked in the atmospheres. I’m thrilled to share this curated selection of bars that truly stand out in our charming lakeside town. Let’s raise a glass to the local flavors and unforgettable experiences that await!

120 On Wisconsin

Highlights
Great downtown location
Live music events offered
Extensive bourbon selection
Friendly and attentive staff
Fun games in basement

120 On Wisconsin truly embodies the spirit of Oconomowoc with its vibrant atmosphere and prime downtown location. As soon as I walked in, I was greeted by the friendly and attentive staff who made me feel right at home. Their passion for service shines through, enhancing the overall experience.

One of the standout features that caught my eye was their extensive bourbon selection. As a bourbon enthusiast, it's always a delight to find a place that celebrates this rich spirit. Whether you’re a novice or a seasoned connoisseur, there's something here for everyone to savor.

The bar frequently hosts live music events, which adds to its lively charm. There’s nothing quite like sipping on a well-crafted drink while enjoying local talent perform.

For those looking for a bit of fun, venture down to the basement where you'll find a handful of games that promise a spirited competition among friends. It's the perfect place to unwind, laugh, and partake in friendly rivalry.

In a nutshell, if you’re seeking a fun and welcoming atmosphere paired with excellent drinks, 120 On Wisconsin should be at the top of your list. This gem certainly deserves your attention when exploring the nightlife in Oconomowoc!

You might also want to check out the best sports bars in Milwaukee.

The Rivalry Pub

Highlights
Incredibly good food!
Beautiful dining room and patio
Great location near golf course
Improved service and menu lately
Friendly and accommodating staff

The Rivalry Pub is a delightful hidden gem in Oconomowoc that truly embodies the spirit of camaraderie and good cheer. Nestled conveniently near a golf course, this lively spot boasts an ambiance that is both inviting and engaging. As soon as I stepped through the beautiful dining room, I was captivated by the vibe—perfect for both casual hangouts and special gatherings.

What struck me right away was the menu—incredibly good food! From mouthwatering burgers to delectable appetizers, each dish was a testament to culinary creativity. I’ve noticed an impressive improvement in their menu and service lately, making my dining experience a treat for the senses.

The staff at The Rivalry are not just good at their jobs; they are genuinely friendly and accommodating, ensuring your needs are met with a smile. I felt at home from the moment I arrived. Plus, if you're looking to soak up some sun, their lovely patio offers the perfect setting for a summer evening.

In summary, if you're searching for a lively atmosphere, top-notch food, and stellar service, make your way to The Rivalry Pub. This bar has undoubtedly earned its spot among the best in Oconomowoc!

You might also want to check out the best bloody mary in Milwaukee.

Splash Martini Bar

Highlights
Unique drink selection
Live country music events
Great for dates and gatherings
Vibrant downtown atmosphere
Mixed service experiences

Splash Martini Bar in Oconomowoc is a delightful gem that offers a captivating blend of creativity and atmosphere. As soon as I stepped inside, I was greeted by a vibrant downtown ambiance that sets the stage for an exciting night out. What struck me most was their unique drink selection—each martini is a concoction that promises to tickle your palate and thrill your senses. Whether you're in the mood for a classic or something wildly inventive, there's a beverage to satisfy every craving.

I was fortunate enough to visit during an evening with live country music, which added an extra layer of fun to the experience. This bar is ideal for dates and gatherings, striking a balance between intimacy and liveliness. However, it’s worth noting that my service experience was mixed; while some staff were friendly and engaging, others seemed a bit rushed. Despite this hiccup, the welcoming vibe and stellar cocktails more than made up for it.

If you're looking for a place that fuses social energy with exceptional drinks, Splash Martini Bar has solidified its status as one of the best spots in town!

You might also want to check out the best cocktail bars in Milwaukee.

The Etcetera Bar and Grill

Highlights
Great food and prices
Fun rooftop igloo rentals
Friendly atmosphere
Ideal for celebrations
Online ordering available

The Etcetera Bar and Grill is a delightful oasis nestled in the heart of Oconomowoc. As I stepped in, I was immediately drawn to the friendly atmosphere that permeates the space. It’s a place where laughter fills the air, and every visit feels like a celebratory occasion, making it perfect for those special gatherings.

One of the standout features of this establishment is its great food and prices. With an impressive menu that caters to various palates, I found something irresistible at every turn. It’s a haven for foodies without breaking the bank!

What really caught my attention, though, were the unique rooftop igloo rentals. Imagine enjoying a cozy gathering under the stars while sipping on your favorite drink. This innovative setup adds an exciting twist to the usual bar experience, making it a memorable destination throughout the seasons.

And just when you think it can't get better, the convenience of online ordering comes into play! Whether you're planning a night out or a cozy evening in, The Etcetera makes it easy. All in all, my time at The Etcetera Bar and Grill was nothing short of charming, and it’s a spot I’ll definitely revisit.

You might also want to check out the best dive bars in Milwaukee.

Cornerstone Sports Pub & Eatery

Highlights
Great for larger groups
Delicious cheese curds
Separate vegetarian menu
Mixed food quality
Service needs improvement

Nestled in the heart of Oconomowoc, Cornerstone Sports Pub & Eatery is a lively spot that truly lives up to its name. One of the biggest draws here is the ability to gather larger groups for a night of fun and laughter. I kicked off my visit with their famous cheese curds, and let me tell you, they did not disappoint! Deep-fried to a golden perfection, these bites of gooey goodness are simply a must-try.

The menu also caters to those with dietary preferences, featuring a separate vegetarian menu—a thoughtful touch that showcases their commitment to inclusivity. However, I have to admit, the mixed quality of food across different visits has set my expectations on a bit of a seesaw.

As for service, my experience was a tad hit-or-miss. While the staff was friendly, the attentiveness seemed to waver during peak hours. Despite this, Cornerstone remains a delightful destination for those seeking a fun atmosphere filled with spirited competition and hearty dishes. So, if you’re in the area, gather your friends and enjoy a vibrant evening at this local gem!

You might also want to check out the best bloody marys in Milwaukee.

Shotzy’s Country Rock Bar

Highlights
Good priced drinks
Live music with great bands
Karaoke on Thursdays
Space for dancing and socializing
Bar games and pool tables

Shotzy’s Country Rock Bar is a vibrant gem tucked away in Oconomowoc, where the atmosphere buzzes with excitement and your spirit is sure to lift. As soon as I walked through the door, I was welcomed by the lively sounds of live music, showcasing talented local bands that had the crowd swaying and singing along. What's more, the prices on drinks are exceptionally friendly on the wallet, meaning I could enjoy a few rounds without breaking the bank!

One of my favorite nights was a Thursday visit when the venue transformed into a karaoke stage. It was a delight watching patrons unleash their inner rock stars, and the laughter and camaraderie made for an unforgettable experience. The dance floor was always alive with energy, and there was no shortage of space for twirling and spinning with newfound friends.

For those seeking a more relaxed vibe, the bar games and pool tables provided an excellent distraction, making Shotzy’s the perfect spot for a fun night out. If you find yourself in Oconomowoc, don't miss the chance to immerse yourself in the vibrant charm of Shotzy’s Country Rock Bar; it's a night you won't want to miss!

You might also want to check out the best bars in Downtown Milwaukee.

Kick Switch Bar And Grill

Highlights
Above average food
Attentive and friendly servers
Delicious fried bluegill
Outstanding patty melts
Need for noise reduction panels

Kick Switch Bar And Grill has become a delightful oasis for those seeking a refreshing dining and drinking experience in Oconomowoc. As I entered this lively spot, I was immediately taken in by the attentive and friendly servers, who made it a point to welcome me with genuine warmth. The atmosphere was inviting, though I couldn’t help but notice that a few noise reduction panels might enhance the vibrant vibe even further.

Now let's talk about the culinary delights! I couldn’t resist trying the fried bluegill—a dish that wowed me with its crispy perfection. Honestly, I haven't tasted fish that delightful in ages! But the star of the show was undoubtedly the outstanding patty melt, which managed to strike that elusive balance of juicy and flavorful; I’m still dreaming about it.

Overall, Kick Switch Bar And Grill is definitely a top contender in Oconomowoc's bar scene. Whether you’re in the mood for a casual bite with friends or a jovial evening out, it’s this distinct charm that makes it a local favorite. Don't miss out on this culinary gem when you find yourself in the area!

You might also want to check out the best wine bars in Milwaukee.

Ruben’s Cocktail Lounge

Highlights
Super friendly owner
Awesome drinks and atmosphere
Trendy craft cocktails
Growing bourbon selection
Perfect for pre-dinner drinks

Ruben’s Cocktail Lounge is a gem tucked away in Oconomowoc that truly knows how to make an impression. From the moment I walked in, I was welcomed by the super friendly owner, whose warmth set the stage for a delightful evening. The atmosphere is incredibly inviting, combining a trendy vibe with a touch of rustic charm that makes it the perfect spot for a night out.

What really stood out were the awesome drinks—each one a carefully crafted masterpiece. I had the chance to delve into their trendy craft cocktails, which not only looked stunning but also tantalized my palate with unique flavors. The bartender clearly knows her craft, and it shows!

I was particularly impressed by their growing bourbon selection; for bourbon lovers, this is a must-try. It’s an ideal place for pre-dinner drinks, serving as a great start to an evening filled with laughter and relaxation.

If you’re in Oconomowoc and seeking a vibrant bar experience, I wholeheartedly recommend Ruben’s Cocktail Lounge. It’s the perfect harmony of ambiance, creativity, and stellar service that left me wanting to return for more! Cheers!

You might also want to check out the best liquor store in Milwaukee.

Thirsty Bird Saloon

Upon stepping into Thirsty Bird Saloon, I felt an immediate sense of warmth and camaraderie. The rustic decor gives off a charming vibe that's perfect for unwinding after a long day. Their impressive selection of craft beers satisfies even the most discerning palate, while the delicious pub grub pairs perfectly with your favorite brew. I particularly enjoyed their signature wings, which are bold and flavorful, leaving me craving more. The friendly staff adds to the inviting ambiance, making you feel like a treasured regular. If you're looking for a cozy spot with personality, this saloon is truly a gem!

You might also want to check out the best drinks in Milwaukee.

Ole's Tap

Nestled in the heart of Oconomowoc, Ole's Tap is a true gem. The moment you walk in, the inviting aromas and vibrant atmosphere wrap around you like a warm hug. With an impressive selection of craft beers and signature cocktails, every sip feels like a mini celebration. The friendly staff adds to the charm, making you feel like part of the family. Don’t miss the delicious bar bites; the cheese curds are particularly heavenly! Whether you're there for a game night or a casual catch-up, Ole’s taps into the spirit of community—making it one of the best bars in town!

You might also want to check out the best breweries in Milwaukee.

Winger's Tap

Winger's Tap is a hidden gem that effortlessly blends a lively atmosphere with relaxed charm. As I walked through the doors, the welcoming vibe enveloped me, making it clear this is a favorite among locals. Their extensive beer selection is impressive, featuring both local brews and well-loved classics. I indulged in their signature wings, which were perfectly crispy and packed with flavor. The staff was not only friendly but also knowledgeable, helping me navigate the menu with ease. Winger's is the ideal spot for a casual night out—great drinks, tasty bites, and a vibrant atmosphere await!

Lucky Chucky's Beach Bar and Grill

Nestled by the shimmering waters, Lucky Chucky's Beach Bar and Grill is a delightful escape in Oconomowoc. The vibrant atmosphere welcomes you with open arms, and the beachy decor instantly lifts your spirits. I savored their signature cocktails, each a refreshing masterpiece, perfectly paired with delicious bites—especially their mouthwatering fish tacos! With live music on weekends, the energy here is contagious. The friendly staff makes you feel right at home, ensuring your glass is never empty. If you're seeking a fun spot to unwind and soak up the sun, this bar is an absolute must-visit!