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The Outsider

3.9 (242 reviews)
Closed • 4:00 pm - 12:00 am (Next day)
Updated a few days ago

The Outsider Photos

THE OUTSIDER ATMOSPHERE

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Loud
Hipster
Casual
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Reviews With Photos

Tiramisu-Inspired Cocktail and Pumpkin-Inspired Old Fashioned
Courtney P.

On a recent short weekend trip to Milwaukee with my husband, we were staying at this Kimpton hotel and got to enjoy their wonderful rooftop bar, The Outsider. We were actually given two complementary drink beverages from the hotel staff for a reservation mixup which was appreciated and we took advantage of. It was a very cold Saturday afternoon and there was plenty of snow both on the ground and coming down. But the view could not be beat and the roaring fire definitely kept the covered patio space plenty warm. Our server was extremely kind and attentive. We had eaten a big lunch so we did not partake in any food but both of the cocktails we ordered were delicious. I ordered a tiramisu-inspired coffee cocktail while my husband ordered a pumpkin inspired old-fashioned. The drinks were strong and one was plenty to enjoy before an evening out.

Sarah E.

Fun rooftop bar at the Kimpton Journeyman. Great cocktail menu. Service is good but go early. After about 9 pm you are getting your own drinks from the bar and looking desperately for a seat. All worth it though for the views and the drinks.

Whitney D.

Amazing drinks and atmosphere. We were able to snag a fireplace couch area for our large group on a Friday and the service did not disappoint. Spent many hours there during the afternoon too, DJ mixing music and the beer battered cheese curds were so crunchy! Will be back for sure. We were staying at the Kimpton and it was so convenient to run upstairs and be able to charge to the room.

Ebony M.

It was a spacious rooftop, music could be waaaaayy better. Menu both food and drink could use some work. Servers were extremely busy but it was an ok experience.

Rooftop sunset
Karen S.

Five stars just for the space. This is a great rooftop bar! I can't think of a rooftop with better ambience. We stopped by on a Saturday evening and caught the sunset. There are plants and lights and heaters and a partial roof. Perfection! We had the old-fashioned, really good, but no cherry which was a little disappointing. We also had the spicy wings. They were good, crispy outside but not spicy. And we tried the walnut dip. It comes with crackers, cucumbers and carrots. It was fine, but nothing to dream about. The service was a little slow, but our server was sweet. She might have been new to the job. The people we were with assured us it's not normally like that. Go for the atmosphere, your won't be disappointed.

Espresso Martini
Alano V.

Came here for drinks after dinner and have always been a big fan of the ambiance here! We got to sit on a couch tucked in the corner and we had the espresso martinis, sooooo delicious!! Our waiters we had were great, continually checked in on us and made sure we were good. Will definitely be back for drinks again!!

Rebecca G.

Cool place for drinks, chill upscale vibe, bathrooms are actually clean even though they're packed. Loved the drinks. Tried a few different ones. It's my second time here and both times staff was super attentive and fast to order our drinks. We came out for my daughter's birthday and they brought her a birthday shot for free with a little candle inside of it. I ended up missing it on camera, but it was still super sweet gesture. Definitely recommend coming here, especially in the summertime when they open up the patio.

Frozen Framboise Sherbet Pink Cloud Summer
Jenna K.

Great spot for a cocktail with excellent city views. Nice outdoor seating and variety of options. Cocktails were tasty, like how their specialty cocktail menu changes.

"Margarita" that looks like soda water and tastes like regret.

If you are here to socialize and enjoy the setting sun, you are in the right place. If you are looking for a well crafted cocktail go downstairs. Different night. Different bartender. Second margarita that looks like water and tastes like regret.

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Ahmed H.

Went to The Outsider recently for a surprise birthday party. This was my second time visiting but it's been years. I gave them a 4-star rating because while the ambiance/vibe was a 5, the food and drinks were a 3. The staff did a great job of waiting on our party of 20+, making sure we we had water and could order. I personally had a mojito - my go-to drink - after learning that their house cocktails are pre-mixed, which was the first red flag. The mojito ended up being very sugary like it was loaded with an artificially-flavored mixer. The food was meh too: undercooked wings with delicious but pricey $12 fries. I'll certainly go back, because the vibe is unmatched but on a full stomach.

Meagan M.

The perfect rooftop bar! This our go-to spot. The atmosphere is fun and the views of Milwaukee are great. The drinks are so nice and it's relaxing to sit by the fire. Indoor and outdoor seating, so perfect for both winter and summer months. I have been here several times! It is usually pretty busy, but there is also a lot of seating. Highly recommend checking this place out!

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Got engaged/ proposed to here! The staff was great and gave us free champagne for a toast!

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Ask the Community - The Outsider

Is the patio dog friendly? We're looking to stay at the Kimpton and hoping to have a place to grab drinks in the hotel?

Is it a 21+ rooftop bar?

Yes, IDs are checked on the way into the bar area

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Review Highlights - The Outsider

“Unfortunately it was pretty cool outside so this rooftop bar was enclosed to keep out the frigid weather.”

Mentioned in 34 reviews

Read more highlights

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Agency - Inside

Agency

4.2(29 reviews)
0.7 mi•East Town, Downtown

Liked the vibe - reminds me of shakers cigar bar but without all the smoke (like, a bit spooky,…read moreold, maybe haunted but also very cool). We stopped here after dinner, so we stuck mostly with the cocktails. Unfortunately, nothing on the seasonal menu really stuck out to me. I stuck with the "traditional" cocktails (spicy watermelon bubblegum, and then banana daiquiri). Hubs went for the halo halo food (which was so cute! All the typical ingredients but served in cubist fashion), and the paired drink. The paired drink was supposed to have different layers of flavor, but they all mixed together quite a bit. Tasty, just not the "layered" experience we thought. I think they almost do themselves a disservice comparing themselves to the aviary - that is a crazy high bar to meet. Granted, maybe we would have been more impressed if we had more of the seasonal cocktails despite them not seeming interesting? Probably wouldnt go out of my way to go here again, but it is a cool vibe and the cocktails were good.

A fun spot to have a couple of expertly crafted cocktails located in the Dubbel Dutch hotel…read more Reservations are needed. Nightmare was a good start-Rye based and as the menu states, served room temperature (warm), while the French 75 a hit as well. The Dealer's Choice option as either a single or combined version is fun. Choosing a set # of liquors, flavor profiles, tastes and level of alcohol was a chance to list your favorites but leaving it up to a master-and ours were both memorable.

Photos
Agency - Big Big, water

Big Big, water

Agency - Interior

Interior

Agency

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Mother’s - Fried Tofu (gluten friendly!)

Mother’s

4.1(27 reviews)
3.0 mi•Bay View

First time here. It's a historic building on the south end of Bay View. A big old white building…read more(previously called the White House) with a small parking lot on the south side. We had reservations at 6:00 on a Saturday night. (It was cold, a little drizzly, and windy out.) The front entrance has several steep steps, and when you walk through, you are literally at the host station. They were going to seat us right behind the host station, but we knew it was going to be a problem as people went in and out. We asked to be seated a little farther from the door, and after a bit of discussion (it sounded like this was going to be a little issue), they were able to find a table for two in the parlor. So glad! Got settled in right away with menus and waters. Our server did a good job of getting us up to speed on the menu, the service, and the cocktails. They did a very good job throughout the evening (thanks, Roberto). We settled on the Window Seat (Beef Tallow and Rosemary Washed Vodka, crazy but true) and the Night Clubbing (with espresso-infused Campari). Both were very good choices. We decided that we wanted to start with three dishes and then regroup if we needed more. These included the Bok Choy Salad, Cumin and Cinnamon Braised Pork Shoulder, and Venison Tartare (Dijon Ice Cream?). The Bok Choy Salad was a real surprise, with the entire collection being so bright and flavorful. The dates had a meaty quality. The dressing with Nuoc Cham was savory with just a bit of heat. We both decided that we could have made an entire meal of that. The Pork Shoulder came next and was a good portion, with the meat tender and flavorful. The Quinoa Polenta was interesting, but I can't say that it was something I would seek out. I have had Beef Tartare before, but this was a first for Venison Tartare, so of course I just had to order it. What struck me first was that the entire thing (not just the Dijon Ice Cream) was very cold, almost frozen. I tried a couple of bites, and it was so cold that unless you let it sit in your mouth to thaw out, it was somewhat tasteless. I spread it around the plate to thaw out, and it was a big improvement. It's a good-sized portion, and even after loading up on the three pieces of bread, there was still plenty left (maybe a couple more pieces of bread?). There were a couple of desserts that we would have loved to try, but we were full and had a performance to attend. So we will have to wait until next time. Really enjoyed our first dinner. Loved the inventiveness of the menu. The staff all seem to really care about the business and the diners. With the placement of the front door and the draftiness of the dining room, we will likely book our next dinner when the weather turns warmer.

What a gem of a place located in a street corner in a historic house in Bayviee. This place had a…read morecozy but spacious feel. They were festive with Halloween decorations and had a gothic feel. I tried the lamb jerk dumplings and tofu. Highly recommend. They both had unique flavors especially the lamb. The tofu had a nice crispy texture to it with the soy based sauce glazed over it with scallions. I also tried a mocktail version of La Pucelle, it wasn't explicitly listed in the mocktails section so you can order a mocktail version of some the alcoholic cocktails. For dessert I tried the Panna Cotta, it was my first time ever trying it and tho go get it was really good. It had a pomegranate sorbet scoop on top sprinkled with frankincense laid on a bed of shaved ice with the creamy base at the bottom of the bowl. It was refreshing! The waiter was very helpful, he explained how they served food and drinks and when I asked about I n residents for the dessert he was able to describe them in detail.

Photos
Mother’s - Beetroot Chocolate Cake (gluten friendly!)

Beetroot Chocolate Cake (gluten friendly!)

Mother’s - Shishito Peppers (gluten-friendly!)

Shishito Peppers (gluten-friendly!)

Mother’s - Pork Shoulder (gluten friendly!)

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Pork Shoulder (gluten friendly!)

The Pharmacy Bar - Hea-Ting & Coo-Li Hing

The Pharmacy Bar

4.5(14 reviews)
2.2 mi•East Side, Murray Hill, Lower East Side

The Pharmacy Bar is located inside the Crossroads Collective Food Hall. Accidentally ended up here…read moreas a place inside we were looking for wasn't open. The bartender was super friendly and we had a nice chat about this place and how a lot of the restaurants in the building use this as a test kitchen before they get their own place. Back to the bar, it's such a cool concept because it shows recognization to how the building use to be Oreintal Drugs. They have a wide variety of drinks to choose from from coffee, beer, wine, cocktails, non alcoholic drinks. Literally, whatever you imagine they have you covered. You can get food from any of the local businesses inside so the combinations are endless for pairings.

Such a great little bar situated inside of the Crossroads Collective! Surrounded by a bunch of food…read morevendors, it's the one spot you can wet your whistle. Here you'll find plenty of brews on tap, wines, and a solid line up of canned drinks/seltzers. Most notable though, their house cocktails. I opted for the cocorita and was definitely a fan! If you like coconut flavor and margs, then you're in for a treat with this one. So refreshing and even comes with shaved coconut on the side of the glass. If tequila isn't your thing, they've got ya covered with all the other concoctions -- from a sunshine martini to a Gillian's island rum mixer. And even if you prefer NA, there's drinks cleverly called "placebo effects" for ya! Love the sprawling bar, with plenty of seats, that's right in front of the big open doors letting the fresh air in. Friendly faces behind the bar too. Look forward to returning!

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The Pharmacy Bar
The Pharmacy Bar - Hurricane

Hurricane

The Pharmacy Bar

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Hill Valley Dairy - Bar view

Hill Valley Dairy

4.8(22 reviews)
0.6 mi•Walker's Point

I've been here a few times now with friends and family and I really enjoy the cheese bar. My prior…read morereviews are on another page for the business and spoiler - they were 5-star reviews. The space is cozy and dim and well decorated. The staff are always kind. some are more helpful or informative than others. You can pair the cheeses with every drink on the menu or try pre-paired boards. You can also buy cheeses from the dairy and others, as well as assorted related products at a small retail section or cut fresh from the cheese case. Parking is on the street and can be a pain in this saturated area. The reason for the drop in stars? Prior visits got you more wines and more food to pair it with. This visit had prices steady but fewer wines, less cheese and $1 upcharge for some wafer crackers. I know the economy is not great right now, but this now seems like an expensive place to bring friends, not a reasonable day outing.

Seems like a quintessential Wisconsin place to be, a cheese bar paired with your favorite wine or…read morecocktail. This place is pretty neat! It'll turn you into a cheese connoisseur if you're not already one. I fell in love with Gouda cheese as soon as I took a bite. We tried a classic cheese flight board and red wine only flight to pair with the different types of cheese. They made it into a gluten free spread so we had four types of cheese in lieu of the seasoned dried meat and gluten free crackers. The place is inviting, has nice decorations, great for going on a date or a casual catch up with your bestie. The staff was very knowledgeable and helpful. They knew so much about wine and cheese, I would want a whole Documentary on cheese. You can also purchase cheese and other goodies to go! Come on Thursdays, they have a discount on cheese boards!

Photos
Hill Valley Dairy
Hill Valley Dairy - Shop area with more cheese and cheese lover gifts. Viewing window allows you to see them making the cheese.

Shop area with more cheese and cheese lover gifts. Viewing window allows you to see them making the cheese.

Hill Valley Dairy - Hill Valley Dairy

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Hill Valley Dairy

Central Standard Crafthouse & Kitchen - Smash burger & fries

Central Standard Crafthouse & Kitchen

4.3(284 reviews)
0.3 mi•Downtown, East Town
•$$

I had the pleasure of attending an intimate get-together on the second floor of Central Standard…read more We had drinks at the bar, and each one was poured very well, with a nice variety being offered. I am very picky about my Old Fashioned, and this one was spectacular! Stop on your way out and buy a few bottles of the liquor they offer for enjoyment at home. The Door County cherry offerings make great gifts, too. The finger food we were offered was so well prepared. Brats in a Blankie are a great idea, and the taste was so good. Everyone here agreed that the food was tasty all around. The 2nd-floor room is accessed by an elevator and can accommodate lots of events. It has a cool vibe with brick walls and large windows. I did not see the 3rd and 4th floors, but I understand they are great for other events, including weddings. The main floor is for food and drinks. There is plenty of parking all around, but be careful in the lot to the west, as they have a reputation for issuing tickets without thought. Parking across the street at The Public Market is a great option, or find a free spot on the streets nearby.

Crafthouse Kitchen is a great brunch spot to try if all the other options nearby are full, but it's…read morepretty great on its own merits--cool interior, good food and coffee, friendly staff, and ample seating. I don't drink so I can't speak to cocktails but they are a big draw as well. It had been awhile since I had stopped in, for some reason. I wanted some pancakes so I got the Crafthouse Stack with berries. They came with bourbon honey butter and maple syrup. I was pleasantly surprised by the quality of the berries. Raspberries in particular can be hit and miss. These were all perfectly sweet and ripe. I had some solid coffee also. The location is a little inconspicuous but inside there are high ceilings and modern but welcoming decor. Don't miss it.

Photos
Central Standard Crafthouse & Kitchen - Bar area and tables

Bar area and tables

Central Standard Crafthouse & Kitchen - Brunch burger

Brunch burger

Central Standard Crafthouse & Kitchen - Old fashioned

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Old fashioned

The Outsider - lounges - Updated November 2026

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