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    Dorothy Downstairs

    4.4 (38 reviews)
    Open 6:00 pm - 1:00 am (Next day)

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    Taco B.

    It was very lowkey and the drinks were extremely strong ngl. Me and my girlfriend felt really safe and welcomed. I like the free vending machine they have there filled with different stuff. We also enjoyed the Photo Booth a lot. Very nice place!

    Jen K.

    You walk in and think "I want my living room to look just like this"! It's chic and inviting and cozy, all in one. Dorothy is a lesbian bar, and I was told that lesbian bars historically don't do well. And yet, Dorothy feels like it's on top of its game: exceptionally good drinks (and Mocktails), friendly staff, aspirational decor and fun events. I was there for the movie release of Broken Bone Bathtub- an immersive theatrical experience. People were walking in during the very last part of the Q&A, and the gal running that personally invited everyone in. She made sure to tell people entering "it's OK to come in, Welcome, bar is right over there!" I thought that was so, for lack of a better word, nice. There was no rushing or roasting people because she had a mic. The bathrooms are clean. The parking outside is easy. Their hours are 6-11pm so you'll be in bed by midnight if you make it a "late night". Is this the way of the future? Reeeally great cocktails, reeeeeally great events, reeeeeally great feels? If so, this straight girl is coming to a lesbian bar near you;)

    inside
    Noemi N.

    Dorothy is a 70s inspired lesbian cocktail lounge bar. Ample seating, great drinks, and a cute little photo both! I got the San Junipero it was very refreshing and a good size for the price. It's a little hard to find at first but make sure to go through the red door on chicago ave.

    Seating area
    Emily K.

    WOW!! Almost tempted to move back to Chicago just to be close to this bar! Lesbian bar #6 on our bucket list and we went for NYE. We had such a fun time at Dorothy. The vibe is so cute and cozy with velvet couches and pillows everywhere. There's a photo booth as well for $6.50. We got there early and had a drink at the bar and then snagged a couch spot for the show! All of the NYE drinks were incredible. My favorite was a gin drink with strawberry, basil, and black pepper - so good!! The bartenders were great as well - I ordered one of the drinks with egg white and they were so excited to make it! I would be here all the time if I could. Definitely want to make a return trip soon!

    view from the back corner

    really cool seventies vibe with cool lighting and big couch-ish seating, they had hard kombucha when we went which was so good, awesome space

    a woman holding a glass of wine
    Lana T.

    OVERALL: Love the vibe here, and drinks are so tasty. DRINKS: We got a complimentary glasses of bubbly for their grand reopening that was the perfect pick me up. We then got "exactly the right thing" which was a Prosecco & clear liquor based drink with a hint of cayenne which was so interesting, but also so tasty. PRICE: $9-$12 for a cocktail which is pretty standard. ATMOSPHERE: It's a 70s vibes with big comfy couches, retro decorations - this is such a cool place. Plus it's located under the split-rail for true speakeasy vibes. SERVICE: You feel like a friend here, even if you didn't know anyone. So kind, and so willing to walk you through the drinks.

    a stage set up for a concert
    Mason W.

    I've been going here for the last year and it's been one of my favorite bars in Chicago. I try to make it to every fruit salad open mic event because they're always so great. Dorothy is always full of life and good energy and hot gay people. The cocktails are so good and creative, too. I hope this bar stays thriving for decades to come

    Couch area

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    2 years ago

    Incredible vibes, delicious drinks, and beautiful people. Karaoke night is definitely a highlight of the city, the energy was infectious.

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    1 year ago

    Amazing ambiance. Very popular but not super packed. Great place to go on a date. 99% female presenting but any LGBTQA person is welcome!

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    2 years ago

    Super friendly staff! Great vibes! Wish they weren't out of certain product to make certain drinks but over all great experience.

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    3 years ago

    Lovely ambiance, the drinks were delicious and I would definitely revisit sometime in the future!

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    Ask the Community - Dorothy Downstairs

    Review Highlights - Dorothy Downstairs

    Amazing cozy atmosphere with great spaces to socialize or bring a date .

    Mentioned in 4 reviews

    Read more highlights

    Angry Cactus Lounge

    Angry Cactus Lounge

    3.7
    (3 reviews)
    2.3 mi

    This was our first time at the Angry Cactus. We received an invite to participate in. Pluto TV…read moresponsored Rage Room. When we arrived we were immediately greeted by the nice ladies working the check in. They have reservations for rage rooms (30min rooms you get a bag to destroy all kinds of stuff!), billiards, and axe throwing. The decor is trendy and lively. The music wasn't too loud. The drinks are pricey... $16 for 2 drinks. We got a burger and chicken tender dinner, 2 drinks for the same price down the street. The staff is very helpful and nice. 5/5 stars. The rage room was so much fun. 30min was definitely enough, we were pooped lol. Overall, the venue is small but really fun. Drinks were excellent (not to weak or strong). I got a Long Island and my wife go an Old Fashion. If you are in the area definitely check them out!

    This was an experience, to say the least. We came in on a Friday night with a Groupon for axe…read morethrowing. The place had club vibes - dark atmosphere with some scattered lights, loud music pounding on the speakers, and there were 2-3 people dancing in the corner. There were scattered games, such as Jenga and Connect 4. We ordered the Blue Cactus and Old Fashion. The Blue Cactus was sweet, and if you weren't careful, it'd be easy to quickly drink. The Old Fashion wasn't anything special, just your typical old fashioned. On to axe throwing, the space where you axe throw was well lit, and we appreciated the guy who worked there, coming by to show us how to axe throw since it was our first time! There are chalkboards to keep track of your score. Just remember that the drinks can't be kept in the area where you axe throw, which I wish was better communicated to us. Overall, the Groupon was a great deal. We had some issues scheduling a time, so I had to email a contact there to have a time reserved. We were pretty surprised to see how few people were there on a Friday night, so it was pretty easy to play the different games scattered in the main room. There were also a few cute places for photo-ops.

    Photos
    Axe Throwing!
    Axe Throwing!
    Axe Throwing!
    Axe Throwing!
    Axe Throwing!

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    Axe Throwing!
    Moxy Chicago Downtown

    Moxy Chicago Downtown

    4.3
    (230 reviews)
    2.9 mi
    $$

    I really enjoyed this hotel. The lobby is a vibe. I love the industrial feel it gives in the room…read more The big floor to ceiling windows are great when waking up in the morning to get a view of the city and at night to see the skyline. Pac-Man in the lobby is a classic. Lucky we stayed therr and were able to use the machine. No wait.

    The Moxy brand is geared to young people who want a cool work vibe. It's a chain that focuses on…read moreminimalist amenities at a more affordable price in central locations. This hotel was located within the loop near the river, shops, bars and restaurants. The hotel rooms are basic and small. We were fortunate to get an upgraded room with two queen beds and an amazing view out the window of the city. The window was large and clean. The beds were comfy with ample pillows. Four pillows were provided. The hotel set up is a bit awkward. Room is best for one person as lacks storage for large luggage. Plus there is not a defined bathroom. The shower is within the bedroom. Fortunately the shower was frosted but you walk right into the bedroom so you must be comfortable with those you stay with. Plus the room does really have a deck and chair to work. The desk is a fold down from the wall. The chair for the deck is located on the wall and not really suitable for long term working on sitting as does not have a back to it. The best thing above this hotel are the staff. The front desk staff are super friendly and accommodating and aim to please. The bartender was super friendly and attentive as well. Lastly parking is not available right at the hotel. You have to walk two blocks. Plus parking cost 59 dollars and that's the discounted rate. Also not really a suitable place to drop luggage off. If you pull up to the front door, you are blocking traffic. Base on price of 400 dollars the night we stayed, I would say it's not worth the stay. Maybe it's worth 200 or less for Chicago.

    Photos
    Moxy Chicago Downtown
    Moxy Chicago Downtown
    Moxy Chicago Downtown

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    Bisous

    Bisous

    4.4
    (121 reviews)
    2.1 mi

    Of course when in Chicago, I had to check out Bisous, ranked #30 on North America's 50 Best Bars…read more2026, climbing from #39 in 2025. With an intimate ambiance, in Chicago's Fulton Market, Bisous brings the vibe of a 1960s Parisian cocktail lounge. Since they don't take reservations, I had a short wait at the door. Somehow, they knew exactly what I wanted, which was a seat at the bar. My favorite place to sip, exhaole, and chat with the bartenders. The cocktails were delicious, and the service was warm, attentive, and welcoming. My tongue-clicking sips for the evening: PASTRY WAR Pistachio Cream, Agricole & Jamaican Rums, Grappa, Almond, Egg White, Lemon, Nutmeg BAIT & SWITCH Blueberry Cordial, Mezcal, Blanche Armagnac, Baking Spices COUNTERPOINT Fig Leaf, Armagnac Duffau Napoléon, Yellow Chartreuse, Oscar.697 Rosso Vermouth Mmmm... #BonAppetit! Cheers! Enjoy!

    My boyfriend and I were visiting Chicago (from Las Vegas) 2 weeks ago, and were very excited to…read morecheck out Bisous, as it looked nice inside and had good reviews. Imagine my shock when we didn't even make it past the bouncer because he was so rude, AS OTHER RECENT REVIEWS HAVE MENTIONED AS WELL! We had dinner nearby and walked to Bisous after, and saw there was a line of 5 or 6 people outside. We expected this as we knew Bisous is a first come, first serve bar. We were curious what the wait time would look like, so we approached the front door to ask a host or employee inside (we assumed there'd be a desk with an employee working it who could give us a wait time). We had no problem waiting, just wanted to see how long they estimated it would be! Before we could even fully open the door, the bouncer swung the door open from the other side and hit me with the door. I stumbled back a few steps and he looked at us and said, and I quote, "What do you want?". I laughed at first because I thought he was joking and putting on a tough guy act. He was not. We quickly explained we just wanted to see what the wait time was, and he said "don't you see there's a line outside?" We said yes, and explained we just wanted to know a rough estimated wait time. He just blankly stared at us while ushering us out. Both my boyfriend and I have worked in customer-service roles for a very, very long time. This encounter was not only extremely rude and unprofessional, but he also hit me hard enough with the door to send me stumbling back, and then said nothing about it and continued to address us in a tone that was nothing less than annoyed and irritated. We didn't end up going inside because that encounter left such a bad taste in our mouths. I don't believe in spending my money at establishments that don't treat their customers with the bare minimum respect they deserve! Bummed we didn't get to experience it, as I'm sure it was lovely inside and I can only hope the rest of the employees were much more kind and accommodating, or at least able to answer a simple question. Fire your "bouncer" (??) and hire someone with some basic customer service and communication skills!!

    Photos
    Interior bar
    Interior bar
    Inside
    Inside
    Interior

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    Interior
    The Pearl Club

    The Pearl Club

    4.1
    (118 reviews)
    2.2 mi

    100/10. Highly recommend! Had my first experience at The…read morePearl Club about a week ago and they did not disappoint. From the moment you walk in it gives speakeasy and sultry. Very dark ambiance so bring your flash light and reading glasses but the music is perfect - not too loud that you can't hear your own thoughts. My friend and I ordered the Clarified Ube Colada, triple crown sliders and shoestring fries with aioli. When I tell you that Ube colada is the best drink I've ever tasted in my life! I thoroughly enjoy my dark beverages. But this..!!!! Tuh! It's a must try - slow to sip and a great balance of alcohol and sweet. The food was really tasty - no recommendations or substitutes needed. I will return.

    I went to the Pearl Club this evening for the Fantasy Bay Burlesque night. the vibes in there are…read moreimmaculate & such a cool history with this building that has existed since 1890! The decor was elegant and swanky, the espresso martinis were delicious, the seating was very comfortable for me as a plus size and disabled person, and despite not advertising it there is an ADA bathroom on the main level in addition to the bathroom down the stairs. All the staff were super kind and friendly and the performers were so immensely skilled at their craft-- shout out to the burlesque artists Sugar Cane Jane, Honey Bee Rose, Nami Flare, Sassy Squire, and Chi Faguette an amazing night that I will never forget. I can't wait to come back !

    Photos
    I'm obsessed with this lighting
    I'm obsessed with this lighting
    Miss Sugar Cane Jane MC'ing at the Pearl Club Fantasy Bay Burlesque night
    Miss Sugar Cane Jane MC'ing at the Pearl Club Fantasy Bay Burlesque night
    They truly know how to do it here

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    They truly know how to do it here
    101 Sky Terrace

    101 Sky Terrace

    4.1
    (18 reviews)
    3.3 mi

    Let me start by saying that the views were 5 star and the place has a cool vibe - although the…read morehouse music they were playing was a bit loud for the small number of people eating when I was up there. That said, this place just completely disappointed. The food was just not good. I had the burger sliders and for $9 a piece you expect them to be something special. They were not. Overcooked with a little sauce and two pickles slapped on the bun with a tiny little dab of fake cheese - it was like a bad and way more expensive version of McDonald's. The onion rings were the frozen crumbly kind not the fresh beer battered kind and so that's a big "no!" for me. The dipping sauce was okay. Service was friendly and I think the guy was new but it wasn't good enough for a place like that at the top of the building. There were two servers so I'm guessing one was training maybe. They didn't make it to my table to check to see if everything was okay while I was eating and it even took them a while to notice that I was done eating. It's was slow so I don't think they were stressing with too many tables. That kind of place should knock your socks off - but it was on the low end of mediocre. I wouldn't go there again for food. Maybe it's a decent place to go to the bar but since I don't drink I can't help much on that end.

    Great food, drinks, and view. We came on a Sunday and ordered some drinks to start, as well as…read moreBrussels sprouts. There were a small portion but delicious. Not too crispy but still tasty. We also shared the half chicken and Ceasar salad with shrimp. There were only 3 pieces of shrimp for the extra money we spent; but otherwise the food was delicious. Definitely on the pricier side because of the rooftop and area.

    Photos
    101 Sky Terrace
    101 Sky Terrace
    101 Sky Terrace

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    Three Dots and A Dash

    Three Dots and A Dash

    4.1
    (4.2k reviews)
    3.1 mi
    $$$

    I made reservations at Three Dots and a Dash to kick off my sister's bachelorette party. She loves…read moretiki bars, so it was only appropriate to gather and welcome everyone. OpenTable only allowed up to 8 people per reservation at a time. We were a party of 13, so I had to split the reservations into two. I made a request for the tables to be close together, but I understood that there was no guarantee the tables could be together. Our reservations were at 9pm, and the place was packed. Three Dots and a Dash did us a solid and managed to reserve an entire alcove for us! I was so appreciative. Loved the vibe at Three Dots and a Dash. It felt much classier, like a mid-century modern tiki lounge. The music was fun too. Instantly recognized a retro Italian song by Pino D'Anglo, which just added to the ambiance. The drinks were great. We ordered a couple of rounds of the shotstapus, and I got the rum barrel for good measure. The drinks were sweet but tasty. Too easy to knock back.

    This place is a yes, yes, and yes! I have a buddy that loves Tiki bars and found this place/made a…read morereservation, so our group came to visit on a Sunday night. The vibe is speakeasy-ish; the entrance is off the street in an alleyway but the interior is very nice, low light, and would be fun for a date night! The staff were attentive and very friendly. My friend got some shots, which were surprisingly good given they were kind of sweet, and I ordered the "mystic lamp" cocktail ($16) which was VERY memorable to me as someone that loves floral drinks -- it was very floral, slightly fruity, and had a lovely chunk of lychee it came with which was delicious! The drink was decent sized too; I've been charged a lot more for much less drink at other speakeasies (those of which I don't plan to visit again any time soon haha). In my opinion, this spot has the perfect combo of great drinks, nice ambiance, cool speakeasy-vibes, but also cheerfulness given the tiki-theme inside. Would definitely rec a visit to anyone visiting Chicago who likes cool bars!

    Photos
    Interior Entrance
    Interior Entrance
    These Loaded Luau Cheese Fries
    These Loaded Luau Cheese Fries
    Tiki gift shop.

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    Tiki gift shop.
    The Berkshire Room

    The Berkshire Room

    4.1
    (475 reviews)
    3.2 mi
    $$

    The Berkshire Room is one of my favorite speakeasies in Chicago. While they offer a fantastic…read morecocktail menu and a full bar, I almost always order The Dealer's Choice. You simply choose your preferred spirit, flavor profile, and glassware, then let the mixologist create something just for you. It's one of my favorite cocktail experiences in the city, and they've never steered me wrong. What I especially appreciate is how knowledgeable the bartenders are. They're always happy to offer recommendations if you're unsure what to order, but they're equally excited to create something completely unique if you're feeling adventurous. Watching them craft each drink is part of the experience. I've even hosted a birthday gathering here in their private side room, where we enjoyed charcuterie boards alongside our cocktails. If you're just stopping in for drinks, though, I'd recommend grabbing dinner beforehand, as the food offerings are fairly limited. More often than not though, you'll find me sitting right at the bar. I love watching the bartenders showcase their craft and chatting with them about the incredible selection of spirits they have on hand. It's a great spot for anyone who genuinely appreciates well-made cocktails and the artistry behind them. I'm also a member of their loyalty program, which is well worth joining. It can be used at The Berkshire Room as well as several other excellent restaurants, making it an easy way to earn rewards while exploring some great dining spots around the city. Whether you're a cocktail enthusiast or simply looking for a sophisticated place to unwind, The Berkshire Room consistently delivers. I'll definitely be back for another Dealer's Choice soon! #YelpEliteSquad

    I added a photo and was surprised to see I've never reviewed this popular cocktail spot. I've been…read morea handful of times over the years, as it's a solid standby in River North. Tucked away in the Acme hotel, the vibe is loungey with plenty of different types of seating. We came around midnight on a Friday and it was packed but we managed to find a cozy corner. For drinks, I've always enjoyed their "Dealer's Choice", which is a fun novelty. However, on my latest visit I decided to try the Frijolito ($18), which was basically a spin on an espresso martini but with mezcal. Wow! Perfectly balanced, unique, and delicious. For food, they offer some "bites" but I've not tried them. Our server was fine, nothing special. I can't remember ever having bad service here.

    Photos
    Trust the mixologist - your Dealer's Choice cocktail is in good hands
    Trust the mixologist - your Dealer's Choice cocktail is in good hands
    Host your next event at this speakeasy cocktail and whiskey bar in River North!
    Host your next event at this speakeasy cocktail and whiskey bar in River North!
    Bar

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    Bar

    Dorothy Downstairs - lounges - Updated August 2026

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