When asking yourself about something to do near me in Chicago with a group of friends or family, consider
Watershed Bar

Why Watershed Bar is a fun option when searching for things to do near me with friends and family
Watershed Bar in Chicago offers a unique and vibrant setting ideal for meeting friends, whether for casual drinks or special occasions. Located discreetly downstairs in Pops For Champagne in River North, this speakeasy-themed bar combines an inviting, cozy atmosphere reminiscent of a stylish basement lounge with a warm leather couch and a chess set, encouraging intimate conversations and relaxed socializing. The bar stands out for its imaginative cocktail menu, featuring creative concoctions such as mezcal grapefruit margaritas with Malört and cocktails inspired by pop culture TV shows, ensuring a fresh and engaging experience each visit. The space is small but not overcrowded, allowing for meaningful connection without excessive noise. Guests can also enjoy affordable beer selections and delicious snacks like some of the best french fries in the area, making it a versatile spot for both drinks and light food. Attentive bartenders add to the welcoming feel, offering thoughtful service and interesting insight into their drink creations. This blend of creative mixology, cozy ambiance, and approachable vibe creates a memorable venue to gather with friends, celebrate dates, or enjoy a lively yet intimate evening in a distinctive Chicago setting.
Here's what people think of Watershed Bar
As of recent, Watershed Bar holds a 4.3-star rating based on 238 reviews.
Reviews of Watershed Bar reveal a generally positive experience marked by appreciation for its creative cocktails and cozy, speakeasy atmosphere. Positive feedback frequently highlights the inventive drink menu, with patrons enjoying cocktails made with unusual ingredients and flavors, often themed around popular TV shows, which adds a playful and engaging aspect to their visit. Many reviewers praise the bar's intimate size that still manages to avoid feeling overly crowded, making it suitable for good conversation and a comfortable hangout spot. The bartenders are noted for being attentive and knowledgeable, enhancing the overall ambiance and customer experience. Furthermore, the affordability of beers and quality of snacks like french fries earn particular commendation from visitors. On the other hand, negative reviews often point to issues with noise level, deeming the bar somewhat loud for business meetings or quiet discussions, and some mention a dark lighting scheme that could be off-putting for certain guests. There are occasional reports of unfriendly or arrogant bartender behavior, which detracts from the otherwise friendly atmosphere. In conclusion, Watershed Bar is widely regarded as a fun, creative, and cozy venue for socializing with friends or enjoying a nightcap, though those seeking a quieter environment or professional meeting spot might find it less suitable.
Highlights from reviewers (Most Relevant)
Mitch Woodson
Are you in river north? Do you attribute extra significance to a speakeasy? This place is classy, it’s not immediately noticeable from the street, it stocks whiskey you’ve either never heard of or is exceedingly hard to find. Honestly I have almost nothing negative to say about it, it’s cool, it’s in a high demand area, it has a tray of games if you’re hanging out for a while. But if you’re in the market for a place that’s “off the radar” “a scene” or otherwise underground beyond the literal sense of the word… eh? This is an expensive, albeit aesthetically ‘dead poet’s society’ bar with some decent bottles. If you’re looking for a place to grab a few while you’re in the neighborhood, I’d never discourage you, we had fun here. But if you’re some kind of speakeasy purist (which I’m not) eh. Not gonna be what you’re looking for.
Debra Johnson Chin
A cool basement bar under Pops Champaign bar on the corner of State and Ohio. Upon entering Pops tell the host you want the Watershed, you'll be directed to go to the right back side and take the stairs under the big "W" You'll be treated to a very relaxed atmosphere and drinks.
Brittany Martin
Idk it’s like a Chill dead poets society atmosphere with comfy chairs and a Midwestern (upscale) basement vibe — some say 👀. I enjoyed the not so “secret” entrance. They have unique drink menus with themes like The Good Place. Bonus: truffle popcorn and games and a funky cool Bart red bands Logan — he gives the tastes.
chris conley
We only had drinks- but the atmosphere and bar staff was fabulous! Definitely a hidden gem! Alan, JT and Collin were very nice !
Marco Panama
Unlike their neighbors upstairs watershed understands their customer base, and what it takes to welcome their customers. The servers/bartenders are down to earth, friendly, and most of all relatable. They can make a stiff consistent drink every time. Their knowledge on their selection is adamant. The decor is a little uninspiring, but the kicker is that’s the beauty of it. It is suppose to be a retro basement that leaves little awe. Will definitely stop by every time I️ am in town.
How to reach Watershed Bar
None
Website: None

Why Watershed Bar may become Your Favorite Meetup Place for Catching Up, Celebrating or Just Hanging Out
Why rally at Watershed Bar with your friends?\ Watershed Bar offers a distinctive gathering space where friends can connect over creative cocktails and a welcoming, unpretentious atmosphere. Nestled discreetly in Chicago’s River North neighborhood, this speakeasy bar strikes the perfect balance between intimate and lively, making it an ideal spot for groups seeking a relaxed night out. Unlike typical bars that demand knowledge of complex drink menus or have an intimidating vibe, Watershed invites everyone in with friendly bartenders who share their passion for mixology in a down-to-earth way. The bar’s thoughtful decor — reminiscent of a stylish, cozy living room — encourages easy conversation and comfort, allowing friends to truly catch up without competing with overwhelming noise. Themed cocktail menus, inspired by popular TV shows, add a playful and novel twist to the experience, sparking curiosity and fun group discussions. Whether your group wants to celebrate a special occasion, unwind after work, or simply enjoy a unique night out, Watershed Bar sets the scene to make those moments memorable and meaningful.
What activities can you enjoy at Watershed Bar?\ Watershed Bar specializes primarily in hand-crafted cocktails, carefully curated with local spirits and inventive ingredients. The rotating cocktail menu is a highlight, with each seasonal lineup themed around different popular television shows. This creative approach transforms every visit into a new adventure, as you and your friends can sample drinks inspired by shows like Sex and the City or The Good Place. The bar’s intimate setting lends itself well to socializing, perfect for groups who want to explore unique flavor combinations while swapping favorite TV moments or debating drink preferences. Beyond cocktails, Watershed offers a well-selected food menu featuring Wisconsin fried cheese curds, charcuterie boards, and other appetizers designed to complement the drinks without overwhelming the palate or the budget. This makes it easy to enjoy a full evening together without needing to rush elsewhere for food. Additionally, the friendly bartenders engage guests with insights about the cocktails and the origins of their ingredients, fostering a lively atmosphere that blends education and entertainment.
Why is Watershed Bar perfect for a group meetup?\ The layout and ambiance of Watershed Bar cater exceptionally well to groups. Though the space is cozy and located downstairs, it is thoughtfully arranged in a way that facilitates intimate conversations even in a buzzing environment. Comfortable leather couches, small intimate seating areas, and a layout that bypasses the claustrophobic feel of many bars create an inviting atmosphere for close-knit groups. The staff’s warm, inclusive approach helps everyone feel at home regardless of prior cocktail knowledge or bar experience, which is especially welcoming for groups with diverse tastes or levels of social confidence. Since the cocktail menu changes regularly and is inspired by fun pop culture themes, it gives groups a fantastic reason to return multiple times, each visit offering fresh topics for discussion and new drinks to try. The bar’s no-pressure vibe and attentive service ensure that gatherings feel relaxed yet special, perfect for everything from casual catch-ups to birthday celebrations or after-dinner drinks.
How does the ambiance enhance the social experience at Watershed Bar?\ The ambiance at Watershed Bar is one of its most celebrated features, often described as the feeling of chatting in a “cool grandpa’s basement.” The decor combines vintage and contemporary touches — leather couches, warm lighting, and tasteful art referencing current popular television — which creates a comfortable, stylish environment that encourages guests to linger. This ambiance softens the often loud and crowded bar scene and makes conversation easier for groups wishing to connect meaningfully. The bar’s speakeasy spirit, without the exclusivity or pretense, allows guests to feel relaxed and welcome right away. Music and occasional live entertainment are balanced well so the venue never feels overwhelming but still vibrant and energized. The little details, like receiving your check in a nostalgic CD case, further enhance the overall experience with playful charm, leaving a lasting impression on guests who appreciate creativity and comfort in their outing.
What should your group expect from the service at Watershed Bar?\ Service at Watershed Bar is known for being both knowledgeable and approachable. Bartenders are passionate about their craft and eager to share the story behind each cocktail, whether its local bourbon, experimental ingredients, or how a drink ties into the current TV show theme. This engagement enriches the drinking experience and enables groups to feel more connected to the bar and each other. The staff’s friendliness helps reduce the intimidation that may come from complex cocktail menus or speakeasy-style venues, making everyone—from novice drinkers to cocktail connoisseurs—feel included and cared for. Attentiveness is balanced with a casual attitude, contributing to a welcoming atmosphere where guests are not rushed but still appreciated. While the space can get busy, especially on weekends, arriving early or during less peak hours helps ensure smooth service and seating for your group.
Are there any special offerings or deals at Watershed Bar?\ Watershed Bar offers happy hour specials that include discounts on select drinks and food, providing an excellent opportunity for groups to enjoy the venue affordably. These deals typically encourage early attendance during weekends, as the intimate setting can fill quickly. The combination of high-quality cocktails, creative menus, and reasonably priced beers makes the bar an accessible option for all budgets. While there is no outdoor seating, the basement setting creates a cozy retreat from the busy city streets—a perfect environment for long conversations or celebrations not interrupted by noise or weather. Regular patrons appreciate the changing seasonal themes, which encourage repeat visits and a sense of community among guests who come back to see what’s new.
What kind of crowd can your group expect at Watershed Bar?\ The crowd at Watershed Bar is diverse, ranging from people on dates to groups of friends looking for a fun night out. The venue’s inclusive, relaxed vibe draws guests who appreciate creative cocktails and a sociable yet comfortable environment. On quieter nights, it’s ideal for intimate get-togethers and deeper conversations, while more lively evenings host rowdy groups enjoying the themed drinks and music. The bar tends to attract those who value quality drinks and a curated experience over noisy party scenes, making it a good fit for groups that want to talk, laugh, and bond without shouting over loud music or crowds. The unique TV show themes also entice fans of pop culture and craft cocktails, creating an engaging cultural connection among patrons.
In summary, Watershed Bar stands out as a fantastic meetup spot, especially for groups who appreciate inventive cocktails, a cozy yet stylish environment, and attentive, genuine service. This speakeasy washes away pretension in favor of genuine connection, excellent drinks, and a sense of fun inspired by television-themed creativity. Whether for a casual evening or a special celebration, Watershed offers something unique in Chicago’s vibrant bar scene that your friends or family will enjoy time and again.