Gina Jenny's Wine And Full Bar keeps things fun for Baraboo locals, from a chef-curated Greek Wine Tasting with Chef Kai on October 1, 6-8…
126 3rd St (Baraboo)
“Gina Jenny's Wine And Full Bar keeps things fun for Baraboo locals, from a chef-curated Greek Wine Tasting with Chef Kai on October 1, 6-8 PM to weekly Flights & Fries where four wines meet four unique aiolis and those famous Downtowner fries. Consider your midweek upgrade handled.”
Whether you're catching the game or just craving something crispy, Wisconsin Brew Pub at Kalahari Resort nails the Wisconsin vibe with…
1305 Kalahari Dr (Wisconsin Dells)
“Whether you're catching the game or just craving something crispy, Wisconsin Brew Pub at Kalahari Resort nails the Wisconsin vibe with classic cheese curds, American fare, local Wisconsin beers and craft cocktails. Family-friendly, TV-filled, and reliably tasty... the kind of spot you circle back to on weeknights.”
From the Wisconsin Dells newsletter, September 28, 2026
Quindts Towne Lounge & Eating House is that Baraboo spot where the vibe’s friendly, the drinks are easy, and the plates lean hearty, from…
441 South Blvd (Baraboo)
“Quindts Towne Lounge & Eating House is that Baraboo spot where the vibe’s friendly, the drinks are easy, and the plates lean hearty, from prime rib and burgers to firecracker shrimp and build-your-own pizzas. Established in 1997, they keep things interesting with a weekly menu and honest, no-frills good times.”
Brewing inside the Ringling Mansion, AL. Ringling Brewing Co. pours craft beer rooted in a rediscovered family recipe, with a little circus…
623 Broadway St (Baraboo)
“Brewing inside the Ringling Mansion, AL. Ringling Brewing Co. pours craft beer rooted in a rediscovered family recipe, with a little circus magic, rotating specials and bites to match.”
Tucked beside the cabins in Baraboo, Fireside Cabins Wine and Beer Bar is the kind of low key spot where you pop in for a glass and end up…
830 W Pine St (Baraboo)
“Tucked beside the cabins in Baraboo, Fireside Cabins Wine and Beer Bar is the kind of low key spot where you pop in for a glass and end up staying for one more. Easygoing pours, friendly faces, and just enough cabin vibe to make any weeknight feel like a mini getaway.”
Broken Bottle Winery keeps it low-key and local with handcrafted, on-site wines (many estate-grown), easygoing flights, and a small-town…
S2229 Timothy Ln (Wisconsin Dells)
“Broken Bottle Winery keeps it low-key and local with handcrafted, on-site wines (many estate-grown), easygoing flights, and a small-town rustic vibe. It’s pet friendly, often has live music on weekends, and even does custom wine labels if you’re celebrating something.”
From the Lake Delton newsletter, September 25, 2026
Cambridge Winery - Madison Tasting Room pours premium wines from Wisconsin and beyond, plus a lineup of shareable small plates that make…
1001 S Whitney Way (Madison)
“Cambridge Winery - Madison Tasting Room pours premium wines from Wisconsin and beyond, plus a lineup of shareable small plates that make lingering easy. A low-key Janesville escape for tastings, catch-ups, or checking their events calendar when you want something mellow, grown-up, and quietly delightful.”
FIVE Nightclub has kept the party loud and welcoming since 1998, with a big dance floor, DJs, and a weekly calendar that actually delivers:…
5 Applegate Ct (Madison)
“FIVE Nightclub has kept the party loud and welcoming since 1998, with a big dance floor, DJs, and a weekly calendar that actually delivers: drag queen bingo, karaoke, Latin Night, RPDR viewings, line dancing, and the Mad City Drag Revue. Show up, find your people, stay for another song.”
Badger Tavern keeps the traditional Wisconsin tavern vibe alive with a come-as-you-are feel, cold drinks, and bar-and-grill comfort that…
1612 Seminole Hwy (Madison)
“Badger Tavern keeps the traditional Wisconsin tavern vibe alive with a come-as-you-are feel, cold drinks, and bar-and-grill comfort that hits when you want something familiar and satisfying. Neighborhood-y in the best way, it’s the kind of spot you wander into once and somehow end up on a first-name basis.”
Plain Spoke Cocktail Company is an easy-going tasting room where cocktails feel like home. Expect fresh, balanced, never pretentious pours…
110 King St (Madison)
“Plain Spoke Cocktail Company is an easy-going tasting room where cocktails feel like home. Expect fresh, balanced, never pretentious pours like a Brandy Old Fashioned, Passion Fruit Margarita, or Bourbon Smash, plus canned cocktails for your fridge... all set to hip tunes and friendly chatter.”
Tailer Nicole Wine and Cupcakes Lounge pairs curated flights of Pinot to Prosecco with cupcakes like Red Velvet and Rosé Berry, plus…
inside The Black Business Hub, 2352 S Park St suite 105 (Madison) · ✓ checked Aug 26
“Tailer Nicole Wine and Cupcakes Lounge pairs curated flights of Pinot to Prosecco with cupcakes like Red Velvet and Rosé Berry, plus staff-guided pairings that actually make sense. Swing in for Wine Mimosa Saturdays, sip-and-paint nights, or book a private celebration... because Tuesday deserves dessert.”
From the Richland Center newsletter, October 2, 2026
Need a brainy night out that still comes with a pint? Minocqua Brewing Company | Madison Taproom turns its “Home Away From Home” into a…
2927 E Washington Ave (Madison)
“Need a brainy night out that still comes with a pint? Minocqua Brewing Company | Madison Taproom turns its “Home Away From Home” into a lively hub with live music, remote radio, poetry, stand up, and thoughtful talks in science, politics, and architecture, plus their Progressive Beer and more.”
Nitro Beverage Lounge leans into smooth, signature nitro pours and nicely dialed classics, the kind of cocktails that feel thoughtful…
502 W Washington Ave (Madison)
“Nitro Beverage Lounge leans into smooth, signature nitro pours and nicely dialed classics, the kind of cocktails that feel thoughtful without getting fussy. Come for espresso‑friendly sips and a standout zero‑proof lineup, stay for the cozy lounge vibe that’s perfect for catching up.”
Starkweather Brewing Company keeps 15 taps flowing with award-winning craft beer, from hoppy IPAs to rich stouts, and serves up legendary…
2439 Atwood Ave (Madison)
“Starkweather Brewing Company keeps 15 taps flowing with award-winning craft beer, from hoppy IPAs to rich stouts, and serves up legendary wings, chicken tenders, and deep-fried cheese curds. It’s the micro brewpub locals hit for quality and a lineup that keeps changing, especially if you’ve got a euchre crew.”
ALT Brew is Madison’s 100% gluten-free brewery, turning alternative grains into legit IPAs, crisp lagers, and seasonals that don’t taste…
1808 Wright St (Madison)
“ALT Brew is Madison’s 100% gluten-free brewery, turning alternative grains into legit IPAs, crisp lagers, and seasonals that don’t taste like a workaround. If beer usually hates you, this nearby spot loves you... and even your pickiest hophead neighbor will admit it.”
Tucked beneath the Italian Workmen’s Club, Greenbush Bar has been serving iconic tavern style pizza since 1993, with a backbar built for…
914 Regent St (Madison)
“Tucked beneath the Italian Workmen’s Club, Greenbush Bar has been serving iconic tavern style pizza since 1993, with a backbar built for lingering. Swing by this week for iconic tavern style pies, a lively pop-up piano bar, or the monthly Italian Disco, and soak up true Greenbush neighborhood history.”
Family-owned since 1964, Genna's Lounge is the Capitol Square staple housed in a landmark Gothic Revival flatiron, pouring classic…
105 W Main St (Madison)
“Family-owned since 1964, Genna's Lounge is the Capitol Square staple housed in a landmark Gothic Revival flatiron, pouring classic cocktails, a Bloody Mary bar after the farmers’ market, and prime patio lounging when it’s warm, with cozy upstairs hangs when it’s not.”
Need an easy win this week, hit The Great Dane Pub & Brewing Company for house-brewed beers that actually taste like someone cares, a menu…
123 E Doty St (Madison)
“Need an easy win this week, hit The Great Dane Pub & Brewing Company for house-brewed beers that actually taste like someone cares, a menu that swings from brunch to comfort-food classics, and plenty of room to gather the crew or snag to-go platters for game night.”
Longtime Madison staple State Street Brats keeps it simple and perfect with legendary red and white bratwursts on German buns, squeaky…
603 State St Unit 1015 (Madison)
“Longtime Madison staple State Street Brats keeps it simple and perfect with legendary red and white bratwursts on German buns, squeaky fried curds, and liter steins, plus TVs and a front patio for game days. Easy pick when Janesville friends rally for a UW watch party.”
Liberty Station - Madison nails the laid-back American tavern thing with legit smoked brisket and pulled pork, oozy mac, proper burgers,…
2161 Rimrock Rd (Madison)
“Liberty Station - Madison nails the laid-back American tavern thing with legit smoked brisket and pulled pork, oozy mac, proper burgers, and local brews to match.”
Table Wine is a neighborhood wine shop and cozy wine bar in Madison’s Schenk-Atwood that nails the sweet spot between curated and…
2301 Atwood Ave (Madison)
“Table Wine is a neighborhood wine shop and cozy wine bar in Madison’s Schenk-Atwood that nails the sweet spot between curated and approachable. Grab a glass in the front window for A+ people watching, explore thoughtful picks across wine, spirits, and beer, or join a class, tasting, or wine club.”
From the Sun Prairie newsletter, September 5, 2026
Restoration Cider makes refreshing, no-nonsense cider, then quietly sends 5% to stream restoration so your midweek pour helps keep our…
6001 Femrite Dr (Madison)
“Restoration Cider makes refreshing, no-nonsense cider, then quietly sends 5% to stream restoration so your midweek pour helps keep our waters happy. Easy-drinking and fridge-friendly, it’s the kind of bottle that turns Tuesday into a tiny win.”
The Robin Room is a hip, wood-accented hangout for cocktails, beer and wine, complete with retro fixtures and the kind of warm lighting…
821 E Johnson St (Madison)
“The Robin Room is a hip, wood-accented hangout for cocktails, beer and wine, complete with retro fixtures and the kind of warm lighting that makes any weeknight feel special. Go for an easygoing catch-up or a quietly celebratory nightcap, just because.”
Slide into Blue Jack in the One Social District for a chic, intimate cocktail lounge experience with speakeasy vibes, craft cocktails, plus…
119 E Wilson St (Madison)
“Slide into Blue Jack in the One Social District for a chic, intimate cocktail lounge experience with speakeasy vibes, craft cocktails, plus appetizers and dessert to finish. Perfect for a low-key date or friend catch-up, and a solid excuse to upgrade your usual nightcap this week.”
I/O Arcade Bar is the open, inclusive hangout where craft beers, custom cocktails, THC drinks, and mocktails meet more than 70 arcade and…
924 Williamson St (Madison)
“I/O Arcade Bar is the open, inclusive hangout where craft beers, custom cocktails, THC drinks, and mocktails meet more than 70 arcade and pinball machines. Grab a board game, chase a high score on Killer Queen or NBA Jam, then stick around for Kar-I/O-ke Sundays or trivia Tuesdays... perfect reset button for the week.”
