Bishops Hill is Joliet’s hilltop 'castle' for award-winning wines, charcuterie and pizzas, plus tastings, Wine Class 101, and the Nashville…
310 Bridge St
“Bishops Hill is Joliet’s hilltop 'castle' for award-winning wines, charcuterie and pizzas, plus tastings, Wine Class 101, and the Nashville on the Hill series. Join the wine club, pop in with friends, or do yoga then sip like you mean it.”
Stella's Bar & Grill brings a lively, grown-up vibe to your week, with premium steaks, fresh seafood, and a legit craft-beer list alongside…
402 N Weber Rd (Romeoville)
“Stella's Bar & Grill brings a lively, grown-up vibe to your week, with premium steaks, fresh seafood, and a legit craft-beer list alongside cocktails that actually taste like someone cared. It’s a go-to for casual dinners, low-key celebrations, or even a polished work gathering when you need to impress.”
From the Plainfield newsletter, September 19, 2026
Chicago Street Pub keeps Joliet’s heart thumping with live entertainment and those Monday Night Irish Sessions, plus the kind of fish ‘n’…
75 N Chicago St
“Chicago Street Pub keeps Joliet’s heart thumping with live entertainment and those Monday Night Irish Sessions, plus the kind of fish ‘n’ chips, salads, and stacked sandwiches that pair perfectly with a fresh pint. A reliable local hang when you want music, laughs, and comfort food.”
Prairie Bluff Restaurant keeps it local with American comfort favorites like pot roast, burgers, pizzas and wings, plus a full bar with 12…
19433 Renwick Rd (Lockport)
“Prairie Bluff Restaurant keeps it local with American comfort favorites like pot roast, burgers, pizzas and wings, plus a full bar with 12 taps. Golfers and non-golfers alike get 9th-green views that pair nicely with lunch, dinner, or a low-key beer with friends.”
Grilled wings, juicy burgers, loaded nachos, and plenty of live sports make Brewski’z Sports Pub & Grill the spot when you want to actually…
1051 S Weber Rd (Bolingbrook)
“Grilled wings, juicy burgers, loaded nachos, and plenty of live sports make Brewski’z Sports Pub & Grill the spot when you want to actually hear the crowd without dealing with the stadium. Easy for a quick weeknight drink, clutch when the big game hits.”
From the Plainfield newsletter, September 11, 2026
Edison Park Inn nails the everything-under-one-roof vibe with handmade pizzas from a wood-burning oven, freshly battered chicken fingers,…
6715 N Olmsted Ave (Chicago)
“Edison Park Inn nails the everything-under-one-roof vibe with handmade pizzas from a wood-burning oven, freshly battered chicken fingers, pool tables, and eight bowling lanes. Grab friends for the game, or book a private party or catering when you want easy local fun without overthinking it.”
From the Tinley Park newsletter, September 13, 2026
With 15 TVs, two pool tables, a TouchTunes jukebox, and a handful of video gaming machines, Larry's Bar & Grill nails the just-right…
358 N Independence Blvd (Romeoville)
“With 15 TVs, two pool tables, a TouchTunes jukebox, and a handful of video gaming machines, Larry's Bar & Grill nails the just-right neighborhood vibe. Sundays mean their Larry's Bloody Mary, and weeknights bring pool leagues, so grab a friend and claim your corner.”
From the Bolingbrook newsletter, September 6, 2026
NWB Next Whiskey Bar Plainfield nails that sweet spot between polished cocktails and laid-back bites, pouring a solid bourbon lineup…
24205 Lockport St (Plainfield)
“NWB Next Whiskey Bar Plainfield nails that sweet spot between polished cocktails and laid-back bites, pouring a solid bourbon lineup alongside proper hamburgers and craveable comfort food. When you want a spot that feels local but tastes a little elevated, this is your weeknight-and-weekend fix.”
Werk Force Brewing Co. is the kind of spot you swing by after work and accidentally stay for one more, thanks to house-made pours that hit…
14903 S Center St #101 (Plainfield)
“Werk Force Brewing Co. is the kind of spot you swing by after work and accidentally stay for one more, thanks to house-made pours that hit the sweet spot between adventurous and crushable. Local, friendly, and consistently tasty, it’s quietly become a weeknight hero.”
From the Plainfield newsletter, September 13, 2026
Fuse'd pairs cocktails with a full menu built on global flavors, so you can actually make a night of it. It’s the kind of friendly…
24402 Lockport St Ste 130 (Plainfield)
“Fuse'd pairs cocktails with a full menu built on global flavors, so you can actually make a night of it. It’s the kind of friendly Plainfield spot for date night or catching up with friends, and they’re set up for parties or easy online ordering.”
From the Plainfield newsletter, September 14, 2026
Duneyrr Wine and Beer Company crafts Nordic and Belgian-inspired beers alongside exploratory co-fermented wines, where tradition meets…
2337 S Michigan Ave Fl 1 (Chicago)
“Duneyrr Wine and Beer Company crafts Nordic and Belgian-inspired beers alongside exploratory co-fermented wines, where tradition meets innovation. Rally the crew this week for their Tethered Events space in the South Loop, all industrial charm and warm hospitality that turns gatherings into actual memories.”
Open Outcry Brewing Company keeps Chicago’s South Side buzzing with fresh, handcrafted beers, legit Neapolitan-style pizza, and scratch…
10934 S Western Ave (Chicago)
“Open Outcry Brewing Company keeps Chicago’s South Side buzzing with fresh, handcrafted beers, legit Neapolitan-style pizza, and scratch cocktails in a funky warehouse hangout. Come for seasonal menus and brunch, stay for Tuesday trivia and rowdy Wednesday bingo... peak neighborhood energy.”
Marz Community Brewing Company keeps Chicago interesting with small-batch originals like Jungle Boogie and Tropical Tiger, plus spirits and…
3630 S Iron St (Chicago)
“Marz Community Brewing Company keeps Chicago interesting with small-batch originals like Jungle Boogie and Tropical Tiger, plus spirits and canned cocktails. Post up at Life on Marz in Logan Square or the McKinley Park 'Community of the Future' taproom, maybe roll into trivia or game night while you’re at it.”
Hickory Creek Brewing Co is in its farewell chapter as owner Gary Meyer heads into retirement, but the taps are still flowing and their…
1333 S Schoolhouse Rd (New Lenox)
“Hickory Creek Brewing Co is in its farewell chapter as owner Gary Meyer heads into retirement, but the taps are still flowing and their usual events are rolling. Swing by for classic house beers with local roots that started in a historic milk house, then toast a great run.”
Bronzeville Winery pairs fine wine and curated whiskey flights with seasonal small plates, artisanal cheese boards, and plenty of vegan and…
4420 S Cottage Grove Ave (Chicago)
“Bronzeville Winery pairs fine wine and curated whiskey flights with seasonal small plates, artisanal cheese boards, and plenty of vegan and vegetarian picks. Expect live music and weekly DJ sessions, indulgent Sunday brunch, and a room that hums with creative energy, perfect for a midweek reset or weekend flex.”
If your week needs a little upgrade, Cantina Rosa is pouring agave-forward craft cocktails that hit both newcomer and serious-sipper sweet…
5230 S Harper Ave (Chicago)
“If your week needs a little upgrade, Cantina Rosa is pouring agave-forward craft cocktails that hit both newcomer and serious-sipper sweet spots, in a humble, creative vibe inspired by regions across Mexico.”
Wine and Cheese Company is the Plainfield spot to linger over lesser-known bottles, small-batch cheeses and charcuterie, and still-warm…
24104 Lockport St #2901 (Plainfield)
“Wine and Cheese Company is the Plainfield spot to linger over lesser-known bottles, small-batch cheeses and charcuterie, and still-warm baguettes from their own pastry chef.”
From the Plainfield newsletter, September 22, 2026
Family-run since 1982, A&S Beverages Wine & Spirits on Halsted is the kind of neighborhood bottle shop that actually knows what you like,…
5058 S Halsted St Suite D-H, 5058 S Halsted St (Chicago)
“Family-run since 1982, A&S Beverages Wine & Spirits on Halsted is the kind of neighborhood bottle shop that actually knows what you like, with hand picked wine, spirits and Chicago-brewed beers, plus real recommendations. They even offer local South Side delivery so you can skip the errand.”
From the Calumet City newsletter, September 5, 2026
The Open Bottle is a relaxed craft beer shop and tap room with a constantly rotating lineup across bottles, cans, and draft, plus craft…
16437 W 159th St (Lockport)
“The Open Bottle is a relaxed craft beer shop and tap room with a constantly rotating lineup across bottles, cans, and draft, plus craft cocktails, wine, cider, and mead. Bring your own food, the kids, or the dog... and hit events like Brewery Bingo, Run Club, and yoga.”
Stone City Saloon keeps it classic with made-to-order American fare, housemade cocktails, and 20 draft beers plus plenty in cans and…
721 N Independence Blvd (Romeoville)
“Stone City Saloon keeps it classic with made-to-order American fare, housemade cocktails, and 20 draft beers plus plenty in cans and bottles. When you're craving a laid-back spot that feels like “your place,” they’ve got dine-in, carryout, and delivery covered.”
Make this week a mezcal moment. Ghost Donkey is a neon-lit playground where the music is loud, the drinks are strong, and the vibe leans…
415 N Dearborn St (Chicago)
“Make this week a mezcal moment. Ghost Donkey is a neon-lit playground where the music is loud, the drinks are strong, and the vibe leans playful mischief. Swing by for agave-forward cocktails or book a mezcal tasting, then surrender to whatever happens next.”
Metro Grill & Bar, right here in Joliet, serves contemporary American plates with Mediterranean flair using local produce, naturally raised…
2019 Essington Rd
“Metro Grill & Bar, right here in Joliet, serves contemporary American plates with Mediterranean flair using local produce, naturally raised meats, and sustainable seafood. Soups and sauces are made from scratch daily, and the cozy bar turns cocktails into a proper midweek reset.”
In Andersonville, Little Madrid Tapas-Café does classic tapas, croquetas, and paella with 100% organic ingredients imported from Spain,…
5661 N Clark St (Chicago)
“In Andersonville, Little Madrid Tapas-Café does classic tapas, croquetas, and paella with 100% organic ingredients imported from Spain, plus organic sangria, Rioja, and Spanish specialty drinks. Cozy, wood-burning-fireplace energy that feels like a quick trip to Madrid... grab a friend this week.”
When you need a grown up night that feels neighborly, Volo Restaurant Wine Bar brings a well curated wine list, thoughtful pairings, and a…
2008 W Roscoe St (Chicago)
“When you need a grown up night that feels neighborly, Volo Restaurant Wine Bar brings a well curated wine list, thoughtful pairings, and a cozy, tucked away patio with peak Chicago summer vibes. Hit the three course prix fixe or snag a Cru Night, then pretend you discovered the place first.”
From the Arlington Heights newsletter, August 29, 2026
If you like your shows loud and up close, The Forge brings national artists and wild tribute nights to downtown Joliet, with rock, hip-hop…
22 W Cass St
“If you like your shows loud and up close, The Forge brings national artists and wild tribute nights to downtown Joliet, with rock, hip-hop and everything in between. It’s the kind of intimate room where you actually feel the kick drum and maybe discover your next favorite band.”
Whether your week calls for a glass at the bar or a bottle for the couch, Printers Row Wine Bar and Shop nails it with a rotating lineup of…
719 S Dearborn St (Chicago)
“Whether your week calls for a glass at the bar or a bottle for the couch, Printers Row Wine Bar and Shop nails it with a rotating lineup of natural-leaning wines and smart, friendly guidance. Low-key, zero pretense, just good juice that turns Tuesday into something worth toasting.”
Apero nails the French art of the apéritif with natural wines, thoughtful cocktails, and just-enough snacks to warm up your palate. When…
4160 N Lincoln Ave (Chicago)
“Apero nails the French art of the apéritif with natural wines, thoughtful cocktails, and just-enough snacks to warm up your palate. When you want something low-key yet dialed-in this week, slide in for a glass that turns catching up into a small ritual.”
If your week calls for charcuterie that lets you pick five winners, squid-ink pasta with shrimp and octopus, legit steaks, or…
24027 Lockport St (Plainfield)
“If your week calls for charcuterie that lets you pick five winners, squid-ink pasta with shrimp and octopus, legit steaks, or Saturday/Sunday brunch, Barrel & Vine in Plainfield delivers, with a relaxed, classy vibe, a full cocktail and beer lineup, plus a wine club locals actually use.”
50+ handpicked wines, seasonal cocktails, and a fresh, made to order kitchen make Cork Bar & Kitchen the spot when you want conversation to…
2302 Essington Rd
“50+ handpicked wines, seasonal cocktails, and a fresh, made to order kitchen make Cork Bar & Kitchen the spot when you want conversation to stretch just a little longer. Bonus points for their themed pop ups that swap vibes with the season and keep things fun, so make it your midweek reset this week.”
ERIS Brewery and Cider House is Chicago’s women-owned brewery and cider house turning out creative modern ciders alongside craft beer, plus…
4240 W Irving Park Rd (Chicago)
“ERIS Brewery and Cider House is Chicago’s women-owned brewery and cider house turning out creative modern ciders alongside craft beer, plus an inclusive menu that actually works for your crew... meat lovers, vegans, pescatarians, and the gluten-free. Perfect excuse to catch up with friends this week.”
Dearly Beloved mixes immersive, sensory-driven cocktails with chef-y plates like a cheeky Caviar Cigar and a legit Wagyu Smash Burger, all…
900 N Franklin St (Chicago)
“Dearly Beloved mixes immersive, sensory-driven cocktails with chef-y plates like a cheeky Caviar Cigar and a legit Wagyu Smash Burger, all in a plush River North vibe that feels special without trying too hard. Perfect for impressing someone or treating yourself.”
Le Midi Wine nails that sweet spot between cozy and sleek, pouring smartly curated wines by the glass or bottle, a few crafty beers, and…
2108 W Division St (Chicago)
“Le Midi Wine nails that sweet spot between cozy and sleek, pouring smartly curated wines by the glass or bottle, a few crafty beers, and low-key tastings that don’t feel homework-y. Grab a seat on the patio with a friend, then let their team steer you toward something you’ll actually crave.”
Grand Cru Chicago is a West Town wine bar and shop built for discovery, pouring global finds and under-the-radar grapes. Let the crew build…
1119 W Grand Ave (Chicago)
“Grand Cru Chicago is a West Town wine bar and shop built for discovery, pouring global finds and under-the-radar grapes. Let the crew build you a flight across white, red, orange, skin-contact, rosé, and sparkling, then swing back for themed weekend tastings or dip into their laid-back wine club.”
From the Arlington Heights newsletter, August 23, 2026
Big Mini Putt Club keeps it simple and fun with a 9‑hole indoor course designed and built by the Big Mini team and a full bar pouring…
1302 N Milwaukee Ave (Chicago)
“Big Mini Putt Club keeps it simple and fun with a 9‑hole indoor course designed and built by the Big Mini team and a full bar pouring Peachy Palmers. It’s the rare spot where leagues, parties, and casual hangs all play well together, perfect for a midweek reset or silly date night.”
Three Dots and a Dash is a hideout for tropical cocktails, shareable group drinks, and a rum list that reads like a world tour. Post up in…
435 N Clark St (Chicago)
“Three Dots and a Dash is a hideout for tropical cocktails, shareable group drinks, and a rum list that reads like a world tour. Post up in The Bamboo Room or the main lounge, then let a dialed-in classic turn a random weeknight into vacation mode this week.”
Timothy O'Toole's Pub Chicago nails the sweet spot between rowdy game energy and easygoing neighborhood hang. Plenty of TVs, billiards if…
622 N Fairbanks Ct (Chicago)
“Timothy O'Toole's Pub Chicago nails the sweet spot between rowdy game energy and easygoing neighborhood hang. Plenty of TVs, billiards if you’re feeling competitive, and a big comfort-food menu, plus daily food and drink specials that keep weeknights interesting.”
Since 2007, Heroes West Sports Grill has been Joliet’s go-to for made-from-scratch pub fare, 38 taps, and a whole lot of screens, with 45…
1530 Commerce Ln
“Since 2007, Heroes West Sports Grill has been Joliet’s go-to for made-from-scratch pub fare, 38 taps, and a whole lot of screens, with 45 HD TVs keeping every play in view. Add live video gaming, bar trivia, and occasional acoustic sets, and you’ve got an easy weeknight win.”
Whether you need a low-key weeknight escape or a spot to celebrate, The Dawson brings bold, wood-fired cooking with inventive craft…
730 W Grand Ave (Chicago)
“Whether you need a low-key weeknight escape or a spot to celebrate, The Dawson brings bold, wood-fired cooking with inventive craft cocktails in a lively two-story space. This week, aim for their River West patio for Dawson City Limits with live bands and DJs that pair with the smoke-kissed menu.”
Rubi Agave Cocina Latina & Coctelería brings lively energy with bold plates, a serious cocktail game, music that actually makes you stay…
12622 W 159th St (Homer Glen) · ✓ checked Aug 26
“Rubi Agave Cocina Latina & Coctelería brings lively energy with bold plates, a serious cocktail game, music that actually makes you stay for another round, and a breezy patio for when the temps cooperate. Perfect for date-night upgrades or group hangs that refuse to fizzle out.”
Since 1978, Gustos Bar & Grill has kept things simple and seriously tasty with craft style, homemade sandwiches and the famous Go for the…
2115 Plainfield Rd (Crest Hill)
“Since 1978, Gustos Bar & Grill has kept things simple and seriously tasty with craft style, homemade sandwiches and the famous Go for the Gusto Burger, a half-pounder on a pretzel bun. Bring your crew for darts or a friendly game of pool and call it a week well won.”
If your week needs a reliable go-to, Bird's Nest keeps it simple... and ridiculously good. Think baskets of crispy wings with a lineup of…
2500 N Southport Ave (Chicago)
“If your week needs a reliable go-to, Bird's Nest keeps it simple... and ridiculously good. Think baskets of crispy wings with a lineup of sauces, plus the classic pub grub you’re craving, all in a laid-back bar that’s been winning locals over since 1995.”
River North’s Gus' Sip & Dip keeps it simple in the best way with fine mixed drinks, dipped sandwiches, and a deep list built by Kevin…
51 W Hubbard St Ste 100 (Chicago)
“River North’s Gus' Sip & Dip keeps it simple in the best way with fine mixed drinks, dipped sandwiches, and a deep list built by Kevin Beary, paired to Chef Bob Broskey’s timeless tavern dishes. Walk in, grab a proper cocktail, and let the old-school vibe do its thing.”
Part relaxed bar, part coffeehouse, Long Room Chicago keeps things easy with a rotating beer list, crafted cocktails, and a casual back…
1612 W Irving Park Rd Ste 1 (Chicago)
“Part relaxed bar, part coffeehouse, Long Room Chicago keeps things easy with a rotating beer list, crafted cocktails, and a casual back patio, plus a photo booth for the receipts. A solid go-to when you want coffee and community by day, pints and conversation by night.”
From the Park Ridge newsletter, September 12, 2026
