The best bars & nightlife in Ashland

22 bars & nightlife we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Nightlife · 22 places · showing the latest additions first

Vino Volo

Nightlife

Stand-alone & airport wine bars offering lunch, dinner & small plates with custom-paired wines.

Cleveland Hopkins International Airport, 5300 Riverside Dr (Cleveland)

Stand-alone & airport wine bars offering lunch, dinner & small plates with custom-paired wines.

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The Brothers Lounge keeps your week humming with a lineup of live bands, jazz, comedy, and sing-alongs across its Concert Hall and cozy…

11609 Detroit Ave (Cleveland)

The Brothers Lounge keeps your week humming with a lineup of live bands, jazz, comedy, and sing-alongs across its Concert Hall and cozy Wine Bar. Grab a seat on the patio, pair Chef Wyn’s seasonal American fare with something sippable, then stay to dance.

From the Lakewood newsletter, August 28, 2026

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Need a no-fuss spot that nails the classics this week? Wagon Wheel Pub is your neighborhood go-to for juicy burgers, crispy wings, and…

8761 Snow Rd (Cleveland)

Need a no-fuss spot that nails the classics this week? Wagon Wheel Pub is your neighborhood go-to for juicy burgers, crispy wings, and pizzas with Parma’s 2020 Best Pizza Crust, plus a deep beer lineup that makes weeknights with friends feel like a mini victory lap.

From the Parma newsletter, August 29, 2026

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Porco Lounge & Tiki Room is your midweek mini-vacation, with award-winning tiki cocktails built on fresh-squeezed juices, house-made…

2527 W 25th St (Cleveland)

Porco Lounge & Tiki Room is your midweek mini-vacation, with award-winning tiki cocktails built on fresh-squeezed juices, house-made syrups, and a ridiculous 300-plus spirits lineup.

From the Cleveland newsletter, August 3, 2026

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Formerly Secret Society Comedy, Henceforth Comedy keeps the city laughing with curated lineups that pop up at cool spots around town. Keep…

2190 W 37th St (Cleveland)

Formerly Secret Society Comedy, Henceforth Comedy keeps the city laughing with curated lineups that pop up at cool spots around town. Keep an eye on their rotating calendar for showcases like One More Joke at The Winchester Music Tavern on August 4, then go discover your new favorite local comic.

From the Cleveland newsletter, August 8, 2026

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The Treehouse

Nightlife

With an actual tree over the bar and a pint of Guinness poured the way it should be, The Treehouse nails the cozy-meets-rowdy pub vibe.…

820 College Ave (Cleveland)

With an actual tree over the bar and a pint of Guinness poured the way it should be, The Treehouse nails the cozy-meets-rowdy pub vibe. Expect shareable wings, sliders, pizzas, and brunch favorites, live music some nights, and TVs for the game... an easy Youngstown weeknight or weekend plan.

From the Youngstown newsletter, September 6, 2026

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Named after a 19th-century Cleveland Irish neighborhood, Old Angle Tavern nails the neighborhood-pub sweet spot with stone-and-wood…

1848 W 25th St (Cleveland)

Named after a 19th-century Cleveland Irish neighborhood, Old Angle Tavern nails the neighborhood-pub sweet spot with stone-and-wood coziness, proper pints, and hearty pub grub. Live music pops up some nights, soccer gets its due, and the crowd lands comfortably between hip and beer-swilling... which is exactly the fun.

From the Lorain newsletter, September 4, 2026

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Bad Medicine

Nightlife

Classic-meets-creative cocktails and elevated bar bites are the move at Bad Medicine. Think a cucumber-bright Archangel or bourbon-kissed…

13334 Lorain Ave (Cleveland)

Classic-meets-creative cocktails and elevated bar bites are the move at Bad Medicine. Think a cucumber-bright Archangel or bourbon-kissed Golden Tooth with rosemary fries and a Fried Chicken Sandwich, plus Tiki Tuesday and weekly events... perfect excuse to slip out this week and feel fancy without trying.

From the Parma newsletter, August 24, 2026

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Breakfasts, burgers, fries, and cocktails served at this laid-back eatery with 2 bars, darts and pool tables.

880 Laver Rd (Mansfield)

Breakfasts, burgers, fries, and cocktails served at this laid-back eatery with 2 bars, darts and pool tables.

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Johnny's Little Bar is a hidden Cleveland gem with thick, juicy burgers and freshly made fries in a cozy dive vibe that wins over regulars…

614 Frankfort Ave (Cleveland)

Johnny's Little Bar is a hidden Cleveland gem with thick, juicy burgers and freshly made fries in a cozy dive vibe that wins over regulars fast. Friendly, no-frills service, a solid craft beer lineup, and that satisfying burger and fries combo make it a clutch pick when you want simple done right.

From the Lorain newsletter, September 6, 2026

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From their NE Ohio orchard to your glass, The Brownhoist Cider Company LLC makes crisp, dry ciders with non-GMO, pesticide-free apples and…

4310 St Clair Ave. (Cleveland)

From their NE Ohio orchard to your glass, The Brownhoist Cider Company LLC makes crisp, dry ciders with non-GMO, pesticide-free apples and handles everything in-house. Hit their Cider Bunker tasting room to sample unique, not-sweet flavors, or find them on tap around Cleveland when you're out.

From the Lorain newsletter, September 8, 2026

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Hilarities 4th Street Theatre keeps national stand-up rolling through, and you can make it a full night with cocktails at Kevin's Martini…

2035 E 4th St (Cleveland)

Hilarities 4th Street Theatre keeps national stand-up rolling through, and you can make it a full night with cocktails at Kevin's Martini Bar, dinner at Pickwick The Restaurant, then head downstairs for the show or a themed Frolic Cabaret. Consider this your midweek reset.

From the Cleveland newsletter, August 25, 2026

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Cent'Anni

Nightlife

When your week needs a mood lift, Cent'Anni brings Cleveland’s Little Italy to life with a cozy cocktail bar vibe, Italian drinking…

12403 Mayfield Rd (Cleveland)

When your week needs a mood lift, Cent'Anni brings Cleveland’s Little Italy to life with a cozy cocktail bar vibe, Italian drinking culture, and wood-fired Roman style pizza that pairs suspiciously well with another round. Treat yourself to a laid-back night that feels like a quick escape.

From the Euclid newsletter, August 28, 2026

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Rowley Inn

Nightlife

Rowley Inn is that food-driven neighborhood bar pouring local brews and turning out Cleveland-twist plates that actually hit the spot, and…

1104 Rowley Ave (Cleveland)

Rowley Inn is that food-driven neighborhood bar pouring local brews and turning out Cleveland-twist plates that actually hit the spot, and they even snagged a Diners, Drive-ins and Dives feature. A short hop from Parma, when you want unfussy brunch or a low-key hang that still feels special, this is the move.

From the Parma newsletter, August 22, 2026

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Whether you're wine-curious or a card-carrying grape nerd, Wyne Tasting & Cocktail Bar lets you sample by the sip with self-serve…

6800 Detroit Ave (Cleveland)

Whether you're wine-curious or a card-carrying grape nerd, Wyne Tasting & Cocktail Bar lets you sample by the sip with self-serve dispensers and wine on tap, pair it with a tidy charcuterie board, and keep things fresh with a monthly featured wine. They even host classes and private hangs.

From the Lorain newsletter, September 1, 2026

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Feeling wine-curious this week? Flight Cleveland in Gordon Square keeps things adventurous and approachable with pre-selected flights,…

5712 Detroit Ave (Cleveland)

Feeling wine-curious this week? Flight Cleveland in Gordon Square keeps things adventurous and approachable with pre-selected flights, short pours, and a shop stacked with bottles you’ll actually want to drink.

From the Cleveland newsletter, August 18, 2026

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Superelectric Pinball Parlor is a casual bar packed with coin-operated pinball machines from several decades plus a few video games. Order…

6500 Detroit Ave (Cleveland)

Superelectric Pinball Parlor is a casual bar packed with coin-operated pinball machines from several decades plus a few video games. Order a drink, chase high scores, and when the bug bites, jump into league nights or book a party so the crew has bragging rights for weeks.

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Butcher and the Brewer pairs housemade beers with carefully sourced American fare in an industrial-chic setting that feels equal parts…

2043 E 4th St (Cleveland)

Butcher and the Brewer pairs housemade beers with carefully sourced American fare in an industrial-chic setting that feels equal parts lively and laid-back. When you're craving a local pint and food that goes beyond the usual, this is your easy win for weeknight plans.

From the Parma newsletter, August 10, 2026

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Great Lakes Brewing Company keeps the pints interesting with a dialed-in tap list, a lively brewpub for pairing beer with bites, and patio…

2516 Market Ave (Cleveland)

Great Lakes Brewing Company keeps the pints interesting with a dialed-in tap list, a lively brewpub for pairing beer with bites, and patio hangs plus events like Emo Night and History Happy Hour. Rally some friends this week and make it your meetup spot.

From the Cleveland newsletter, August 14, 2026

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La Cave du Vin is a cozy wine bar and shop with a deep bottle list, craft beers for the hop-inclined, and plenty of cheese to match. Voted…

710 Jefferson Ave (Cleveland)

La Cave du Vin is a cozy wine bar and shop with a deep bottle list, craft beers for the hop-inclined, and plenty of cheese to match. Voted Best Wine Bar in Cleveland in 2025, it has that warm, linger-all-night vibe, plus a low-key wine club if you like surprises.

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Welcome To The Farm brings live country at a proper volume plus big-game energy, with smoky BBQ and cold drinks to match. It’s Chase Rice’s…

1054 Old River Rd (Cleveland)

Welcome To The Farm brings live country at a proper volume plus big-game energy, with smoky BBQ and cold drinks to match. It’s Chase Rice’s Cleveland spot with Forward Hospitality, and it nails the rowdy but friendly vibe when you just want to sing along, eat brisket, and unwind.

From the Cleveland newsletter, August 30, 2026

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Characters Sports Bar & Grill has been serving Parma for over 20 years, and their awesome wings are the kind you start craving before…

6007 Brookpark Rd (Cleveland)

Characters Sports Bar & Grill has been serving Parma for over 20 years, and their awesome wings are the kind you start craving before lunch. Grab a seat on the all-season, full-service patio, bring your fun self, and let their crew keep the good vibes rolling this week.

From the Cleveland newsletter, August 21, 2026

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