When you want a fresh pour without the fuss, Windermere Brewing Company keeps small-batch beer flowing, plus guest taps, cider and a shaded…
111 W 5th Ave (Windermere)
“When you want a fresh pour without the fuss, Windermere Brewing Company keeps small-batch beer flowing, plus guest taps, cider and a shaded porch that insists you linger. Live music, trivia, food trucks, yoga and a run club make it your easy midweek reset and weekend vibe... go claim your spot this week.”
Need a nearby reset after a long Winter Haven day? Vibes Bar & Lounge keeps it simple and smooth with good drinks and hookah in a laid-back…
44294 US-27 (Davenport)
“Need a nearby reset after a long Winter Haven day? Vibes Bar & Lounge keeps it simple and smooth with good drinks and hookah in a laid-back lounge setting. Grab a couple friends, sink into the vibe, and let the conversation do the heavy lifting.”
From the Four Corners newsletter, September 15, 2026
Sun On the Beach keeps Four Corners buzzing with karaoke, live music, Latin Sundays, surprise pro wrestling and legit comedy nights, plus…
5770 W Irlo Bronson Memorial Hwy (Kissimmee)
“Sun On the Beach keeps Four Corners buzzing with karaoke, live music, Latin Sundays, surprise pro wrestling and legit comedy nights, plus patio parties at Gilligan's Tiki. Handcrafted cocktails and craveable bites fuel the fun, so snag your crew and make some gloriously questionable memories.”
From the Four Corners newsletter, September 9, 2026
Slip into Ale & Compass Lounge for a cozy, nautical nook serving lively libations and savory snacks. Think beers, wines, top-shelf pours,…
1700 Epcot Resorts Blvd (Lake Buena Vista)
“Slip into Ale & Compass Lounge for a cozy, nautical nook serving lively libations and savory snacks. Think beers, wines, top-shelf pours, plus playful cocktails like the Spicy Pomegranate Margarita or the Captain’s Mai Tai when you need a low-key escape close to home.”
The Wine Imperium keeps it cozy with a carefully curated wine list, artisanal cheeses, charcuterie boards and gourmet small plates, plus…
606 Market St (Kissimmee)
“The Wine Imperium keeps it cozy with a carefully curated wine list, artisanal cheeses, charcuterie boards and gourmet small plates, plus live music and Saturday karaoke that make it feel like the neighborhood living room. Swing by this week to explore new pours or go alcohol-removed with wines, beers and mocktails.”
Ovation Bistro & Bar in nearby Davenport is part steakhouse, part smokehouse, turning out in-house smoked brisket, mouthwatering ribs,…
42605 US-27 (Davenport)
“Ovation Bistro & Bar in nearby Davenport is part steakhouse, part smokehouse, turning out in-house smoked brisket, mouthwatering ribs, juicy steaks, and craft burgers plus seasonal cocktails to match. When you want a no-fuss spot that still feels like a treat this week, keep it local and get some real-deal flavor.”
Whether you want smooth, premium hookah or a well-made cocktail, Lit Lounge and Nightclub keeps the vibe upscale and lively. Their weekend…
7562 W Irlo Bronson Memorial Hwy (Kissimmee)
“Whether you want smooth, premium hookah or a well-made cocktail, Lit Lounge and Nightclub keeps the vibe upscale and lively. Their weekend lineup, from Forbidden Fridays to R&B Sundays, makes it easy to rally the crew and lean into a proper Central Florida night out.”
Mulligan's Irish Pub brings easygoing Irish pub vibes, solid pub grub and properly poured pints for after-work decompression. Grab your…
39 Blake Blvd (Kissimmee)
“Mulligan's Irish Pub brings easygoing Irish pub vibes, solid pub grub and properly poured pints for after-work decompression. Grab your crew for trivia, karaoke or jukebox bingo and pretend it’s just “one drink” while you accidentally make midweek plans you’ll actually keep. Check it out.”
When it’s sticky out and you want something cold and fun, Fat Tuesday at Old Town serves frozen cocktails like the legendary 190 Octane,…
5770 W Irlo Bronson Memorial Hwy Suite 115 (Kissimmee)
“When it’s sticky out and you want something cold and fun, Fat Tuesday at Old Town serves frozen cocktails like the legendary 190 Octane, Cat 5 Hurricane, and Miami Vice, plus those souvenir cups you’ll totally justify keeping... perfect for a midweek chill or weekend wander.”
Drinking Bar Restaurant keeps things fun with karaoke you can actually hear yourself on, a lineup of cold drinks, and crave-worthy plates…
150 California Blvd (Davenport)
“Drinking Bar Restaurant keeps things fun with karaoke you can actually hear yourself on, a lineup of cold drinks, and crave-worthy plates like picanha with arepitas and yuca or big, messy burgers. Perfect for a Four Corners weeknight hangout when you want a little energy without the theme-park chaos.”
Formosa Winery Tasting House is a laid-back local hang where self-serve tastings span 50-plus wines from around the world, plus rotating…
3011 Formosa Gardens Blvd (Kissimmee)
“Formosa Winery Tasting House is a laid-back local hang where self-serve tastings span 50-plus wines from around the world, plus rotating drafts, and a bistro menu that actually holds its own with charcuterie, flatbreads, chicken and waffles, and shrimp and grits. Add live music, trivia, and paint nights for easy plans.”
From the Four Corners newsletter, September 1, 2026
Whether you're wine-curious or just need a midweek reset, Open Container Wine Bar pours adventurous Armenian varietals in an out-of-the-box…
8200 Vineland Ave Unit 281 (Orlando)
“Whether you're wine-curious or just need a midweek reset, Open Container Wine Bar pours adventurous Armenian varietals in an out-of-the-box tasting led by professionally trained sommeliers, with options by the glass or bottle after. Book a private tasting or jump into their interactive events.”
Celebration Brewing Company keeps things fresh with 40 rotating taps, from crisp craft lagers to hoppy IPAs, plus pub bites worthy of their…
1601 Future Wy (Kissimmee)
“Celebration Brewing Company keeps things fresh with 40 rotating taps, from crisp craft lagers to hoppy IPAs, plus pub bites worthy of their 2026 Bronze Favorite Burger nod. Not feeling beer? This week, try wine, classic cocktails, zero proof sips, and catch live music for easy community vibes.”
Massive screens, cold cocktails, and pool tables make Longshot Bar & Billiards the easy pick around Four Corners when you want sports and…
9350 Highway192 #105 (Clermont)
“Massive screens, cold cocktails, and pool tables make Longshot Bar & Billiards the easy pick around Four Corners when you want sports and darts under one lively roof. Order wings or a slice, catch the soundtrack from live DJs, and let the friendly chaos do its thing.”
