đź“… Open Today: Crawl likely open on Saturdays
Explore Windsor’s top cocktail bars on this lively crawl through three fantastic venues: Pre Drinks Bar, Better Days Cocktail Bar, and Blackwoods Wine & Cocktail Bar. Perfect for food lovers and night owls alike, this crawl combines tasty drinks, great company, karaoke, and vibrant nightlife in one epic night out. Whether you’re celebrating or just looking to unwind, this is your go-to Windsor adventure for food, drinks, and good times.
Last updated: July 2025
Ready to ignite your night in Windsor? This cocktail bar crawl takes you on a spirited journey through some of Chapel Street’s most dynamic venues, each offering a distinct energy that fuels your evening. Begin with the buzzing atmosphere of Pre Drinks Bar, where lively beats and delicious food set the tone for the night ahead. Then, shift gears to the playful charm of Better Days Cocktail Bar, where nostalgic games and inventive cocktails spark laughter and connection. Finally, wind down with style at Blackwoods Wine & Cocktail Bar—an inviting spot to savor expertly crafted drinks and share unforgettable moments. It’s a night designed for social adventurers craving fresh flavors, vibrant scenes, and endless fun.
Kick off the crawl at Pre Drinks Bar, where the mix of high-energy karaoke, dance-ready spaces, and a food-focused menu fuels excitement and gathers your crew for a memorable night.
The next stop is a short, lively stroll down Commercial Road to the heart of Chapel Street, keeping the energy flowing and anticipation building.
Step into Better Days for a burst of nostalgic fun where playful board games, classic video games, and inventive cocktails create an upbeat social playground that keeps the vibe fresh and interactive.
The next stop is a brief walk along Chapel Street, perfectly bridging the playful atmosphere to a more refined yet lively scene ahead.
Conclude your crawl at Blackwoods, where expertly crafted cocktails and an elegant yet inviting ambiance invite you to savor the night’s final moments with style and spirited conversation.
The next stop is your final destination—right here, where the night’s crescendo is celebrated with impeccable drinks and warm vibes.
This Windsor cocktail bar crawl delivers a night packed with energy, playful surprises, and sophisticated sips—perfect for anyone looking to own the night and connect over exceptional drinks. Rally your friends, lace up your walking shoes, and dive into a social adventure that turns Windsor’s nightlife into your personal playground. Ready to make memories? Let the crawl begin!
Crawl Map