đź“… Open Today: Crawl likely open on Saturdays
Explore Windsor's vibrant nightlife with our cocktail bar crawl! Visit three fantastic venues — Pre Drinks Bar, Better Days Cocktail Bar, and Blackwoods Wine & Cocktail Bar — each offering delicious drinks, lively atmospheres, and plenty of fun. Whether you're into karaoke, cocktails, or just good times, this crawl is perfect for food-loving night owls looking to make the most of their evening. Cheers to a memorable night out in Windsor!
Last updated: June 2025
Dive into Windsor’s spirited nightlife with this cocktail bar crawl designed for those who crave excitement, inventive drinks, and social adventures. Begin your journey at Pre Drinks Bar, where a vibrant atmosphere and food-focused menu set the tone for a night buzzing with energy. Next, amp up the fun at Better Days Cocktail Bar, where playful nostalgia meets craft cocktails in a lively setting filled with games and good times. Finally, cap off your evening at Blackwoods Wine & Cocktail Bar, a warm yet spirited spot that blends elegance with a welcoming buzz. This crawl offers a seamless progression from high-energy beginnings to a stylish finish, perfect for making memories and meeting new friends on Windsor’s iconic Chapel Street.
Kick off the crawl with Pre Drinks Bar’s electrifying mix of vibrant energy and food-centric delights, setting an upbeat tone for the night ahead and gathering your crew for the adventure.
The next stop is a short, lively stroll along Chapel Street that keeps the buzz going as you head toward a more playful and interactive vibe.
Here, the mood shifts to spirited fun with inventive cocktails and a playful atmosphere featuring board and video games, perfect for sparking laughter and friendly competition.
The next stop is a quick, energetic walk down Chapel Street, inviting you to transition smoothly into a chic yet spirited finale.
Conclude your night at Blackwoods with expertly crafted cocktails and an inviting ambiance that balances sophistication with lively social energy, ideal for wrapping up with flair.
The next stop is the crawl’s end—relax and savor the moment in this elegant yet vibrant venue.
Ready to turn your night into a thrilling Windsor adventure? This cocktail bar crawl perfectly blends high-energy starts, playful middle stops, and stylish finishes — all within walking distance on Chapel Street. Grab your crew, pace yourselves, and dive into a night of unforgettable drinks, laughs, and social vibes. Your Windsor nightlife story starts here.
Crawl Map