đź“… Open Today: Crawl likely open on Fridays
Explore Windsor’s vibrant nightlife with our cocktail bar crawl! Visit three fantastic venues—Naughty Nancy's, Better Days Cocktail Bar, and Blackwoods Wine & Cocktail Bar—and enjoy a variety of expertly mixed drinks. Perfect for food lovers and cocktail fans alike, this crawl combines great vibes, tasty bites, and unforgettable memories. Whether you're celebrating or just out for a fun night, this pub crawl is your ticket to Windsor’s best cocktail spots!
Last updated: July 2025
Get ready to ignite your night with Windsor’s most dynamic cocktail bar crawl, where every stop amps up the energy and spices up your social adventure. Kick off at Naughty Nancy’s, a buzzing pub alive with live music and bold flavors that set the tone for an unforgettable evening. Next, shift gears to Better Days, where inventive cocktails meet playful retro games, creating a lively playground for friends and strangers alike. Finally, wind down at Blackwoods Wine & Cocktail Bar, where expert mixology and welcoming vibes craft the perfect finale to your night. This curated route blends vibrant atmospheres and diverse experiences, ensuring your taste buds and social spirit stay fully engaged from start to finish.
Opening the crawl with infectious energy, Naughty Nancy’s combines live music with hearty, flavor-packed eats and inventive cocktails, creating a lively launchpad for your night out.
The next stop is a quick, vibrant stroll along Chapel Street, letting the night’s buzz build as you head toward a playful change of pace.
Inject a dose of fun with inventive cocktails and a retro gaming twist at Better Days, where social energy peaks amid cozy couches and shared laughter.
The next stop is just a short, spirited walk down Chapel Street, perfect for swapping game scores and gearing up for an elegant final act.
Closing the crawl on a high note, Blackwoods offers expertly crafted cocktails and a warm, inviting atmosphere that lets you savor the night’s crescendo with style.
The next stop is the perfect opportunity to reflect on the night’s highlights as you make your way out of Chapel Street’s heartbeat.
Whether you’re a cocktail connoisseur or a night-time adventurer, this Windsor crawl delivers a seamless flow of excitement, flavor, and social sparks. Rally your crew, charge your phones, and prepare to sip your way through an evening full of surprises and spirited memories. Ready to own the night? Windsor’s cocktail scene is waiting.
Crawl Map