đź“… Open Today: Crawl likely open on Saturdays
Discover Windsor’s vibrant pub scene with our exciting pub crawl! Visit four fantastic venues, including the stylish 1861 pub with pool tables and live sports, a busy gastropub with a leafy courtyard, a modern pub with leather banquettes, and a lively hotel bar. Perfect for food lovers and social butterflies, this crawl combines great drinks, delicious pub grub, and a relaxed yet stylish vibe. Grab your friends and experience Windsor’s best pubs all in one night!
Last updated: June 2025
Windsor’s nightlife pulses with energy and character, and this curated 4-stop pub crawl lets you soak it all in with a perfect blend of sound, flavor, and atmosphere. Begin your evening at Piano on Chapel, where live music sets a spirited tone, inviting you to move, mingle, and lose yourself in the moment. Then, shift gears to The Dick Whittington Tavern, a timeless venue where classic pub fare meets the friendly chatter of pool games and live sports. As the night deepens, step into the lush beer garden of Windsor Castle Hotel — a vibrant green escape crowned with a whimsical pink elephant, perfect for sharing laughs and craft brews under the stars. Finally, elevate your crawl at Prahran Hotel, where contemporary design and mouthwatering pub dishes fuel lively conversations and lasting memories. This crawl is more than a night out; it’s a dynamic journey through Windsor’s best-loved drinking dens, each stop amplifying the buzz and camaraderie of the one before it.
Launching the crawl with infectious live music and an electric atmosphere, Piano on Chapel sets the pace for an adventurous night, blending vibrant beats with a welcoming crowd ready to dance and socialize.
The next stop is just a short stroll down Chapel Street, keeping the energy flowing without missing a beat.
A classic pub with hearty eats and pool tables, this stop invites you to settle in for some friendly competition and live sports action, shifting the vibe to a communal, lively hangout spot.
The next stop is a quick walk that takes you deeper into Windsor’s vibrant streets, maintaining momentum as you head towards a refreshing change of scene.
This pub’s lush beer garden offers a spirited yet refreshing outdoor space to recharge and socialize, where whimsical rooftop art and leafy surroundings add playful charm to the night.
The next stop is a brief walk away, transitioning you from garden serenity to the sleek buzz of Windsor’s contemporary pub scene.
Capping the night with modern design and bold flavors, Prahran Hotel delivers a stylish and energetic finale where delicious food and lively conversations keep the night alive.
This is the final stop, conveniently positioned to wrap up your crawl with a bang or set you up for whatever late-night adventures lie ahead.
Ready to own the night? This 4-stop Windsor pub crawl is your ticket to an unforgettable blend of music, mouthwatering fare, and vibrant social scenes. Rally your crew, lace up your walking shoes, and dive headfirst into Windsor’s electrifying nightlife. Whether you’re chasing live beats, classic pub vibes, or sleek modern hangouts, this crawl delivers a nonstop adventure from first sip to last call. Don’t just go out—go all in.
Crawl Map