Windsor

Escape the hustle and bustle of Chapel Street at the hidden gem, Jungle Boy. Step through the cool-room door behind Boston Sub's sandwich counter to uncover this secret cocktail haven. Inside, you'll find a cosy bar where you can sip on tropical cocktails from tiki mugs and piña coladas that will transport you to a paradise far from the city.

Positioned on Chapel Street, The Astor Theatre has been delighting moviegoers with fine film and atmosphere since 1936. Whether you're catching a beloved classic or discovering a new favourite, this Windsor hotspot promises an unforgettable cinematic experience. So grab some popcorn, sink into the plush seats, and enjoy the magic of the silver screen in a setting that's a nostalgic nod to cinema's golden age.

Indulge in cookie heaven at The Cookie Box in Windsor. Forget counting calories – here, it's all about counting flavours. From the classic chocolate chip to the sinful Nutella-stuffed delights and the drool-worthy dulce de leche-filled churro cookie, there's a treat for every sweet tooth. Each bite is a melt-in-your-mouth masterpiece that'll have you coming back for more.

Exploring the eclectic shops on Chapel Street is a must-do in Windsor! Walk the 'vintage mile' on the south end to discover charming antique stores, quirky op shops, and unique secondhand boutiques. If you’re hunting for a one-of-a-kind trinket, the perfect party dress, or a stylish piece of pre-loved furniture, you’ll find it all here.