Coolest Neighborhoods To Stay In Toronto, Canada

1. Guildwood (from USD 88)

A stone pillar and cast-iron gateway welcome you to Guildwood, one of Toronto’s most beautiful neighbourhoods. The crown jewel of Guildwood is definitely the 1914-built, historic Guild Inn, which today features a wonderful historic architectural walking tour and a rustic woodland nature trail in the overlooking Scarborough Bluffs. Guildwood is also home to some of Toronto’s oldest structures including the Guild Inn, the Osterhout Log Cabin and the Guildwood Gates. If you’re in Guildwood in June, don’t miss the Guildwood Day celebrations.

Stay on a budget at the Park Motel right next to Halbert Park, complete with internet, cable TV, and a microwave and a fridge, and even a cafe and restaurants a few minutes away.

2. Weston (from USD 173)

With the arrival of the Go Station and the UP Express, Weston has become the new ‘it’ neighbourhood everyone’s talking about. This neighbourhood possesses more of a village-like vibe due to the presence of the cool little retail and eateries strip of the main Weston Road. Weston is also home to the Artscape Weston Common, a community cultural centre, one of Toronto’s 7 Carnegie libraries, Toronto’s oldest bookstore Squibb’s, one of Toronto’s oldest farmer’s markets, parks, and even a Santa Claus parade!

With Toronto International Airport just 20 minutes from here, stay at the Holiday Inn at Toronto International Airport which means you can easily commute to Weston and the lovely neighbouring hoods.

3. Harbourfront (from USD 639)

Harbourfront is Toronto’s playground with spectacular views of Lake Ontario and is home to music, food, and cultural festivals, and tons of parks, beaches, and outdoor recreation areas. Foodies will love Harbourfront’s International Marketplace Festival and the many alfresco joints. Night owls can party at the many swanky dance clubs and rooftop lounges. Harbourfront is also home to the majestic Harbourfront Centre, where close to 4,000 arts and cultural performances take place annually.

Stay at the Aaira Suites Grand Trunk, a great modern apartment with all amenities such as smart TV, Wi-Fi, a fully equipped kitchen, and with the additional advantage of being close to all major Toronto attractions.

4. Oakwood–Vaughan

The former ‘streetcar suburb’ of Toronto Oakwood-Vaughan has transformed into an art-based, desirable neighbourhood and hub today. This largely residential neighbourhood is home to a historical Portuguese and Italian community, the legacies of which have been left behind in the form of sports bars, restaurants and cutesy bakeries. Oakwood-Vaughan is also a burgeoning arts community, housing the Oakwood Village Library and Arts Centre and playing host to the annual Oakwood Village Arts Festival.

Enjoy your stay in multicultural Oakwood-Vaughan at Toronto’s Favourite Urban B&B, where modern living and wooden flooring meets free Wi-Fi and continental breakfasts, all available at a location that’s very accessible and central.

5. Queensway

The eponymous Queensway Street lends its name to the beautiful upcoming neighbourhood of Queensway in Etobicoke. This quaint now-residential pocket is one of Toronto’s popular upcoming neighbourhoods, thanks to the announcement of the Queensway Business Improvement Area. The arterial Queensway Street is the heart of this neighbourhood, playing host to independent box stores, grocery outlets, mom and pop stores, and even hip urban speciality shops selling everything from clothes to French macaroons.

If you’re on a budget, stay at the Queensway Motel near Queensway Highway, which has simply furnished rooms, free Wi-Fi, cable TV, telephone, and is just 15 minutes from Toronto International Airport.

6. The Annex

One of Toronto’s coolest neighbourhoods is also one of its oldest and its most prominent ones. The Annex is most popular for its turn-of-the-century housing, its proximity to the University of Toronto, and a wealth of independent shops and restaurants with a Bohemian vibe. The Annex is a great, great place to hang out, what with concert venues (Dance Cave/Lee’s Palace), bookstores (BMV books), century-old movie houses (Bloor Hot Docs Cinema), kitschy, one-of-a-kind establishments (bargain shop of honest Ed’s, Annex pawn shop), and loads of cafes, pubs, and restaurants (Snakes and Lattes, Salt & Pepper Catering Co., Madison Avenue Pub).

Stay Bohemian style at the Spadina 11 Guesthouse, which is a simple but unique accommodation with modern rooms and a shared kitchen right in the heart of the Annex and close to the public library, shops, and restaurants.

7. Riverdale

Earthy, funky, eclectic - nobody can possibly resist the charm of Riverdale, one of Toronto’s biggest as well as most desirable neighbourhoods to reside in. With Lake Ontario and the Don River just a few blocks away, this diverse, trendy neighbourhood is full of community gardens, cutesy organic cafes and patisseries, and smaller communities, each with its own values and styles. Spending a lazy afternoon in Withrow Park and strolling the many Farmer’s Markets in Riverdale might be the perfect way to get a taste of the real Toronto.

What better a way to experience the history of Toronto than staying at the 19th-century-built Broadview Hotel? That and its Richardsonian Romanesque architecture are the stark opposite of the boutique hotel’s modern interiors, complete with Wi-Fi and flat-screen TVs in the 58 rooms.

Thrilling Toronto

Bohemian, modern, homely, laidback, buzzing—Toronto and its stunning and modern neighbourhoods have a character that is unique to each of them, suiting a vast spectrum of travellers and their requirements. Choose one of these coolest neighbourhoods in Toronto, Canada to stay in during your visit to this buzzing Canadian city.