Trinity Bellwoods Park Trinity Bellwoods Park is a 36-acre downtown Toronto greenspace famous for its vibrant summer social scene, historic Trinity College gates, and elusive white squirrels. It features the massive "Dog Bowl" off-leash area, a buried 19th-century bridge, and hosts popular farmers' markets and local community events. Located just north of Queen Street West, the park serves as a massive outdoor living room for locals to picnic, sunbathe, and socialize. Directions: 13 min walk
Kensington Market Toronto’s Kensington Market is a vibrant, bohemian neighborhood located in Downtown Toronto, bordered by Spadina Avenue, Bathurst Street, Dundas Street West, and College Street. Designated as a National Historic Site, it is famous for its independent spirit, eclectic shops, and diverse culture. On the last Sunday of every month from May to October, the streets are closed to cars, transforming into a massive, lively street festival with live music, food stands, and performances. Directions: 25 min walk, 11 min drive, 20 mins by transit
STACKT Market Built entirely of shipping containers, STACKT market consists of 20+ retailers, service providers, and event spaces, including clubhouse, a social house located on the west side of the property—designed for culture-forward experiences and casual connection, with weekly programming spanning art, games, performances, and workshops. Come for the sights, stay for the eats, artwork, green space, and free Wi-Fi—not to mention a host of local, national, and global brands. Directions: 6 min walk
St Lawrence Market The St. Lawrence Market was once named the best food market in the world by National Geographic. It’s the perfect place to grab iconic local bites, shop for fresh ingredients, and soak in Toronto's history. The South Market is open Tue–Fri 9am-7pm, Sat 7am-5pm, and Sun 10am-5pm, and the St. Lawrence Market North (Farmer's Market) is openSat from 5am-3pm. Additionally, the space hosts the Antiques at St. Lawrence Market on Sundays from 9:30am-5pm (except for the last Sunday of each month). Directions: 23 mins by transit, 40 min walk, 12 min drive
Distillery District The pedestrian-only Distillery District, set in quaint 19th century buildings that once housed a large whiskey distillery, draws crowds to its cobblestone streets lined with hip indie restaurants, bars and boutiques. Art lovers come for the galleries, outdoor sculptures and dance, music and stage performances at the area's several theatres. In December, the annual Toronto Christmas Market takes over the streets. Directions: 33 mins by transit, 15 min drive
The Well Delivering inspiring indoor and outdoor experiences through food, retail, culture and commerce. The Well is a curated retail mix of premium, flagship and new concept stores for those who seek the extraordinary, plus an evolved food market. The Well is a place to make new social connections through art, culture, food, entertainment and events. A place where the spirit of Toronto comes alive. Directions: 15 min walk, 14 min by transit
The Bentway The Bentway is a new public space that transforms Toronto's Gardiner Expressway into a gathering place for the city's growing population. It’s a unique 1.75-kilometer trail in downtown Toronto that transforms the unused, concrete lands underneath the Gardiner Expressway into a vibrant, multi-use cultural destination. Named after the "bents" (the V-shaped concrete piers supporting the elevated highway), the space knits together several surrounding neighborhoods, with a calendar full of events and experiences. Directions: 15 min walk
Ossington Strip The southern stretch of Ossington St between Queen and Dundas is celebrated globally as one of the world's coolest streets, featuring celebrated restaurants, vibrant patios, and unique local boutiques. The strip is a premier culinary destination boasting renowned spots like Bellwoods Brewery, Mamakas Taverna, and the Haifa Room. It transitions from lively daytime cafes to a buzzing nightlife hub with cocktail bars and speakeasies. Between the dining establishments are a variety of top-tier independent boutiques, offering everything from vintage fashion and artisan treasures to home decor. Directions: 18 min walk, 13 min by transit, 5 min drive