The Best Pumpkin Pies in Toronto

It’s that time of year in Toronto: changing leaves, warm sunny days, crisp, cool nights, and the smell of pumpkin is in the air. Celebrate fall with the ultimate treat, a delicious pumpkin pie from one of Toronto’s top bakeries on your next visit to our city. This sweet and lightly spiced pie is the best autumn comfort food and a must-have for any Thanksgiving feast – we won’t blame you if you have to take a bite en route to Thanksgiving dinner while on-board the UP Express. We’ve got you covered on where to pick up the most delicious pumpkin pies in Toronto, including options for vegan and dairy-free pumpkin pie lovers.

Sweetie Pie

With several locations around the city including one on Harbord Street in Little Italy and another on Queen Street West, Sweetie Pie pie shop is the perfect place to pick up a homemade pumpkin pie before heading to dinner with family or friends. Tempt your taste buds at this local bakery chain that also offers up cherry and pecan pies, cookies, and even carrot cake in a jar. Enjoy UP Express’ welcoming setting, comfy seats, and spacious legroom with your scrumptious pie treat on board!

Mabel’s Bakery

Just steps from UP Express Bloor Station, Roncesvalles Village is the perfect Toronto neighbourhood to explore on a fall day. Pop into Mabel’s Bakery for a scrumptious pumpkin pie in a delectable pie crust before strolling or biking along the nearby West Toronto Railpath to take in all the fall colours. Reminder, our bicycle policy on board has recently changed: Only bicycles that can be folded or stored in an aircraft-ready bicycle box are permitted on board UP Express. Bicycles are also available for rent outside UP Express Bloor Station through Bike Share Toronto.

Tori’s Bakeshop

Vegan friends don’t need to miss out on this signature fall dessert! Head to the Beaches for one of the city’s best dairy-free pumpkin pies at Tori’s Bakeshop. This all-vegan bakery famously makes pumpkin pie from real pumpkins by roasting whole pumpkins for their creamy seasonal pie fillings. Because of the labour involved in each one of their handmade pumpkin pies, be sure to order at least 48 hours in advance.

The Dessert Lady

Headed out of town for a fall feast? Pre-order a pumpkin pie from The Dessert Lady before heading to UP Express Union Station. Offering seasonal choices with flaky crusts and creamy spiced pumpkin filling as well as apple pies, apple crumbles, and more delectable desserts, these pies are sure to be the centerpiece of any meal. With complimentary Wi-Fi on board every UP Express train, you can text your friends and family to let them know you’re on the way with dessert!

Sweet Trolley Bakery

The baked goods at Sweet Trolley Bakery are just as good as the kind grandma used to make. Handmade using only natural and fresh ingredients, this peanut and nut-free bakery in the Junction neighbourhood is the place to go for a taste of home. Pick up a pumpkin pie to-go on your way to UP Express Bloor Station but make sure to save room for one of Sweet Trolley Bakery’s signature warm, fresh cinnamon rolls, too.

Wanda’s Pie In The Sky

Wanda’s Pie In The Sky will leave you with sweet dreams of their sky-high pumpkin pie. Perfectly spiced, this seasonal autumn treat is sold by the slice. But be warned – one bite and you’ll want to order a whole pie! Frequently topping the list of places with the best pies in Toronto, this Kensington Market staple is worth a visit no matter the time of year as they pride themselves on having only the best fresh, seasonal pies and other treats, year-round. Stop in for a slice or grab one of the best slices of pie in the city to go before heading out on UP Express.

Bread And Roses Bakery Café

Celebrate the best of autumn with some pumpkin pie at Bread And Roses Bakery Café. Located just steps from High Park near UP Express Bloor Station, dessert fans have been flocking to this charming bakery for over 40 years to get their hands on their famous pumpkin pies every fall. Offering full-size pies, mini pies and tarts, be sure to ask for a dollop of real whipped cream on top after checking out the fall colours in High Park!

Dufflet Pastries

The motto of Dufflet may be “eat more cake”, but you’ll want to try some of their pies, too! Available seasonally, this pastry shop offers pumpkin pies topped with real whipped cream that pair perfectly with a latte or hot cup of tea. Located on Queen Street West, the flagship storefront has vegan and gluten-free sweet treats so everyone can indulge this Thanksgiving.

Bobbette & Belle

Make a statement at the dinner table with a pumpkin pie from Bobbette & Belle. Made in a torte-style with a buttery pastry crust this is one dessert that oozes luxury with its creamy filling and smooth spice blend. Just one TTC ride away from UP Express Union Station, you might have trouble choosing what to order from the display case featuring eye-catching macarons that come in seasonal flavours and, if you ask us, make the perfect side dish to any slice of pie.

Bakerbots Baking

Bakerbots Baking may be famous for their ice cream cookie sandwiches in the summer, but when fall rolls around, it’s pumpkin pie time. You’ll find flaky piecrusts filled to the brim with lightly spiced pumpkin filling topped with a sprinkle of toasted pumpkin seeds from this bakery, just a short distance from UP Express Bloor Station. What goes best with a warm slice of pumpkin pie? Ice cream, of course! Grab a tub of their signature ice cream to go for the ultimate autumn indulgence.