We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theatre, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.

We won't lie: Niagara Falls is uber-touristy. There are wax museums and a Ripley's Believe It or Not Museum, and if it's a fast-food chain, you can probably find it here. But even the most jaded hipster shouldn't pass up a chance to visit this town, because the Falls themselves are spectacular.

Ottawa is a compact, clean, cleverly planned centre of culture and politics. And it's an ideal choice for a weekend getaway. Start downtown at the architecturally stunning National Gallery of Canada, and don't miss the Canadian Nature Museum and the National Aviation Museum. Rideau Canal offers boating in the summer and ice-skating in the winter. Gatineau Park attracts cyclists and walkers, while Byward Market blends old and new Ottawa.

Montreal, c’est si bon! This French-speaking city is considered the cultural capital of Canada, and is a cosmopolitan celebration of Québécois style. A horse-drawn carriage ride around the cobblestone streets and grand buildings of Vieux-Montréal will give you a taste of European flavour. The Basilique Notre-Dame is a confection of stained glass, and the Plateau Mont-Royal district will delight you with its quaint boutiques and cafés. Dig in to a massive plate of poutine to fuel up for a tour of the epic Olympic Park.

travellers say Halifax is best seen on foot, so park the car and start walking. Immerse yourself in Halifax's rich history at the Maritime Museum of the Atlantic, and be sure to survey the city from the 18th-century Citadel National Historic Site. Then walk into any of Halifax's great bars and restaurants and catch some live music to round out your day.

A cosmopolitan city known as the "cultural cradle of Canada," Winnipeg is family friendly with plenty of charm. It boasts a dazzling arts, theatre and indie music scene, as well as lip-smacking dining options to tantalize every taste bud. Experience nine acres of shopping and interactive fun at the Forks Market or explore Winnipeg’s diverse neighborhoods like the historic French Quarter and Exchange District or the boho chic Osborne Village.

As North America’s northernmost large metropolis, Edmonton is a fascinating study in contrasts — a vibrant urban centre in the heart of the wilderness. It’s a city that’s never been afraid to do things a little differently, as visitors discover through close encounters with free-roaming bison, a shopping mall that spans more than 48 city blocks, and a dynamic arts and culture scene that embraces more than 40 annual festivals, including the continent’s biggest and wildest Fringe Theatre Festival.

What happens when a "gassy" Englishman rows into town feeling thirsty? A pub is born. And from that a city—in this case Vancouver. Though the pubs are plentiful, food and drink aren’t the only things to take in during your trip. In its 150 years, Vancouver has grown into a cosmopolitan city nestled in the great outdoors. Enjoy the snow-capped mountains, waterfront forests, cityside beaches, Olympic history and the world’s highest suspension bridge. Hipsters welcome. (Don’t worry, they don’t bite.)

It's still one of the most British cities in North America, but there's more to Victoria than tearooms, antique shops and galleries (though there are plenty of those). Driven by the younger generation, the city has sprouted a collection of cool shops, authentic coffee bars and unique restaurants. It also has more cycling routes than any other Canadian city, providing a great way to explore the picturesque location (and avoid an afternoon of antique shopping).