With half a million people, Nuremberg is Bavaria's second largest city. While its history dates to the 11th century, Nuremberg is most often linked to the 20th century (specifically World War II). It first served as the site of many pre-war Nazi rallies, then was nearly levelled by Allied bombing, then was the site of the famous post-war Nuremberg Trials. The city has much to offer today's visitors, including the rebuilt Nuremberg Castle and the world-famous gingerbread at Hauptmarkt. Hansel and Gretel would have loved this place.

Like Rome, Bamberg sits on seven hills, though these are lush, green Bavarian ones. You’ll find all sorts of architecture here, so enjoy exploring the cobbled streets. Plenty of shopping and museums await you, as do nine different breweries. The city loves markets and festivals, especially around Christmas.

Walk atop Rothenburg’s city walls or climb to the top of the town hall for great views. The Night Watchman tour is an unforgettable way to learn the city’s history. And our travelers also recommend the Medieval Crime Museum (Mittelalterliches Kriminalmuseum)—it’s gruesome but fascinating.

Like Rothenburg, Dinkelsbuehl is one of the smaller mediaeval fortress cities. With its walls and towers still intact, it has the look of a typical German town of the 15th to early 17th century. Sample the famous German cuisine served in larger cities, but without the crowds. Don't miss the annual summer celebration, marking the city's surrender to Swedish troops during the Thirty Years' War. The event is emphatically reenacted by many of the town's residents. And really, who doesn't love amateur theatre?

Set on the vine-clad banks of the Main River and embellished with beautiful baroque masterpieces and delightful Franconian wineries, this lively university city of Wurzburg serves as a suitably picturesque starting point for Bavaria’s Romantic Road.

Founded by the Romans in 179 AD as Casta Regina (meaning Fortress by the River Regen), Regensburg is one of Germany's oldest towns. It was relatively spared from Allied bombings during World War II. Today, many flock to see the wonderfully intact old city and its many medieval structures. The 12th-century Stone Bridge was used by Crusaders en route to the Holy Land. The Regensburg Cathedral (or Dom St. Peter) is one of southern Germany's finest examples of Gothic architecture.

Attracting visitors from all parts of the world, Majorca is a dreamy island destination in the Mediterranean Sea, just off the southeast coast of Spain. There's something for every taste—beaches and coves, a spectacular mountain range, romantic fishing villages and a rustic countryside dotted with almond and olive groves.

Glamourous Santorini is deliciously different. Geographical newness is in part to thank. The island’s popular black volcanic Perissa and Kamari beaches are big draws, as is its arguably most famous Red Beach near Akrotiri (which is the place to go for archaeology buffs). Santorini curves round a giant lagoon in the Cyclades islands, offering stunning views from sky-high towns, eclectic cuisine, lovely galleries, thriving nightlife and excellent wines.

Quebec City may be the only fortified city north of Mexico, but it welcomes visitors with open arms. Explore the Citadel, where you might catch Canadian troops staging a military ceremony. As for food, you could splurge on afternoon tea at the Chateau Frontenac, or do as the locals do and snack on poutine—french fries with gravy and cheese curds.

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.

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.

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.

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.