From quaint town shops and quiet beaches, to honky tonk arcades and carousels, the York area is guaranteed to entertain the whole family. Old York, run by the local historical society, contains nine different restored buildings, including "The Old Gaol," the oldest jail in America. The beautiful coastline provides cliff walks with views of an authentic Maine lighthouse. Head to nearby York Beach and visit York's Wild Kingdom, an amusement park and zoo that is home to Rewa, a White Bengal tiger.

Don your walking shoes, breathe in the ocean air and set out to discover this picturesque maritime town. You can join one of several organised walking tours or explore on your own. Portsmouth is filled with old homes and museums, and you'll have your pick of fascinating historic sites. Climb aboard the USS Albacore, a retired US Navy submarine offering tours and exhibits. View an 18th-century garden, striking stairway and period furniture at the Moffatt Ladd House, the home of William Whipple, a signatory of the Declaration of Independence, or follow a costumed guide through the John Paul Jones House, home of the Revolutionary War naval hero. For a broader look at the city's history, visit Strawbery Banke Museum, where over 40 buildings have been assembled to depict Portsmouth life from 1695 to 1950, complete with costumed actors. If you know architecture, Portsmouth's array of Colonial, Federalist and Neo-classical styles will dazzle you. Weary of walking? Sit down for a meal at one of Portsmouth's fine eateries or relax on a narrated harbour or whale-watching cruise.

Concord's historic Main Street area is home to various sites of cultural significance, including Railroad Square, the Eagle hotel, which hosted such notable guests as Eleanor Roosevelt and Richard Nixon, The Pierce Manse, former home of President Franklin Pierce, and the State House, the oldest state capitol in which the legislature meets in its original chambers. Far more than the sum of its history, Concord boasts a popular planetarium, plentiful performing arts and an international speedway.

New Hampshire's White Mountains are jam-packed with attractions, and scenic roads make driving between them a delight. Trundle along Conway's Scenic Railroad and Mount Washington Cog Railway, head upwards on the Cannon Mountain Aerial Tram and Loon Mountain Skyride, plunge down in Polar Caves Park and Flume Gorge, and reach top speeds at Attitash ski resort and summer playground. Offering a wealth of outdoors wonders both in winter and summer, the White Mountains are a thrill for all seasons.

A bustling urban center in quiet New England, Manchester, New Hampshire combines history, industry and business. The Amoskeag Millyard is home to The Millyard Museum, which tracks the history of what is now Manchester back 11,000 years. The Currier Museum of Art focuses on paintings by big names like Picasso and O'Keeffe. Head to the nearby town of Merrimack and visit the Anheuser-Busch Brewery, where guests can taste seasonal beers and see the famous Budweiser Clydesdale horses.

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 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.

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.

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.

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.)