Named the "quintessential New England village," the town of Woodstock is chock full of charming Americana, including a covered bridge smack in the center of town and a village green surrounded by restored Georgian, Federal Style and Greek Revival homes. Spend a day wandering under the shade of 400-year-old hemlock trees at the Marsh-Billings-Rockefeller National Historical Park and then revitalize yourself at Sugarbush Farm, where you can taste maple syrup or 14 varieties of cheese for free.

Named one of the top ten small art towns in the country, Brattleboro's downtown is packed with coffee shops, bookstores, and art galleries. Over the course of a year, the town hosts world class jazz concerts, film festivals, and theater companies. Since 1922, Brattleboro has also been home to the Harris Hill Ski Jump, an annual winter tradition that brings thousands of spectators to the town to watch as some of the world's best athletes tackle the death-defying 90-meter ski jump.

When people find a great vacation getaway, they keep coming back. This 32-mile-long "Queen of American Lakes" is chock-full of lodging, attractions, eateries and just about any form of recreation you can name. A significant player in American history, Lake George is the site of two great forts, Fort William Henry and Fort Ticonderoga, both open to the public. Before plunging into the myriad activities in this family-friendly town, start off with a relaxing lake cruise to learn about the area. Then, take your pick of recreation: parasailing, fishing, diving, jet skiing, hiking, golfing, minigolf, horseback riding and more. If you've got kids in tow, you can't get away without visiting the Great Escape and Splashwater Kingdom, New York's largest amusement park. Hikers gravitate to the international trail system or Prospect Mountain, which offers panoramic views from the top; for an easier way up, hop on the tram. Among the cleanest and clearest of major U.S. lakes, Lake George is as splendid today as when Thomas Jefferson described it as "...without comparison, the most beautiful water I ever saw."

The Berkshires are home to an impressive collection of cultural and historic sights. Get your fill of music, art and theatre at Tanglewood, the Boston Symphony's summer home, MASS MoCA, the country's largest contemporary art centre, the Norman Rockwell Museum and the Williamstown Theatre Festival. Recreational opportunities also abound, including snowshoeing, snowboarding, skiing, rafting, kayaking, fishing and golf. The Berkshires are an easy drive, just two and a half hours from Boston and New York.

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.

A rich 300-year history, a thriving arts community and seemingly endless wilderness make this New York capital city on the Hudson River a great weekend getaway. Outdoor enthusiasts come here to ski, hike, canoe and fish; trout and small-mouth bass fishing is among the best in the U.S. Mountains surround the city, and the tapestry of golds and reds on an autumn day is breathtaking. The city is dominated by an elaborate 10-building complex that includes the State Capitol; the New York State Museum, with life-like dioramas such as American Indian life and an Adirondack logging operation; and the oval-shaped Empire State Performing Arts Centre, nicknamed "The Egg." History buffs will enjoy the colonial homes, historic churches and museums, and can tour 18th-century mansions, like the Schuyler, a superb example of pre-Revolutionary War architecture. Whether nature or history is your passion, you'll find an abundance of both in this upstate New York gem.

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.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.

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.

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

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.

Is there any possible way Las Vegas could not be on our "best nightlife" list? The only way we could possibly omit it is on a technicality—since you can do pretty much anything 24/7 in Vegas, it might be wrong to call it "nightlife."

From Shoreditch’s swaggering style to Camden’s punky vibe and chic Portobello Road, London is many worlds in one. The city’s energy means that no two days are the same. Explore royal or historic sites, tick off landmarks from your bucket list, eat and drink in exclusive Michelin-starred restaurants, enjoy a pint in a traditional pub, or get lost down winding cobbled streets and see what you stumble across – when it comes to London, the possibilities are endless.