The Atlantic crashes on a coastline strewn with quaint harbours, windswept beaches, glorious dunes and romantic lighthouses. Explore Cape Cod National Seashore, bike past cranberry bogs on the Rail Trail or saunter around Sandwich, the Cape's oldest town. Many areas are full of architectural and culinary gems - weathered shingles, whaling captains' mansions, chowder shacks and upmarket dining delights. Don't miss Woods Hole Oceanquest, famed Martha's Vineyard or charmingly lively Provincetown.

Visit Provincetown and have a blast enjoying some of Cape Cod’s best beaches (Race Point Beach and Herring Cove Beach are favorites of TripAdvisor travelers). Plenty of cool boutiques, restaurants and art galleries give this town a fun and funky vibe. It’s an exceptionally LGBT-friendly destination as well. One tip: if it’s high season, take the ferry or a quick flight from Boston (unless you enjoy spending hours sitting in traffic).

It's no wonder that the Pilgrims fell in love with America when they landed at gorgeous Plymouth, set in the calm waters of Plymouth Harbor along Cape Cod Bay. It was here that the first English colonists made war and then peace with the Natives, celebrating their newfound cooperation with the first Thanksgiving dinner. Visit the landmarks that honor this piece of American history, from Plymouth Rock to Mayflower II to Burial Hill. Or just enjoy the sandy beaches and calm sea breeze.

Middletown, Rhode Island, is home to miles of wide sandy beaches, thousands of acres of unspoiled nature preserves, historic attractions, outdoor recreation and many restaurants. Bordering the popular resort city of Newport, this diverse coastal community is where you’ll find the Norman Bird Sanctuary, which encompasses more than 325 acres of diverse habitats and seven miles of marked trails, as well as the Sachuest Point National Wildlife Refuge, which offers a 2.5-mile trail with panoramic ocean views.

Here in the heart of Rhode Island’s “Classic Coast,” you can choose your own adventure. Soak in miles of spectacular coastal scenery, study authentic Colonial and Gilded Age architecture, saunter along the wharves of the bustling waterfront, and sink your toes into the sand of stunning beaches. You can be inspired at the legendary mansions, be energized by the vibrant nightlife, and savor local flavour at our many celebrated restaurants, wineries and breweries.

You've got to walk the Freedom Trail the first time you visit Boston. That's just a given. Make sure you step off the line on the pavement, though, and explore some of Boston's fine museums (try the Gardner—art masterpieces displayed in their collector's mansion) and old neighbourhoods (like the North End, where you can get the best cannoli this side of Italy). You can't claim to have experienced real Boston culture, though, unless you've watched a Red Sox game from the bleachers.

Home to two of America's most prestigious universities, Cambridge exudes a certain intellectual quirkiness. A mix of historical haunts, student hang-outs, alternative art and culture venues, vintage clothing shops, bookstores and ethnic restaurants, the city is, well, really cool. Although it is located just across the Charles River from Boston, Cambridge has a distinct vibe that is noticeable immediately. Start at Harvard Square, a hub of activity and mishmash of trendy stores, outdoor cafes and colorful local characters. Pick up a walking tour map at the visitors information booth in the centre of the Square. The route will take you past many important landmarks including the Mount Auburn Cemetery, Tory Row and the Longfellow National Historic Site. Harvard University offers student-led tours through the illustrious buildings and monuments of its sprawling campus. Art and architecture buffs should meander around the M.I.T campus, which includes outdoor sculptures by masters such as Picasso and 20th-century buildings designed by modern greats like Eero Saarinen and I. M. Pei. Along the way, browse through bookstores, stop to watch street performers and grab a coffee at an outdoor café to take in all this captivating city has to offer.

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.