Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until 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 center 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.

Best known for the witch trials that took place in 1692, Salem is sure to bewitch you with its seaside charm, its maritime history and spellbinding beauty. Follow the Red Line along the sidewalks to navigate your journey through historic sites, including the Witch Trial Memorial, the Old Burying Point Cemetery and more. Discover serenity by the sea on the beaches of Salem Willows. The Bewitched statue, the Witch Museum and the Witch Dungeon conjure up diverse takes on witchery through history.

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 seems like every time of year is "in season" in Lenox, a small Berkshire town that has been a popular retreat since the 19th century. In summer, picnic on the lawn at Tanglewood, the Boston Symphony Orchestra's summer home. In fall, when foliage peaks, take to the hiking and biking paths of the Pleasant Valley Sanctuary to immerse yourself in the vibrant colors of the mountains. Winter visitors enjoy skiing at a number of resorts and cross-country trails, and in spring, hikers and golfers practice their pastimes in splendid settings. Rejuvenating treatments and pampering, at the well-known Cranwell Spa, are favored all year long.

Windswept beaches, sand dunes, blinking lighthouses and a charming pace of life await on this 50-square mile island. The world's former top whaling port is now designated a National Historic District. Leave the car and take the shuttle or bike around. Seaside cottages, old whaling captains' mansions and historic harbors contain quaint inns, boutique stores, chowder shacks and upscale dining delights. Swim, surf or load up the tackle for Nantucket's excellent striper, bluefish and bonito fishing.

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.

Hallowed ground to baseball fans, this century-old ballpark is the home field of the Boston Red Sox. Fans often flock to Fenway Park to catch a game over beer and hot dogs—the game season typically runs from April through October. You might want to stay till at least the eighth inning to sing “Sweet Caroline” with the crowd. The stadium is also home to the iconic Green Monster wall, a 37-foot-tall left-field wall. Apart from games, you can join a year-round guided tour of the stadium to learn about the history of the sport and the team, as well as get a behind-the-scenes peek into the locker room. – Tripadvisor

Learn about early Boston and U.S. history on this 2.5-mile-long trail that passes through 16 historic locations. Look out for the brick markers—starting in downtown Boston, crossing through the North End, and finishing at the famous Bunker Hill Monument in neighboring Charlestown. You'll pass by notable stops like Faneuil Hall, the Paul Revere House, and the USS Constitution frigate. You can embark on the Freedom Trail for free and at your own pace, but audio guides and guided tours are also available. The trail is lined with lots of cool cafes and restaurants for you to fuel up along the way. – Tripadvisor

Boston's oldest, largest and best-known art institution, the MFA houses one of the world's most comprehensive art collections and is renowned for its Impressionist paintings, Asian and Egyptian collections and early American art.

The Boston Tea Party Ships and Museum is a history lesson you won’t forget. Relive the event that started the American Revolution with historical interpreters, interactive exhibits, and full-scale replicas of 18th-century sailing vessels. Join a town meeting, hang out with talking portraits, and take part in the tradition of tossing tea into the harbor. Then, enjoy a spot of afternoon tea in Abigail’s Tea Room or visit the gift shop for some souvenirs. Entry to the museum is on a first come, first-served basis, so join the line early. – Tripadvisor

This Frederick Law Olmsted-designed park, famous for its Swan Boats, has over 600 varieties of trees and an ever-changing array of flowers. It is America's first public garden.

Boston's Little Italy is the city’s oldest neighborhood, famous for its Italian restaurants and pastry shops, and centuries-old architecture. Stroll around this Italian American enclave to discover its narrow, cobbled alleys and iconic streets like Hanover Street. The best way to taste some of the fantastic food here is by joining a walking food tour. Or book yourself on a history tour to learn about the significance of landmarks like Paul Revere's house and the Old North Church. The North End is also part of the Freedom Trail, a 2.5-mile path that retraces the early history of the United States across 16 significant locations. – Tripadvisor

The main branch of the Boston Public Library opened in 1852 as the first free, publicly-funded municipal library in America. The library, which is listed on the National Register of Historic Places, houses over 20 million items. Enjoy a free tour of the building to learn about its history and marvel at the treasured artworks and architecture that spans three centuries. After that, sit back for a cup of tea in one the library’s tea lounges. When you're done, go shopping or check out the restaurants in Back Bay, the busy district where the library is located. – Tripadvisor

Relive the Kennedy era in this dynamic combination museum and library, where your visit starts with a short film and then leaves you on your own to explore a series of fascinating exhibits, including the Kennedy-Nixon debate, the Cuban Missile Crisis, the space program, 1960s campaign paraphernalia and displays about Jacqueline and other Kennedy family members. The striking, I.M. Pei-designed building overlooks the water and the Boston skyline.

The House of the Seven Gables is open February through December, please visit 7gables.org for opening hours and days as they vary seasonally. Visitors will have the option to enjoy a grounds pass or a guided tour[link to: https://7gables.org/tickets]. Advance reservations are required for both of these experiences. PLEASE NOTE: The grounds pass does not include access to the interior of Turner-Ingersoll Mansion a.k.a The House of the Seven Gables. The only way to access the interior of the mansion is with a guided tour. Notes for your visit: Tickets are available on a rolling basis. We do not have release dates in advance. All purchases are non-refundable. Face masks are required for all visitors ONLY in the Turner-Ingersoll Mansion, regardless of vaccination status. Visitors are required to comply with all site rules or will be asked to leave without a refund. The Museum Store will be open during operating days and hours.

A Venetian palace in the middle of Boston, Gardner's home is now a museum displaying her impressive, eclectic collection of European, American and Asian art, including sculpture, paintings, furniture, ceramics and textiles. Visitors can stroll or rest in a spectacular skylit courtyard filled with plants and flowers.