Boston

Boston is a city full of charm, its residents dedicated to their sports teams and their city’s place in history. An important college town, it has a youthful vibe you’ll feel everywhere, but thanks to an impressive arts and culture scene, Boston leans sophisticated too. The city’s colleges and universities offer quite the number of opportunities for learning at every age. Boston is anchored by two very important waterways: The Charles River and Boston Harbor provide plenty of photo opps and outdoor adventures. And all through the city: some of New England’s best shopping, vibrant neighborhoods, and some great eats. And though Cambridge residents cringe at being smashed in with their neighbor, visitors should think of Harvard’s hometown as part of Boston and head over there for at least a meal or two.

Historic Acorn Street on Beacon Hill in dowtown Boston Massachusetts MA.

Dennis MacDonald/© Dennis MacDonald

Overview

When’s the best time to go to Boston?

Boston is a busy city all year round. You won’t see much of an uptick in accommodation prices, except perhaps during leaf-peeping season in the fall and Marathon Weekend in April. Spring is beautiful, when the many parks make for pleasant strolling and trees along the water are in full bloom. Although winter definitely presents the greatest weather challenge, on the upside, there will be the fewest crowds. Indoor cultural events and festivals provide plenty of entertainment protected from the cold temperatures.

How to get around Boston

Boston’s Logan International Airport is about 20 minutes from downtown by taxi; fares will run about $30 (including the airport/toll fee). The public transportation system, MBTA, also runs directly to and from the airport. A fun option is the trip across the harbor by commuter boat, if you want to beat the notorious Boston traffic. Arriving by Amtrak train will bring you to either South Station or Back Bay, both located in convenient areas of the city.

MBTA trains and buses traverse the city. The “T,” organized by colored routes, is a reliable way to go, but remember the last ride is between 12 and 1 a.m. A $2.25 Charlie Card will allow you to travel on all lines for one price, or you can ge a day pass for $12 or a seven-day pass for $21.25. The MBTA mTicket option for commuter rail and ferry rides allows mobile ticketing via your smartphone. Taxis are readily available, as are services like Uber and Lyft. (In order to call one of these services, you’ll have to download their respective apps.) Zipcar and the city’s extensive bike-sharing program, Bluebikes, are two additional alternatives.

Can’t miss things to do in Boston

You can’t come to Boston without walking at least part of the 2.5-mile Freedom Trail. Any of the 16 historically significant sites the trail passes through will give you a taste of Boston history, and there are great pit stops along the way to recharge. On a nice day, start at the Old North Church, have lunch in the North End, then walk to the USS Constitution. You can take the water shuttle back to Central Wharf and enjoy outstanding views of Boston from the inner harbor.

The Rose Kennedy Greenway is another wonderful wander. The 1.5-mile greenway connects parks, public art, and several neighborhoods. Pull up the Interactive Map to find things to see and places to stop along the way.

Food and drink to try in Boston

Boston is a city just the right size to support the local farm-to-table movement. With many growers within a 30-mile radius, farmers’ markets all over town shine with local produce and small-batch makers. Affordable restaurants reflect the diverse population of Beantown, and the food truck scene rivals any in the nation. Seasonal menus can be found when splurging at high-end favorites Oleana or Craigie on Main, or dining at the more affordable brick-and-mortar locations of Clover Food Lab and Mei Mei food trucks. Somerville is home to many young chefs on the rise. Craft brews and cocktails are a big part of the local bar scene, and several local bartenders have gained national acclaim for their creations.

Culture in Boston

Boston has a huge cross section of museums. The scene is anchored by the MFA and the more contemporary ICA, but be sure to explore some of the smaller gems like the Isabella Stewart Gardner Museum, deCordova, and Peabody Essex. Many of the museums open for several hours a week free to the public. For instance, the MFA is open for voluntary contribution Wednesday evenings after 4 p.m. (Pro tip: full-price admission tickets are good for two visits within 10 days.) Although the traditional gallery scene is centered on Newbury St., the South End houses many high-profile exhibits as well. The Wang Theatre is home to an impressive array of theater, music, and dance; the Boston Opera House hosts the Boston Ballet. Check out the Berklee Performance Center for global jazz festivals and much more.

Year-round festivals are a source of pride in Boston. The Boston Wine Expo‘s dinner run through much of February. Restaurant Week is in March, and the Boston Marathon falls on Patriot’s Day in April. June begins three months of festivals in the North End. The Rose Kennedy Greenway plays host to summer activities including the Boston Harborfest and Figment Boston, two days packed with art, creativity, and tinkering. Fall finds Head of the Charles Regatta. Holiday music sends us into the New Year with the Boston Pops. Every Sunday May through October, the SoWa Open Market hosts a huge gathering of farm-fresh vegetables, craft vendors, food trucks, and an indoor vintage market. Explore the surrounding areas of New England, and you’ll find many more themed celebrations throughout the year.

Practical Information

The weather is probably the biggest variable for Boston visits. Come prepared for variety. Layer layer layer. Sports events guarantee traffic jams so check the sports schedules if you have a nearby reservation. When the home teams are playing in town, traffic around their venues can come to a standstill. (The Boston−New York sports team rivalry is legendary. Do not wear clothing with a New York team’s logo unless you can take some serious verbal abuse.) The waterfront can be breezy, so even in summer, a wrap or light jacket is a good idea. Depending on where you’re staying, you can probably leave the car at home. The T, buses, cabs, and rideshares are readily available (and will keep you from having to learn any driving-in-Boston lessons the exhausting way). If time permits you to travel beyond the 617, rent a car to explore Massachusetts’ surrounding mountains, beaches, or historical sites.

Guide Editor

READ BEFORE YOU GO
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Like to have a meal with historic spirits? Visit the oldest tavern in MA. and one of the most historic watering holes in America. First erected in 1780 in Charlestown, George Washington dropped in for refreshments and Paul Revere counted it among his favorites. Featuring traditional tavern fare for lunch and dinner, it’s a great pit stop after burning up calories climbing the Bunker Hill Monument just up the street.
Walking through the narrow streets of Boston‘s North End might have you thinking about a delicious Italian meal. Take the time, however to explore the area on Hanover Street where the surrounding brick buildings suddenly give way to a park where Paul Revere stands guard. Commemorating his ride to warn the colonists of the impending British Invasion, the statue stands in front of a small park leading to the famous Old North Church. The setting is a perfect spot to relive the beginning of the American Revolution, and after exploring, leaves you in a location filled to the brim with restaurants and cafes to recharge before moving on.
Rembrandt, Vermeer, and Degas, where art thou? That’s a question the staff has been asking at the Isabella Stewart Gardner Museum since 1990, when thieves made off with 13 of the museum’s most valuable pieces, worth an estimated half a billion dollars. Rather than sulk, however, museum officials left empty frames on display both to educate visitors and to serve as hopeful placeholders awaiting the artworks’ eventual return. Meanwhile, you can visit the museum’s lovely courtyard and vast collection of historic and contemporary art at Fenway Court, built to resemble a Venetian palazzo and packed with paintings, sculpture, furniture, and textiles gathered by Gardner, an avid art collector and philanthropist, during her lifetime. Pro tip: Wear a Red Sox hat or shirt to get a $2 discount on admission—as stipulated by Gardner after her beloved Sox won the 1912 World Series (also, you get in free if your name is Isabella).
The Common becomes extraordinary on winter evenings when the Christmas tree is up and soft lights seem to hold back the twilight chill, but the truth is there’s no bad time to visit the nation’s oldest public park. The former cow pasture has been a focal point for Boston’s history and culture since its inception in 1636—a site for riots and rallies from the Revolutionary War to the Vietnam War era as well as weddings, hangings, and burials. Summer splashing and winter skating at the Frog Pond are local traditions, and you can spend hours wandering from landmark to landmark (like Augustus Saint-Gaudens’s famous bas-relief Memorial to Robert Gould Shaw and the Massachusetts Fifty-Fourth Regiment, or the Soldiers and Sailors monument atop Flag Staff Hill). Or you can just laze in the sun on the park’s west-side lawn.

If you love art in all its many forms, the Museum of Fine Arts (MFA) in Boston is a ‘must-see’ destination. They have a great collection of Impressionism and Asian art works, from Monet and Van Gogh, to Chinese furniture and Japanese paintings, as well as the Egyptian collections. In addition, their newly opened west wing contains many stunning pieces of American art. Besides the arts, there is a cafe, a restaurant, gift shops of course, and a mini cinema for special shows. To get there: The MFA has its own subway stop called, what else, the MFA. If you drive, there are parking garage options as well. You can easily spend half a day here—or more!
The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.
Wine lovers, rejoice: the French-style bar à vins, beloved especially in Paris as a casual, personality-driven neighborhood haunt for regular wine drinking, is staking a claim in the United States.
Come for the history, stay for the chowder. Bostonians have been slurping down oysters at America’s oldest continuously operating restaurant since 1826, and while you won’t find Union Oyster House on any haute dining lists, it’s well worth a stop when you’re walking the Freedom Trail or exploring the area around Faneuil Hall. Sidle up to the semicircular oyster bar right inside the front door just like Daniel Webster once did, or feast on a classic New England shore dinner in the upstairs dining room, away from the crowds. There you’ll find a plaque marking the booth where JFK liked to scarf baked beans and clam chowder—one of the restaurant’s many reminders of its long history of catering to celebrities.
Museums across the United States are hosting powerful exhibitions that examine the country’s queer past, present, and future. Here are a few to visit in tandem with June’s Pride Month and the 50th anniversary of the Stonewall Riots.
With everything from notable hotels and restaurants to renowned art museums, hiking trails, and outdoor concerts at Tanglewood, this mountainous region in western Massachusetts is prime for a warm-weather getaway.