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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HOTELS
Whether you want to stay in a historic neighborhood, on the water, or in the middle of Red Sox Nation, Boston’s hotel scene delivers.
Hotels can introduce their guests to the creativity that surrounds them—and reveal canvases visitors may not otherwise see.
These top-level properties are the places to stay.
How to See the Boston Marathon Like a Pro (According to a Hotel Concierge)
RESOURCES TO HELP PLAN YOUR TRIP
Nothing defines Boston quite as much as the town’s devotion to sports (10 championships since the turn of the century doesn’t hurt), and with all due respect to the five-time-Super-Bowl-champion Patriots, it’s Fenway Park, not Gillette Stadium, that’s the temple of sports fandom. Opened in 1912, the quirky green bandbox between Lansdowne Street and Yawkey Way is almost as famous for its obstructed-view seats as it is for its fabled Green Monster wall in left field, but that’s a price Sox fans gladly pay in exchange for maintaining Fenway’s historic layout. It’s both intimate and loud on game day even in years when the Sox aren’t contenders (tickets are often hard to come by, so plan ahead); the old ballpark also is open for one-hour, behind-the-scenes tours that take you inside and atop the Green Monster. You’ll be able to stroll around the field (the warning track, not the grass), and visit the press box, the Pesky Pole, and (on days with no games) the dugouts and bull pens.

From the first “woof” of welcome from the resident Canine Ambassador, guests feel a part of this storied hotel’s century-plus history. Located in the Back Bay, not far from Beacon Hill, Newberry Street, and the Freedom Trail, the landmarked Fairmont Copley Plaza houses 383 comfortable guest rooms, each featuring modern-elegant decor as well as signature pillow top mattresses, 46-inch TVs, and coffee makers. Snag a room on the Fairmont Gold concierge floor for extras like private check-in, complimentary Wi-Fi, and use of a snack-stocked lounge.

Sweeping views of the city can be enjoyed from the 3,000-square-foot rooftop gym (which is lined with floor-to-ceiling windows) and the sophisticated event spaces (which, decorated with chandeliers and ornate furnishings, are a top pick of Boston brides). The hotel’s convenient location makes it easy to sample the city’s great eats, but you’ll do well if you stay in, too, thanks to the handcrafted cocktails and farm-to-table dishes served at the on-site OAK Long Bar + Kitchen.
The village of Roslindale is filled with unlikely gems. Joanne Rossman Design is at the top of that list. Billed as a Purveyor of the Unnecessary & the Irresistible, it’s a destination filled with treasures you never knew you couldn’t live without. Charming artwork, wonderful cookbooks, scented natural soaps, divine fragrances and a collection of vintage accents for your home, each deserving of their own special place. Make sure not to miss the designers own handmade slippers, scarves and throws. Each is one of a kind, and created from the extensive selection of antique trims, fabrics and buttons that Joanne has culled over the years from all corners of the globe. The neighborhood has a slew of good restaurants, so it’s easy to spend an afternoon perusing the area.
Walking down the alley to the courtyard of Patch NYC, you’ll probably think-Where is she sending me? Trust me, there’s gold at the end of the tunnel! In the beautifully designed shop, you’ll find the the work of a highly curated group of vendors, vintage flea market finds, as well as the lifestyle collection of the owner/designers. Don Carney and John Ross have collaborated with such high profile clients as Anthropologie, Barneys and most recently Astier de Villatte. Their home decor and fashion accessories includes costume jewelry, original artwork and scarves and special occasion handbags.
Jewelry designer Michele Mercado’s showroom and work space in Boston‘s historic South End is filled with metal treasures. Her award winning designs feature 100% recycled Harmony Metals and she is a big champion of up cycling clients old pieces into new designs that will fit with their lifestyle. The timeless styles are minimal, clean and modern. Also on display is a unique grouping of handcrafted pieces of fellow jewelry artists. During my visit the hammered wall compositions of clouage artist Robert Kobayashi were incredibly detailed and meticulously constructed out of old metal.
Positioned right on the historic Freedom Trail in downtown Boston, this discreet 19-story hotel caters to guests who appreciate both classic architecture and of-the-moment amenities. The building initially became a hotel in 2002; in 2006 the Kimpton chain took over the property and added its personalized boutique touch.

Though the lobby is all dark woods and polished marble floors, the rooms are chic and urbane, with high-back seating, and skyline views. The hotel’s Cloud Nine Suite and Inspired Suites offer guests space to spread out with separate living and dining areas, as well as enviable high-tech extras, including the Cloud Nine Suite’s state-of-the-art iris scanning security system. Kimpton properties also take pride in their pet-friendliness: complimentary dog beds await all four-legged visitors, and pet sitting, grooming, walking, and even massage services can be booked through the concierge.

Guests congregate in the lobby each evening for complimentary wine, and the general manager hosts morning runs twice a week. The central location also means visitors can easily immerse themselves in the city’s shopping, dining, and nightlife scenes.
One of the first things I like to find when visiting a new destination is a place to take a good walk. Winding through the city’s waterfront neighborhoods, the design of the HarborWalk allows the public to connect with the cleaned and restored Boston Harbor. The section in South Boston and Fort Point Channel takes you along some of the city’s best views of sparkling high rises, as well as plenty of good restaurants to stop in. Take time to people watch and grab a bite. Their interactive map shows the visitor just where they can connect to it.
Borrow a bike and get down by the Charles River to explore this popular linear park, which runs along the river through the Back Bay and the Beacon Hill neighborhood (albeit separated from both by the Storrow Drive expressway). A paved, 18-mile multiuse path popular with cyclists, runners, and in-line skaters helps connect the Esplanade to the parklands of Boston’s Emerald Necklace and provides easy access to landmarks like the Hatch Memorial Shell (the summer stage for the Boston Pops and other performers) and Harvard Bridge (aka the Smoot Bridge). The landmark Community Boating boathouse has kayaks, stand-up paddleboards, and sailboats for rent when you want to get out on the river.
Sure, Faneuil Hall and Quincy Market make up the most touristy part of Boston, complete with street performers, a light show, and the obligatory Yankee Candle store and Cheers restaurant; we nonetheless defy you to stay away. This part of the Boston waterfront has thrived on commerce since colonial times: Faneuil Hall was crowded with merchant’s shops as early as 1743, and the larger Quincy Market was added in 1824 to provide more space (it also was the site of speeches by Samuel Adams and other early patriot leaders). If you’re looking for a Red Sox hat or a “Boston Strong” T-shirt, you’ll find it here.
A waterfront icon in the spirit of Sydney’s Opera House, the South Boston home of the Institute of Contemporary Art showcases the work of artists like Shepard Fairey, Tara Donovan, and Nan Goldin wrapped in glass and steel and bathed in copious natural light. With gallery and performance spaces boldly thrust above the Seaport District waterfront, the ICA also presents an ongoing calendar of dance, theater, film, and live music; come on Thursday night and admission and guided tours are free. You can drink in the views along with a Harpoon draft or a glass of chardonnay at the Water Cafe—it’s in the lobby, so you don’t need to pay for entrance to the museum to visit.