The easily navigated grid of streets in Back Bay bears little resemblance to the labyrinthine lanes around Downtown and the North End. In the mid-1800s Back Bay was filled in to accommodate Boston’s mushrooming population and, by the late 1800s, the area had become a vibrant, upscale neighborhood. Home to many of Boston’s wealthiest families, the area was characterized by lavish houses, grand churches, and bustling commercial zones. Many of the original buildings stand intact, providing an exquisite 19th-century backdrop for today’s pulsing nightlife, world-class shopping, and sumptuous dining.
When I. M. Pei’s 60-story John Hancock Tower was completed in 1976, Bostonians feared that Trinity Church would be overshadowed by its gleaming upstart neighbor. Yet H. H. Richardson’s masterpiece, dedicated in 1877, remains just as vital to Copley Square, and as beautiful, as it was on its opening day (for further details see Trinity Church).
The perfect setting for a leisurely bike ride, an invigorating jog, or a lazy afternoon of soaking up the sun, the Esplanade is one of the city’s most popular green spaces. This ribbon of green hugging the Charles’ riverbanks was inspired by Venetian canals. July 4th at the Esplanade’s Hatch Shell concert venue brings the world-famous Boston Pops Orchestra along with thousands of revelers to enjoy the incomparable mix of music, good cheer, and awe-inspiring fireworks. Use caution if on the esplanade at night.
View from the Esplanade
Although this McKim, Mead, & White-designed building went up in 1895, the Boston Public Library was actually founded in 1848 and is the oldest publicly funded library in the country. The interior’s Greco-Roman style cues lavish use of marble, and John Singer Sargent’s powerful Judaism and Christianity mural sequence clearly illustrates how valued public education was when the library was constructed. Guided tours offer insight into the building’s architecture and history.
Boston Public Library
Over the years, Back Bay’s most famous street has proven to be amazingly adaptable, with fashion boutiques blending seamlessly into their mid-19th-century brownstone environs. This is the liveliest, most eclectic street in Boston: a babble of languages, skater punks alongside catwalk models, and delivery trucks and Ferraris jockeying for the same parking space (for further details see Around Newbury Street).
One of the first private residences to be built in Back Bay (c.1859), Gibson House remains beautifully intact. The house has been preserved as a monument to the era, thanks largely to the efforts of its final resident (the grandson of the well-to-do woman who built the house). So frozen in time does this house appear that you might feel like you’re intruding on someone’s inner sanctum, and an earlier age. Highlights of the tour include some elegant porcelain dinnerware, 18th-century heirloom jewelry, and exquisite black walnut woodwork throughout the house.
Although it’s difficult to imagine, the Prudential Tower’s 52 stories seem dwarfed by the huge swath of street-level shops and restaurants that constitute the Prudential Center. With its indoor shopping mall, eateries, supermarket, cluster of residential towers, and massive convention center, the Prudential Center is like a self-contained city within a city. For a jaw-dropping view of Boston, visit the Skywalk on the tower’s 50th level (for further details see Prudential Skywalk), or the Top of the Hub Lounge, two floors above.
With its leafy pedestrian mall and belle époque-inspired architecture, Commonwealth Avenue aptly deserves its comparison to les rues parisiennes. A morning jog on the mall is a popular pastime, as is the occasional picnic or afternoon snooze on a bench. Highlights include Boston’s First Baptist Church (110 Commonwealth; closed to non-worshipers) and the pedestrian mall’s stately statues, including the William Lloyd Garrison bronze, sculpted by local artist Anne Whitney.
Commonwealth Avenue
While believers head for the Romanesque-Byzantine basilica, the library (entered from Massachusetts Avenue) emphasizes inspirational facets of the founder’s life (for further details see Mary Baker Eddy (1821–1910)) rather than church doctrine. The Mapparium, a walk-through stained-glass globe with 1935 political boundaries, remains the most popular exhibit. Peer into the newsroom of the Christian Science Monitor. Outside, a 670-ft (204-m) reflecting pool, designed by I. M. Pei, is lined with begonias, marigolds, and columbines. The café is a good spot for lunch.
Christian Science Center and the Prudential Center
The largest independent music school in the world, Berklee was founded in 1945. The college has produced a number of world-renowned jazz, rock, and pop stars, including Quincy Jones, Melissa Etheridge, Kevin Eubanks, Jan Hammer, and Branford Marsalis. The state-of-the-art performance center hosts special events including concerts, plays, and film screenings.
Named after John Singleton Copley, the renowned 18th-century Boston painter, Copley Square is surrounded by some of the city’s most striking architectural gems, notably Trinity Church and the Boston Public Library. A hub of activities, the bustling square hosts weekly farmers’ markets, concerts, and folk dance shows in summer. The BosTix booth sells discounted tickets for theater, music, and dance performances.
Grab a patio table at the Parish Café and enjoy an inventive sandwich while gazing out onto the Public Garden. Stroll one block over to Newbury Street and take in the impressive contemporary art galleries concentrated between Arlington and Dartmouth streets. Then cross back over to Boylston at Dartmouth and sit for a while inside Trinity Church where La Farge’s stained-glass windows top an inexhaustible list of highlights. And while you’re in an aesthetics-appreciating mood, traverse St. James Place to the Copley Plaza Hotel and lounge for a few moments in the ornate, Versailles-esque lobby. Next, cross Dartmouth to the Boston Public Library and admire John Singer Sargent’s gorgeous murals.
Now it’s time to warm up your credit card, so head back to Newbury Street for a dizzying shopping spree. Turn left onto Newbury for Boston-only boutiques such as Fresh and Trident Booksellers. Pause for a reinvigorating fruit smoothie or thick frappé at Ben & Jerry’s (174 Newbury St). At Massachusetts Avenue, turn left, then left again onto Boylston and continue to the Prudential Center for name-brand shopping – you’ll find Saks Fifth Avenue, Neiman Marcus, and the like. Cap it all off with a bracing-cold cocktail and smooth jazz at the 52nd-floor Top of the Hub Lounge, where you can soak in Boston’s skyline – and, with any luck, a dazzling sunset.
Everybody who’s anybody in photography vies for space at Robert Klein. Past coups include shows by Annie Leibovitz and Herb Ritts.
With a commitment to exhibiting works by promising New England artists, this non-profit organization has been providing young artists with that crucial first break since 1879.
Arguably the most fun – albeit the most populist – gallery on Newbury St, the IPG stocks vintage posters advertising films, travel, food, and sports.
International Poster Gallery print
This contemporary art gallery focuses on original paintings and sculpture, including bronze and other metals. It showcases up-and-coming abstract and realist artists.
Devoted to art in craft media, this 1897 pioneer of artisanship sells a wide variety of studio crafts. Jewelry and ceramics also available.
Founded in 1967 to showcase contemporary artists from Boston, Alpha now covers the country and features modern masters.
Representing some of New England’s most regarded artists, NAGA is possibly Newbury’s best contemporary art gallery.
Favoring lush, contemporary paintings, and the occasional mixed-media sculpture, Nielsen is popular among Boston’s art cognoscenti.
The oldest family-owned art gallery in the US (open since 1841), Vose specializes in American realist painting and works on paper from the 18th–20th centuries.
Since opening in 1964 with an exhibition of Ellsworth Kelly prints, Barbara Krakow’s keen judgment of contemporary art has earned her many fans – and customers.
Work by Jackie Ferrara, Barbara Krakow Gallery
This boutique specializes in limited-edition crossbones-and-cupcake T-shirts. The joke continues with bakery case displays, aprons on the staff, and the smell of cake batter in the air.
Trident is popular for its delicious, healthy sandwiches, strong coffee concoctions, and arguably the best-informed book and magazine selections in the city.
Generally undercutting the chain stores on CDs, Newbury Comics delivers value along with a stellar selection of rare import CDs and a growing range of exclusive, rare and vintage vinyl, as well as concert videos, and the latest comics.
Newbury Comics
Chic grooming products for men and women, many of them based on such natural products as sugar (for face and body skin polish), clay (masks and lotions), and soy (facial cleaning gel).
A true believer in the superiority of hemp as something to put on rather than inhale, Hempest showcases chic and casual styles fashioned from this environmentally friendly fiber.
This family-owned shop offers more than 60 premium varieties of Extra Virgin olive oil and balsamic vinegars.
Before blowing your budget on that Chanel handbag, take a peek at Second Time Around, where used designer clothing and accessories get a second lease on life. Think head-to-toe Versace for a mere $100.
Check your inhibitions at this subterranean boutique’s door. While male anatomy-shaped ketchup dispensers deserve a laugh, some of the sex toys toward the back might raise some eyebrows.
Fine blown glass and handmade pottery from this eponymous Irish designer and artist creates tableware with an upscale touch. Pearce signatures include classic goblets and other stemware.
This old world-style corner market stocks fabulous produce, chilled beer, ready-made sandwiches, and imported delights of all kinds.
Talk about a view: 52 stories above Back Bay, this bar dazzles with sweeping views, live jazz, deliciously sophisticated lounge food menu, and a wicked gin martini.
View over the city from the Top of the Hub Lounge
The epitome of a stylish yet discreet hotel lounge, City Bar serves up designer cocktails and light snacks.
The 1950s were never so cool as they seem at this retro-styled lounge, pool hall, and bowling alley buried downstairs next to the Hynes Convention Center.
Speakeasy meets nightclub at this lounge which serves hip bar food such as short rib casserole, and snazzy cocktails.
Be sure to have ID in hand before putting pint to mouth at this lively bar. It’s full of hard-drinking collegiate types, who arrive around 6pm and stay until last call.
Boston’s elite have been socializing at this elegant room facing the Public Garden since the 1920s.
Cheap, hearty pub grub and occasional drink specials lure college kids to this two-story bar and grill. It’s loud, it’s crowded, and you’re bound to make a friend or two.
A beer drinker’s paradise, Bukowski counts 100 varieties of the beverage. Its primary patrons are a professional crowd during the day and young hipsters at night.
There’s always a festive mood at this trendy, Gothic-styled bar. Choose from the long list of specialty tequilas, accompanied by Mexican food.
Sharing room with the excellent Bristol Lounge, this sophisticated bar in the Four Seasons hotel charms visitors with its signature martinis.
Regional Italian food with a contemporary spin is accompanied by a range of great wines and served up in a sophisticated dining room.
New England ingredients combine with high-style modern French technique to create memorable, luxury dining.
Elegant contemporary dining ranges from local lobster and scallops to caramelized onion ravioli. In summer, outside seating is available.
The serene setting of rich, dark wood and high ceilings makes one of the city’s best sushi restaurants something of a Zen experience.
This urban tavern near the South End border is a comfortable meeting spot, with three fireplaces, two bars, and an open kitchen on two levels.
Delectable French-Mediterranean dishes and an excellent wine list make Mistral an ideal dining venue.
Chef Ken Oringer presents his own interpretation of contemporary Japanese cuisine at this fine-dining restaurant in the Eliot Hotel.
Bustling Brasserie Jo captures the savoir faire of 1940s Paris. Relish hearty French classics like steak roquefort.
Chef Charles Draghi brings French technical finesse to north Italian cuisine with a menu that changes nightly. Excellent, all-Italian wine list.
Grill 23 harkens back to the days of exclusive, Prohibition-era supper clubs. Prime aged beef with an inventive spin is served in a sumptuously classic interior.
Entrance to Grill 23