
Beacon Hill, Boston. Andrew Spencer/Unsplash
One of the oldest cities in the United States, Boston reverberates with history. Yet the city also has cutting-edge tech companies, a fabulous arts scene and thriving nightlife – proudly looking to the future even at it celebrates the past.
The juxtapositions of old and new come to life in the city’s brilliant neighborhoods. From the historic heart of the city, where Downtown, Chinatown, the North End and Beacon Hill cluster close, the city extends through areas first filled in and laid out in the 19th century, including Fenway, the South End and Back Bay, with their wide avenues, graceful architecture and renowned cultural institutions.
The city’s most recent transformation is in the Seaport District, where parking lots and docks have morphed into gleaming buildings – and endless possibilities.
Here’s a complete guide to Boston’s most delightful neighborhoods.
1. Downtown & Chinatown
Best for history and diversity
This area between Boston Common and Boston Harbor is where the city got its start – and it remains the center of the action. Here, towering office buildings sit side-by-side with structures from earlier centuries, including Faneuil Hall and Quincy Market. White-collar workers hustle to and fro while visitors cluster around tour guides in colonial-era garb.
The bulk of the Freedom Trail sights are here, as are the Rose Kennedy Greenway (once an exhaust-belching elevated freeway) and the New England Aquarium. Sure, it’s tourist central – but that’s because there’s so much to see and do. You don’t want to miss this essential Boston neighborhood.
Downtown overlaps with the lively Theater District, a small area packed with about a dozen theaters, including the ornate Boston Opera House, as well as a cluster of nightclubs. The area sizzles after dark.
In the southern part of this neighborhood is Chinatown, a popular destination for Asian dining as well as artistic and cultural attractions.
Where to stay: There are loads of hotels here, though you’ll pay a premium to be in this prime location. To keep prices down, try the HI Boston Hostel, which has private rooms with en-suite baths, an enormous guest kitchen and plenty of hanging-out space. Mid-range hotels include the Godfrey Hotel, in a prime location just a block from Boston Common; and the stylish Dagny Boston, with wine hours and other social events to keep things lively. At the top end, the Langham Hotel is set in the former Federal Reserve Bank, a historic landmark decked out with ornate tile work and other original details.
2. North End & West End
Best for European flavors
Boston’s North and West Ends are known for their vibrant immigrant communities. By the early 20th century, the North End had become a mostly Italian community – and with its numerous ristoranti, enoteche (wine shops) and salumerie (cold meat vendors), the neighborhood preserves its Italian flavor today. Whether you want to dig into a plate of pasta or linger over coffee and cannoli pastries, the North End will satisfy your Italian food cravings.
The West End was home to a similarly lively immigrant community – until it was razed to make space for “urban renewal” in the mid-20th century. Today, the neighborhood is dominated by institutional buildings, including the huge campus of Massachusetts General Hospital and the government buildings west of City Hall Plaza.
Where to stay: The high-tech citizenM Boston North Station is perfect for sports and concert lovers: the TD Garden arena is just a 1-minute walk away. Nearby, the dapper Boxer blends industrial charm and modern boutique comfort.
3. Beacon Hill
Best for an old Boston vibe
Beacon Hill is arguably Boston’s most photogenic neighborhood, thanks to the stately Federal-style row houses that line these streets. With its brick sidewalks are lit by gas streetlights and wrought-iron fences enclosing blooming gardens, the mostly residential neighborhood is a delight to wander and explore. This district also has a fascinating African American history, highlighted on the Black Heritage Trail.
Beacon Hill’s commercial area is along Charles St, which is lined with antique shops, boutiques and gift shops – and the resplendent five-story Beacon Hill Books & Cafe. Charles St is a compact but delightful place to shop, with a few dozen eclectic and independently owned stores. And Tatte Bakery & Café is the perfect place for a coffee break.
Charles St terminates at the Public Garden – 24 acres of utter loveliness, landscaped with ponds and flowers and tasteful statuary. It’s a highlight in any season, whether bursting with blooms, awash in colorful foliage or blanketed in snow.
Where to stay: There are a few places to stay on Charles St, including the swanky Liberty Hotel in the refurbished Charles Street Jail (you can still see cell bars in the lounges). Otherwise, it’s a pleasant walk across the Common from Downtown’s many lodgings.
4. Seaport District
Best for contemporary culture and nightlife
Where wharves once lay empty, the Seaport District has grown into a forest of glass and steel structures, which loom over one of Boston’s hottest neighborhoods for dining and nightlife. The Boston Convention Center is here, as are the cruise ship terminal and about a dozen hotels, which keep this district crawling with visitors year-round. By day, stroll along the Harborwalk for marvelous city views, stop at the ICA Boston to contemplate the contemporary creations, and explore the streets to discover hidden parks and pop-up shops.
Seafood is the traditional choice for dinner on these former fishing piers, and you’ll still find some of the city’s finest, including Legal Harborside and the raucous Barking Crab. Nowadays, however, there are restaurants serving every cuisine – it’s hard to keep up with all the delicious new offerings.
The fun in the Seaport District does not stop when the sun goes down. This is also where you'll find the city's much-loved and hyper-local Trillium Brewery. There’s comedy at Laugh Boston, bowling at Kings, classic jazz at Capo and country music at Hunter’s Kitchen & Bar. In summer, the neighborhood’s many roof decks are open for cocktails and sea breezes, taking full advantage of the Seaport’s prime location.
Where to stay: Close to Downtown and Seaport attractions, the boutique Envoy Hotel has a rooftop bar with city vistas, an on-site art gallery and a Latin-inspired restaurant. Also embracing the district’s high-rise vibe, the Yotel is known for its skyline-view rooftop restaurant and the room-service robot that delivers coffee. For a taste of luxury, the Boston Harbor Hotel offers sleek rooms with marble-lined bathrooms and floor-to-ceiling windows that frame the harbor views – afternoon high tea is an elegant touch.
5. South End
Best for art markets and open studios
The South End is home to Boston’s most creative residents and its most vibrant contemporary art scene. The center of the artistry is SoWa Art + Design District along Harrison Ave, where studios, galleries and boutiques occupy former warehouses. First Fridays are a fun monthly open-studios event, and Sunday mornings between May and October are for the SoWa Open Market – a farmers market and artist market all in one.
The South End dining scene is diverse and innovative. Try Coppa for Italian cicchetti, Toro for Spanish tapas or Myers + Chang for pan-Asian fare. The Boston Center for the Arts is a mini cultural hub, home to exhibit space and independent theater groups. For cocktails, head downstairs to The Beehive, an ever-popular bar with live jazz nightly.
Where to stay: Conveniently located within walking distance of the Back Bay T station, the Revolution Hotel has a cool, creative atmosphere and compact, affordable rooms. For an irreverent stop, Staypineapple is a cute, quirky hotel with small, stylish rooms, top-notch service and a fun (you guessed it) pineapple theme.
6. Back Bay
Best for Boston architecture and history
Back Bay epitomizes Boston elegance, a neighborhood of handsome brownstones lined up along grand avenues. The centerpiece is Copley Square, ringed by three architectural icons: the Beaux-Arts facade of the Boston Public Library, Henry Hobson Richardson’s masterpiece Trinity Church and the John Hancock Tower, striking in its ultra-modern simplicity. Art and architecture fans could easily pass an afternoon exploring these very different buildings.
Fashionistas and shopaholics will want to hit Newbury St, a 1-mile strip of art galleries, local designers and quirky boutiques (and more than a few international brands). Don't miss Newbury Comics for gifts, gimmicks and a wicked good time.
When you’re all shopped out, take a break at one of Back Bay’s many eating establishments. For lunch, you can’t miss with a sandwich from The Parish Cafe or ramen from Santouka. If you’re in the mood for seafood, try the unique offerings at Saltie Girl or the reimagined classics at The Banks Seafood and Steak.
Where to stay: Many fine hotels are clustered around Copley Sq, but it’s hard to beat the warm welcome at Newbury Guest House. The narrow, six-story Charlesmark Hotel is reminiscent of a European-style boutique hotel, and the Copley Sq location couldn’t be more central. The inexpensive College Club is part private club and part B&B, with just 12 rooms in a traditional townhouse from 1864. With more money to spend, you’ll find a lot of history to unravel at the Copley Square Hotel: Boston’s second-oldest continuously operating hotel, it has hosted everyone from President William McKinley to Babe Ruth to Billie Holiday.
7. Fenway–Kenmore
Best for live music and baseball
Baseball fans already know that Fenway is the locale of America’s most beloved ballpark, Fenway Park, home for over a century to the Boston Red Sox. The stadium is a landmark, for sure, but it’s not the only thing that defines this neighborhood.
Fenway is also home to Boston University, as well as five smaller colleges. Accordingly, this is student central, with plenty of cheap eats and raucous nightlife to keep young people happy. Check out Time Out Market for a choice of 15 local restaurants (and two bars) under one roof. For drinking, dancing and live music, the place to go is Lansdowne St, which runs along one side of Fenway Park. Classy venues like the House of Blues and the new MGM Music Hall compete with smaller and more beloved places like Bill's Bar and Loretta’s Last Call.
Between students and baseball fans, you might imagine that Fenway gets pretty rowdy (and it does). But this neighborhood also hosts some of the city’s most esteemed cultural institutions, which are considerably more reserved – namely the Museum of Fine Arts and the Isabella Stewart Gardner Museum, as well as the Boston Symphony Orchestra at Symphony Hall.
Where to stay: Accommodations in Fenway are plentiful and diverse, ranging from the affordable Oasis Guest House to the swanky Hotel Commonwealth. We love the Verb Hotel, a retro, rock-and-roll hotel, tucked behind Fenway Park, where guests stay in music-themed rooms or Airstream trailers, with in-room turntables and a jukebox in the lobby.










