Explore a culture defined by Revolutionary history, bright minds and fanatical sports fans.
All over Massachusetts, the pride for its largest city runs deep. Ask any resident within 50 miles of the capital where they’re from and you’re almost guaranteed to hear: “Boston.” This intimate city is known for historic locales, some of the country’s finest colleges and zigzagging cobblestone streets. But don’t let all that quaintness fool you. Boston knows how to party and boasts a vibrant nightlife scene with dance clubs and live music venues, where locals are known to get a little raucous in the name of a very good time.
- Seaport District
- North End
- Back Bay
Before skyscrapers, subways and modern expansion, the majority of Boston sat within this historic district. Meet Benjamin Franklin impersonators at Quincy Market and slurp down an icy dozen at Union Oyster House, the city’s oldest restaurant.
History, People-Watching , Dining
Located on the south side of Boston, the Seaport District is dominated by large wharves jutting into the bay. Glass-walled high-rises give this stretch an upscale and contemporary feel. But because history is omnipresent throughout this city, you’ll feel that, too (there was a tea party that happened here, let’s recall). The best way to take it all in is at the Lookout Rooftop & Bar — a nearly year-round venue thanks to fire pits — offering 360-degree views.
Museums, Seafood , Waterfront Views
This area is Boston’s de facto Little Italy, a charming tangle of narrow streets, lined with old-school Italian coffee shops and restaurants. The North End is also home to Paul Revere’s house and one of Boston’s hottest debates: Who has the best cannolis, Mike's or Modern Pastry? (Italian bakeries are serious business.)
Italian Food, History , Coffee Shops
A mix of high-end shopping areas and quiet, tree-lined streets, this neighborhood is where the city’s poshest residents call tony brownstones home. The Parisian-style boulevards were made for leisurely strolling, and the Charles River Esplanade is one of the city’s best picnic spots.
Shopping, Riverside Views , Architecture
Stay in The Center of it All
Immerse yourself in your destination at these centrally located hotels.
Spend a Culture-Packed Weekend in Boston, Massachusetts
Stroll Through Revolutionary History
Stroll through Revolutionary War history and get a sense of this small-but-mighty city with a walk along the famous Freedom Trail. Then it’s back to Boston Common for some Swan Boat sailing and dinner in one of Boston’s poshest neighborhoods.
Get a Feel for the City’s Eclectic Neighborhoods
Start off the day with dim sum in Boston’s historic Chinatown before heading over to the Seaport district for museum hopping and sweeping water views. Cap the night off with drinks and dancing to experience the city’s fun-loving nightlife scene.
Art, Culture and Cannolis
Take in European art and stunning architecture with a visit to one of the most interesting museums on the East Coast. Then it’s off to the hallowed halls of Harvard for people-watching and a greasy spoon. Round out your trip in Boston’s Little Italy, the charming North End.