Boston is where American history happened. The Freedom Trail passes Paul Revere's house, the Old North Church, and sites where the Revolution began. But Boston is equally defined by Harvard and MIT, the Red Sox, and a food scene that goes far beyond clam chowder. Boston is compact and walkable, rare for an American city. The T (subway) reaches everywhere tourists want to go. Flight deals to Logan are common, and the airport is just 15 minutes from downtown. History and modernity coexist beautifully here.
Best Time to Fly to Boston
Peak Season
June through August brings summer tourists and college graduations. October has peak fall foliage and crowds. Marathon Monday (April) is packed.
Off Season (Best Deals)
January through March is cold but significantly cheaper. November (post-foliage) offers decent weather and fewer crowds.
Summer (June to August) is warm at 75-85°F. Fall (September to November) brings stunning foliage and 50-65°F. Winter (December to March) is harsh at 25-40°F with snow. Spring (April to May) is variable at 50-65°F.
💡Book 2-3 months ahead for fall foliage or graduation weeks. Winter deals appear frequently.
Cheapest Months to Fly to Boston
Cheapest Months
January, February, March
Most Expensive
May, June, September, October
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Must-Try Foods in Boston
New England Clam Chowder
Creamy, chunky, and essential to any Boston visit. Legal Sea Foods is the tourist standard; Neptune Oyster and local spots often do it better. Get it in a bread bowl at Quincy Market. Never order Manhattan-style here.
$10-18
Lobster Roll
Hot with butter (Connecticut-style) or cold with mayo (Maine-style) on a split-top bun. Neptune Oyster's is legendary with long waits. Row 34 and James Hook serve excellent versions. Not cheap but essential.
$25-40
North End Italian
Boston's Italian neighborhood has pasta, cannoli, and old-school red sauce joints. Mike's Pastry and Modern Pastry battle for cannoli supremacy (Mike's has the line, Modern is better). Walk the narrow streets and pick any busy restaurant.
$15-35
Top Attractions in Boston
Freedom Trail
The 2.5-mile red line connects 16 historic sites from Boston Common to the Bunker Hill Monument. Walk it yourself (free) or join a guided tour for context. Paul Revere's house and the Old North Church are highlights.
Fenway Park
America's oldest baseball stadium (1912) is a pilgrimage site for sports fans. Catch a Red Sox game or take a tour. Sit on the Green Monster if you can get tickets. The atmosphere is electric.
Harvard & MIT Campuses
Walk through Harvard Yard in Cambridge, then head to MIT's Infinite Corridor and the Media Lab. Both campuses are free to explore. Student-led tours offer insider perspectives. Cross the Charles River for views of Boston.
Daily Costs in Boston
Boston is expensive, especially for hotels. Food is pricey but portions are generous. The T keeps transport costs low. Budget $140-180 per day.
Accommodation (per night, pick one)
Budget
$100-160
Mid-Range
$180-300
Airbnb
$130-220
Food (per day)
Street Meal
$12-20
Restaurant
$25-50
Coffee
$4-6
Transport
Local Transport
$2.40/ride
Comfortable Daily Budget
(excluding flights)
$140-200
Getting Around Boston
From the Airport
Logan Airport is just 15 minutes from downtown. The Blue Line connects to the T for $2.40. Water taxis offer scenic rides to the waterfront. Rideshares cost $20-35.
Getting Around
Boston is very walkable. The T (subway) connects most tourist areas. Charlie Cards save money on transit. Taxis and rideshares are easy to find. Driving is difficult and parking expensive; skip the rental car.
Tips
- •Walk the Freedom Trail, then take the T. Boston is compact and walkable for most attractions.
- •Skip the rental car. Street layouts are confusing, parking is expensive, and the T goes everywhere.
Where to Stay in Boston
Back Bay / Beacon Hill
Victorian brownstones, Boston Common, and easy access to the Freedom Trail. Back Bay has Newbury Street shopping. Beacon Hill has cobblestone streets and gas lamps. Classic Boston.
Seaport / South Boston
The Seaport district has trendy restaurants, bars, and waterfront views. South Boston (Southie) has Irish pubs and a local vibe. Both have evolved from working-class to trendy.
Cambridge
Harvard Square has bookstores, cafes, and student energy. Central Square is grittier with music venues. The Charles River Esplanade offers running and views. Cross the bridge for a different Boston.
Smart Travel Tips for Boston
FAQs About Flights to Boston
Boston is expensive, especially for hotels. Budget $140-180 per day. The T keeps transport costs low. Lobster rolls and seafood are pricey but worth it once. Free historic sites help balance costs.
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