GETAWAYS DESTINATION GUIDE
Boston Vacations
Cobblestones, harbor air, and four hundred years of history in walking distance. Boston is one of the easiest American cities to fall for, especially in the fall.
Where to go in Boston
Back Bay and Beacon Hill
Brownstones, brick sidewalks, and the prettiest streets in the city. Our favorite place to stay.
The Waterfront and Seaport
Harbor views, seafood, and easy walks to the aquarium and whale watch boats.
Day trips
Salem, Cape Cod, and Newport. One day out of the city adds a lot to a long weekend.
When to visit Boston
Spring
Blossoms on Commonwealth Avenue and baseball season starting. Pack layers.
Summer
Harbor cruises, patios, and long evenings. Busiest and brightest.
September and October
The best time to visit. Crisp air, foliage nearby, and gorgeous light.
Winter
Cold and atmospheric, with the year's best hotel rates and cozy dinners.
Questions we hear most
How many days do we need?
Three nights covers the city comfortably. Four or five lets you add Cape Cod or Salem.
Is Boston walkable?
Very. Between walking and the T you rarely need a car, which also saves on city parking.
Can we combine Boston with a cruise?
Yes. Fall New England and Canada sailings often start here, and we'll add a pre-cruise night or two.
Let’s plan it together
Let's plan your Boston getaway
Tell us your dates, who's coming, and a budget range. We'll send real options with honest notes on each!