Thinking of moving to Boston for those donuts this winter? Welcome in advance to the best city ever. We know you'll love it. You're about to join one of the most exciting, historic, and simply coolest cities in the USA. Boston for the win!
You should know that every season in Boston has its perks and downsides, and choosing the best time to move is all about knowing what to expect in each season. As someone who's moved here during a hot and sweaty July, a freezing February, and a perfectly humid October, let me break it down season by season for you like a local friend.
If you can time your move for late March or anytime in April and May, you're in luck. This usually isn't helpful for families with school children. After a long, gray winter, Boston starts to thaw out and come alive. The sweaters come off and the t-shirts come on. Sidewalks fill up again, street vendors reopen, and locals start walking with their dogs in the park instead of curling up inside by the fire.
My Tip: If you're moving in April, time it around Marathon Monday. The city basically becomes one big party and free time off. Just plan your route ahead of time to avoid festivities.
Summer in Boston is beautiful, but it's also peak tourist season and peak moving season for families and students. Get ready for students to take over your coffee joint.
My tip: Don't move Sept. 1 as all the students and young professionals all move on the same day due to lease cycles. The result? A city-wide traffic jam, piles of abandoned furniture on the curb, and lots of frustrated old people. Skip the madness.
There's a reason movies love to shoot here during this season and locals never leave. The city looks like a picture perfect tree-lined gold and crimson photo, cafes smell like cinnamon, and there's that perfect cutie sweater weather. It's hands-down the best time to live in Boston—but is it the best time to move? We break it down:
Winter in Boston is rough to say the least. It's cold, it's dark, and the snow doesn't mess around. That said, moving in the winter does come with some unexpected upsides and cheap rates for those up to braving it.
My tip: If you're brave enough to move in winter, aim for December before the deep freeze hits. Don't forget to bring salts to melt your way out of the parking spot.
If you want the perfect balance- great weather, okay rent, and some sanity left over then late spring (April–May) or mid-fall (October) is your best bet. You'll avoid the worst of the crowds and the worst of the weather. Boston here you come.
If you're on a tight budget? Winter cold is the way to go.
Got flexibility and want to be in the mix? Join the September 1 madness. If you choose this then plan ahead like your life depends on it (because your parking spot might).Using a service like iMoving can also help you easily compare movers and secure the best option for your needs during the busy season.
No matter when you move, Boston is a city that gets you going in a good way. You'll also fall in love with the skyline of the business district, the quirky neighborhoods, the local people, the Dunkin on every corner and that unbeatable combo of history and soul.
So get to packing- don't forget to leave out that good jacket, and don't move on September 1 unless you absolutely have to. Welcome to Boston. Go Red Sox!
Author: Rachel Kaplan
Published 6/18/25