With all the professors, students, and other academics in the city, Boston has a decidedly academic feel. You can get away with a range of styles, but if you’re wondering what to wear so as not to stand out, err on the conservative side.
You’ll notice Boston clothing has more of a professional, polished look, typical of cities in the Northeast. You can’t go wrong with the classics: cable knits, sheath dresses, sweater sets, striped T’s, tailored trousers, and even suits. Come winter, you’ll notice the goal is to stay warm above all else. Commuters wear L.L. Bean boots with suits as much as they do with jeans.
What to Wear in Boston
Filled with youth, Boston style can give off a more laidback collegiate vibe, too, making a fitted T-shirt and jeans a perfectly acceptable uniform. You’ll often find the weather dictates how much or how little Bostonians dress up. Here’s what to wear in Boston to blend with the locals.
If you plan to dine at one of Boston’s innumerable up-market spots or take in a show, pack something a notch above jeans. Cocktail-length dresses that you can dress up with heels or down with a belt make it easy to justify using space in your luggage. For men, nice pants and a polo shirt are a good option.
Anything with Elbow Patches
Red Sox Anything
This is a town that loves its sports teams. Throw on a Red Sox shirt at a Celtics game and you won’t get looked at twice. Male or female, a classic ball cap is your best bet.
Summers can get hot and in winters you’ll want to stay dry even if you’re working up a sweat going from attraction to attraction. Pack clothing in fabrics that will keep moisture off of you.
Packing jeans in a dark rinse will help you play double-duty: exploring the city by day and dressing up for dinner by night.
Anything but Running Shoes
Unless you’re going for a run, save the tennis shoes for the tourists. Flats (or loafers for men) are your best bet to put on serious mileage. A boot that can tackle rain or snow is critical for fall, winter, and spring.
One Boston clothing trend that never goes out of style is anything nautical. Channel the city’s seafaring history with any clothing in white and navy. Stripes are always a safe bet. You can also add a rope belt to really go for the Cape Cod-inspired summer look.
More from SmarterTravel:
- Boston Travel Guide
- 10 Best Hotels in Boston
- 10 Best Cheap Hotels in Boston
- 10 Great Hotels Near Fenway Park in Boston
- 10 Fun Things to Do in Boston
- 10 Must-See Boston Attractions
- 10 Best Day Trips from Boston
- 10 Best Cheap Eats in Boston
- 9 Best Italian Restaurants in Boston
- The 10 Best Boston Food Trucks
- What to Pack for Boston
– Original reporting by Kate Sitarz
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