Ultimate Guide to the Best Times for Visiting Boston

Though summer is arguably Beantown’s high season, Boston flaunts its magic all year round.

The public parks, harbor, and surrounding waterfront offer a wealth of activities for everyone year-round – from ice skating on the frozen ponds in winter to outdoor yoga come spring, picnics, and pop-up beer gardens in summer, and autumn strolls under falling golden leaves. Here’s how to choose the best time to visit Boston for you.

June to August is Boston in all its glory

Summer, generally June to August, is the glory time for Boston’s showcase attractions like outdoor sporting events and waterfront dining. However, it can also mean crowds of visitors at the city’s most coveted attractions – walking the Freedom Trail, sailing the Harbor, indulging in a lobster feast at a waterside restaurant, and meandering the boutiques and galleries along Newbury Street.

Boston’s version of restaurant week, called “Dine Out Boston,” takes place twice a year, including once in August, so you can find some good deals. Therefore, it’s wise to organize accommodations and excursions as early as possible if you’re visiting in summer to ensure you won’t miss out.

June sees average temperatures in the mid-70s, while July and August’s temperatures increase to the low- to mid-80s. The occasional summer storm might roll in; however, there are plenty of indoor attractions too, like the New England Aquarium and great museums.

March to May and September through November bring colorful flowers and foliage

Spring and autumn are wonderful in Boston, with balmy, mild temperatures perfect for strolling and exploring. Crowds will be thinner, and the backdrop is full of spring flowers like rosy-hued magnolias from March to May, while September through November means the reds and yellows of New England leaves.

Key events in spring include the St. Patrick’s Day Parade in March and the Boston Marathon in April. In fall, September brings Oktoberfest festivities throughout the city, where you can count on food vendors, live entertainment, and, of course, lots of beer. The third weekend in October is highlighted by the Head of the Charles Regatta, three days of rowing races on the Charles River that attract thousands of elite competitors and several hundred thousand spectators.

Average temperatures in spring and fall typically range from 50-60°F, with early fall offering the possibility of summer-like stretches of sunshine.

December to February is best for fewer crowds and lower costs

It’s really no secret that Boston winters are cold, and they can also be quite snowy. Moreover, though Chicago is known as the “windy city,” a variety of statistics show that Boston is actually windier. With all that said, if you come prepared – pack a warm jacket and cozy accessories – Boston’s low season can be enjoyable due to its low tourist numbers and more local atmosphere. Consequently, you’re more likely to snag reservations at favored restaurants.

December also means holiday magic; twinkling trees and festive pop-ups are a great reason to brave the chill. Another charming highlight is the three-month-long Boston Wine & Food Festival, which starts mid-January and runs through the end of March.

However, do dress appropriately. The cold temperatures typically blow in during December, averaging between 30 to 40°F, but that dips in January and February, when average lows hover between 20-25°F. Wind chill can often exacerbate the cold, making temperatures feel even lower.


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