The Ultimate 3-day Boston Vacation

With Easter just around the corner, it’s not too late to make full use of the three-day weekend and enjoy a city break in one of our favorite cities; Boston, Massachusetts.

Boston, is one of the most popular cities in the New England region and is one of the oldest cities in the United States, making it an excellent destination to explore for three whole days. Home to overly passionate sports fans and the World Series-winning Red Sox, a wealth of modern bars and food markets, and a rich history culminating in the American Revolution, Boston is effectively one big open-air museum. Below we’ve provided a three-day itinerary to help guide you around this east coast, cobblestoned, city.

Day 1 – Saturday March 31st

Kick start your first day here with a trip to Faneuil Hall, Boston’s waterfront marketplace comprised of three historic buildings. Quincy Market is just one of the fantastic buildings that make up the marketplace and is home to an array of fresh food stalls serving anything and everything from pan-Asian cuisine to vegan delights. It’s here that you’re going to get your Boston diet on, thanks to the ample clam chowder, lobster rolls and cream pies for sale. Wander around for a while, sampling some of Boston’s best local produce.

This afternoon, take a tour around Fenway Park, the home ground of the famous Boston Red Sox. The park is the oldest in Major League Baseball history, and if you’re even slightly interested in the game, this tour will blow your sox off (excuse the pun). Unfortunately, the Red Sox are out of town this weekend, so there’s no chance of catching a game tonight but fear not, there’s still sport to be enjoyed over at the TD Garden arena. Watch the Boston Bruins, six-time Stanley cup winners, battle it out on the ice against the Florida Panthers. If you’ve never been to an ice hockey game before, the atmosphere is ecstatic and being nestled among Bruins fans will make for a memorable evening.

Photo by Osman Rana on Unsplash

Day 2 – Sunday April 1st

Sunday should begin by a visit to the Museum of Fine Arts, the oldest art institution in the country. Home to over 450,000 objects and classical, modern and French impressionist work, the museum is positively ginormous. Sunday, April 2nd is the last day that the museum hosts Takashi Murakami’s temporary collection, ‘Lineage of Eccentrics’ so make sure you arrive early to admire the works of this world-renowned Japanese artist. He’s been the flavor of the month for about two years now!

After an art-filled morning, you should spend the afternoon soaking up the city’s rich history with a 2.5-mile stroll down the Freedom Trail; a man made path through Boston’s city center that follows the cities involvement in the American Revolution. There are 16 historical sites to visit in total but if you’re pushed for time, start at the north end and call at the Old North Church, the Old State House Museum and the home of Paul Revere, a patriot of the American Revolution.

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Day 3 – Monday April 2nd

Your final day in the city can be spent enjoying the great outdoors, so why not start the morning with a short walk through Boston’s Public Garden, a green oasis and the oldest botanical park in America, or take the Harborwalk along the waterfront to admire the pier and shoreline. Alternatively, if you’re ready to get your history on, head to the Boston Tea Party Ships & Museum. Here, you’ll learn about Boston’s famous involvement in the Tea Act of May 10th 1773. Or, if you’ve woken up with a burning desire for epic panoramic views, head up to the Skywalk Observatory where you can enjoy 360-degree views of the city from the top of the Prudential Tower.  

This afternoon, head to the Trident Booksellers & Café. This quaint and quirky eatery is set inside a bookstore and serves an array of delicious cakes, smoothies and sweet treats, all to be enjoyed while reading any book of your choice from the shelves. It’s a real winner with bookworms and foodies alike!

This evening, pick between a sunset sightseeing cruise or a whale watching cruise out of Boston Harbor. Whale watching season typically runs from April to October, so head down to the harbor to see if there have been any early sightings. If not, it might be worth jumping on the Sunset Sightseeing cruise instead to enjoy Boston’s skyline lit up with the orange evening sky.

Photo by Osman Rana on Unsplash

How to get there?

Busbud can get you to Boston to enjoy this city break:

Montreal to Boston

New York to Boston

Baltimore to Boston

Philadelphia to Boston

Pittsburgh to Boston

Providence to Boston

Albany to Boston

Ottawa to Boston


This post was written by Hannah Hilton, a UK-based freelance travel writer and keen photographer. Check out Hannah’s adventures on her website, and follow her on Instagram.