Boston Memorial Day Weekend - 10+ Fun Things to Do in May

Published: July 18, 2024

Memorial Day Weekend is the perfect opportunity to get away and log some family time in a brand new city. To celebrate this year, pay a visit to one of the most historic cities in America - Boston! Packed with activities and events, Boston is perfect for a family-friendly weekend away. If you’re looking for Boston Memorial Day Weekend ideas, check out some of these local activities and fun things do in Boston in May, including...

  • Walk the Freedom Trail
  • Visit iconic Fenway Park
  • Picnic in the Boston Common
  • Take a Trolley Tour around town
  • and more...

Save on Attraction Admission

Regular admission to a number of these attractions are included on the Go Boston pass. Choose as you go from dozens of Boston attractions & activities and save up to 55% off combined admission vs paying at the gate. See all available passes and Boston attractions – learn more. Please note, some of these special May and Memorial Day weekend events may be separately ticketed and not included on the Go Boston pass.

The Freedom Trail & Other Historical Attractions

historic-architecture-boston-massachusetts

A history buff? Immerse yourself in the glorious past of Boston with a guided stroll along the Freedom Trail. You can choose to take a tour led by costumed re-enactors or walk the trail at your own pace. Pay a visit to the Old South Meeting House, the Old State House Museum, the Paul Revere House, the Old North Church, and the many other historical landmarks that populate downtown Boston and the North End. Explore American heritage on a holiday designed to commemorate our past! Getting In: Freedom Trail Guided tour tickets - and tickets to many of the above attractions - are included with the Go Boston pass.

Check out the Art Scene

boston-museum-fine-arts-465-huntington

If you're interested in the arts, visit the Museum of Fine Arts and explore their impressive permanent collections and exciting special exhibits. Summer is often a time when new exhibits come into town, so be sure to check out their catalog of what's new before you visit. As a bonus, admission to the MFA is free on Memorial Day itself! Looking for more art in an unconventional space? Enjoy the warm weather and the arts with a visit to the Isabella Stewart Gardner Museum: part art gallery, part historic house, part gorgeous garden. The Gardner Museum is quickly becoming a favorite among young adults for it's beautiful synergy of art and nature. If you're a fan of really avant garde and contemporary art, then the ICA is a must-visit for you. Bonus: they've got an awesome gift store that offers Memorial Day Weekend sales. For those of you who enjoy more indie art (or may be looking to purchase some pieces), be on the look out for the many pop-up arts festivals that occur throughout Boston, Somerville, and Cambridge throughout the summer - all of which are free to explore! Getting In: MFA ticketsGardner Museum tickets, and ICA tickets are included with the Go Boston pass.

Tour the City on a Trolley

boston-trolley-congress-street-bridge-trolley

If you're just come to Boston for the first time, or if you're a repeat visitor who'd like to see more of the city, why not check out a Boston trolley tour? Choose a hop-on hop-off option that gives you the flexibility to decide what you want to see when, and you're all set to explore the city at your own pace. Staying on the trolley for the whole loop is a great way to get a comprehensive overview of the city's top neighborhoods and attractions. Getting In: Hop On Hop Off Boston Trolley tickets are included with the Go Boston pass.

Tour Iconic Fenway Park

fenway-park-boston

Tour the legendary Fenway Park - a thorough, behind-the-scenes tour that's a must for any fans of baseball (or of sports in general!). Some of the highlights you sports lovers will see on this tour include the Green Monster, Pesky's Pole, the lone Red Seat, and more. Walk in the footsteps of Red Sox greats and really feel the history as you walk around Major League Baseball's oldest stadium. Insider Tip: If you're interested in attending a game, check out the schedule while you're in town - you can often score inexpensive tickets. Or, use your premium attraction option for a ticket through the Go Boston pass! The Red Sox do happen to be in town this Memorial Day Weekend, too. Getting In: Fenway Park Tour tickets are included with the Go Boston pass.

Get Out on the Water

Soak up some sun this Memorial Day and discover Boston's most beloved landmarks on the Charles Riverboat Cruise -- after all, you’re in the Bay State! A scenic sail along this popular Boston waterway will escort you past top sites, as well as local sailboats, rowers, and paddleboaters. Another fun option is the USS Constitution Cruise, a delightful cruise that showcases the famed 'Old Ironsides'. This 45-minute cruise also includes informative narration of the inner harbor and a survey of popular historical and contemporary landmarks visible from the water. If you'd rather enjoy the waterfront from land, there are tons of places to catch awesome views of the ocean. Rowe's Wharf is a great place to take in the salty air and is centrally located near downtown.

Embark on a Whale Watch

humpback-whale-suddenly-breachin-front-watch

You might also consider a Boston Whale Watch, one of the most popular summer things to do in the whole city. Sail out to Stellwagen Bank Marine Sanctuary, where you'll find a rich feeding ground that attracts ocean creatures of all shapes and sizes. Snap photos of the amazing wildlife that flocks to this sanctuary, from sea birds and dolphins to the magnificent whales - of which you'll see a wide variety, too. Whale watching season lasts about six months, so be sure to see them while you can! Getting In: New England Aquarium Whale Watch tickets are available as a premium attraction option with 3, 5 and 7-Day Go Boston pass.

Stroll the Boston Common

massachusetts-state-house-boston-common

If you'd like to be outside but are on a tight budget, there are plenty of outdoor Boston activities that are just perfect things to do this Memorial Day Weekend. Spend some time on the Boston Common or in the Boston Public Gardens. Play frisbee, pack a picnic, or just people watch! While you're there, you can also take a brief turn on the famous Swan Boats. During Memorial Day Weekend, the common features the Garden of Flags to commemorate Veterans. You should also save some time to check out the street performers at Faneuil Hall and Quincy Market, who always put on a good show. Getting In: Boston Swan Boat rides are included with the Go Boston pass.

Take a Bike Ride

tourist-ride-bike-around-boston-university

The start of summer is the perfect time to snag two wheels and pedal this rather bike-friendly city. Whether you want to use your bike to get around from attraction to attraction, or prefer to leisurely explore Boston's many beautiful parks and trails, there are plenty of options. A favorite and long trail is the waterfront Dr. Paul Dudley White Bike Path, where you'll also find runners and families with strollers. If you haven't got a bike, renting one couldn't be easier. Rentals come with maps, helmets, and bike locks, so you're all set to go! Getting In: Boston bike rentals are included with the Go Boston pass.

Take a Brewery Tour

There are few things that say the start of summer more than a good cold beer. Tour some of the area's best local breweries for a chance to sample the new seasonal brews. Some of our favorites include Sam Adams, Harpoon, Trillium and Night Shift. If you're more into cider, you'll be pleased to find out that Downeast Cider is opening an outdoor bar in Dewey Square, near South Station. The bar opens in late May through October and will be serving up cider, beer and wine every Monday, Wednesday, Friday, and of course at the weekend. Insider Tip: If you want a free glass with your brewery tour at Sam Adams, use your Go Boston pass! Please note that the tour itself is free. Getting In: Sam Adams Brewery glassware is included with the Go Boston pass.

Shop the Sales

Don't forget about the shopping! Memorial Day is a time for some of the best sales of the year and Boston has no shortage of great places to shop. Head to Newbury Street, the Prudential Center, or Cambridgeside Galleria for the best shopping in town. Don't forget about all of the small businesses across the city, either!

Memorial Day Parade

The Somerville Veterans Memorial Parade is usually on Memorial day in May. The parade begins at Somerville City Hall and continues down Highland Ave. through Davis Sq. with the conclusion at the intersection of Holland and Broadway in Teele Sq. Getting In: This Memorial Day Parade is free and open to the public.

Boston Calling Music Festival

One of the most popular local music festivals falls on Memorial Day - Boston Calling. Some of the most acclaimed artists in contemporary music will come to the Harvard Athletic Complex (in Cambridge) to play to the adoring masses. It's a favorite event with locals, so tickets can sometimes go fast. For more information about line-ups and to purchase tickets, visit the event websiteGetting In: Boston Calling is separately ticketed and is not included with the Go Boston pass.

Remember to Save on Attraction Admission

There you go - plenty of fun ideas for things to do in Boston in May to help you plan your Memorial Day weekend itinerary. Remember, many of these great ideas are included on the Go Boston pass, where you can save up to 55% on combined admission vs paying at the gate. We really hope you consider adding a few of these popular options to your upcoming plans. Enjoy!

Katie Sagal
Go City Travel Expert

Continue reading

Large Pride rainbow flag flying
Blog

Things to do in Boston for Pride Day

Boston’s Pride For The People parade and festival is one of the biggest, brightest and most beautiful in the States, pulling in several thousand participants and around a million spectators for its week-long celebration of love, diversity and inclusion. Baked beans, the Boston Red Sox and that bar ‘where everybody knows your name’ ain't the only thinks to get excited about around these parts: there are also some fine, buzzy ‘gayborhoods’ to explore, like South End, Jones Hill and Jamaica Plain, all of which transform into oceans of rainbow flags and lights for Pride. The week promises all manner of events across the city, from burlesque nights to brewery cookouts, fashion shows and queer cinema. Raise your rainbow flag and dive in for our guide to all the best things to do in Boston on and around Pride Day… Pride Parade, Block Party & Festival There will be oodles of fun LGBTQ+ events taking place in Boston through Pride Month, with the majority happening in the days leading up to the parade and festival. We’re talking movie screenings, drag brunches, community events, queer walking tours, picnics, bar crawls and much more. The top of the iconic Prudential Tower will light up in rainbow colors to kick off Pride Month and again on the day of the parade, in support of the LGBTQ+ community. Check local listings for further info and tickets on all June events in Boston. The big day usually lands on the first or second Saturday of June, when revelers line the streets of the South End to catch a glimpse of outrageous floats, flamboyant drag queens, marching bands, stilt walkers and all manner of other extravagantly garbed participants and performers. The Boston Pride For The People Parade kicks off late morning at Copley Square, painting its celebratory rainbow across the South End before landing up at Boston Common for a top-notch family festival complete with DJs, drag queens and international headline acts. The festival is free and runs from around midday until early evening. Meanwhile, over at City Plaza, there’s a slightly more grown-up vibe at the free Pride Block Party, which runs for a couple more hours after the Boston Common festival wraps up. This one’s for 21+ attendees only, and promises rather more risqué entertainment in the form of foul-mouthed drag kings and queens, pole dancers and more. New England craft breweries provide the lubrication and DJs spin the party tunes until around 8PM. Top Tip: Boston Pride for the People recommends Arlington St and Boylston St subway stations on the green line or Back Bay Station on the orange line for the best Parade-viewing opportunities. But get there in plenty of time as it does get extremely busy! Find about more about the next Boston Pride For The People event here. Boston Pride After Parties Fear not: the end of ‘official’ festivities does not mean the party’s over. Far from it, in fact. Indeed, Boston’s Pride after parties are the stuff of legend. Hit up South End stalwart Club Café on Columbus Avenue for some of its legendary cabaret and late-night dancing. The fabulous Liberty Hotel – an utterly transformed former prison in Beacon Hill – usually has a number of events running through Pride Month, including brunches, fashion parades and more. That there will be DJs and live acts playing into the small hours on Pride Saturday is a given. Try the lively Midway Café, a well-established dive bar in Jamaica Plain with regular live music, or mosey over to Dorchester dBar for craft cocktails and all-night dancing at one of Boston’s best-loved LGBTQ+ clubs. It’s the morning after the night before, so what better than a rejuvenating drag brunch to help brush those cobwebs away? There will be dozens of these running across Boston during Pride Month, with local favorites including South End Mexican restaurant Cósmica, the Boston Summer Shack over in Back Bay, and the aforementioned Liberty Hotel. Bloody Marys and mimosas naturally come as standard. Again, local listings are your friend for the latest info on all Boston club nights and brunches. LGBTQ+ Culture in Boston Something of a trailblazer, Boston is one of those places that’s very much *steeped* in history. Not only the birthplace of the American Revolution, it’s also the capital of Massachusetts, famously the first US state to legalize gay marriage. Go Boston! As a result, there’s plenty of queer culture to explore, and this is brought to the fore during Pride Month, where museums, walking tours and even castles get in on the action. The Freedom Trail comprises 16 historic Boston monuments and locations that, between them, contain the entire history of Beantown. There are walking tours of the route – which includes Boston Common, the 17th-century King’s Chapel cemetery and Paul Revere’s House, year-round, many with guides in period dress. Pride Month sees the addition of an excellent ‘Rainbow Revolutionaries’ option, highlighting key players in Boston’s LGBTQ+ community (and their fight for liberty) through the ages. For something a little (ok: a lot) more light-hearted, pop on your heels and hop aboard a drag-tacular trolley tour of Boston’s most significant female and queer landmarks. However, we’d recommend flat shoes for top Boston LGBTQ+ walking tours like this one. It’s also worth a day trip out to Hammond Castle and museum up the coast in Gloucester. Founder John Hammond is something of an LGBTQ+ Massachusetts icon so it’s no surprise that there are several special events running here throughout Pride Month, including exhibitions, readings and film screenings. Visit Boston’s Top Attractions If you’re in town for a few days and fancy fitting some serious Beantown sightseeing around all that drinking, dancing and drag-brunching, the Go Boston pass is your friend. Choose an Explorer or All-Inclusive option, depending on whether you have specific attractions in your sights or simply want the freedom to visit as many as you’d like over several days. The pass can save you up to 50% on standard entry prices for Boston tours, activities and attractions and includes: The View Boston Observation Deck, up top of the iconic Prudential Tower. A tour of Fenway Park Stadium, home of the legendary Boston Red Sox. A ride on the famous Boston swan boats. The absolute treasure trove of art and artifacts that is the Boston Museum of Fine Arts. A sunset cruise of the Charles River Basin. A guided tour of the charming clapboard farmhouse in nearby Concord, where Louisa May Alcott wrote (and set) American literary masterpiece ‘Little Women’. ...and much more! Find out more and choose your Boston attractions pass here.
Stuart Bak
Stuart Bak
Acorn Street in Beacon Hill, Boston
Blog

Boston Airport to City Travel Options (Logan)

Baked beans, the Boston Red Sox and thr bar ‘where everybody knows your name’: Massachusetts' lively state capital offers all this and more. Known as the birthplace of the American Revolution, this is a city that’s thoroughly steeped in history. Follow the Freedom Trail to immerse yourself in 250 years of US heritage, step inside the former home of legendary revolutionary Paul Revere, and take a trip to Louisa May Alcott’s house in Concord, where her literary masterpiece Little Women was both written and set. With all this on offer, you’ll no doubt want to get to the heart of the city (and those umami, smoky platefuls of sweet-savory beans) as quickly as possible after touching down at Logan Airport. Read on for our guide to all the transit options from Logan to downtown Boston… Boston Logan International Airport in Brief There’s only one international airport in Boston. So the chances of getting yourself lost are fairly slim. Unless of course you accidentally boarded a flight to Boston in England, but that’s for another blog… In-keeping with Boston’s proud history, Logan is named for local son Edward Lawrence Logan: judge, lawyer, politician and military officer. Indeed, the airport’s full name is General Edward Lawrence Logan International Airport. A bit of a mouthful, we’re sure you’ll agree, which is why it’s commonly known as plain Logan. The airport serves as the primary global gateway for Massachusetts and New England, with over 100 domestic and international routes. Around 40 million passengers pass through every year. Best of all, Logan lies just 5km east of downtown Boston, straddling the border between East Boston and the town of Winthrop. In light traffic, the cab ride into town can take as little as 10 minutes. So, without any further ado, here’s how to get from Logan Airport to downtown Boston. Logan Airport to Downtown Boston by Public Transport On-Airport Shuttle System It’s likely you’ll make use of Logan’s free shuttle system, which serves all four terminals and shuttles excited new arrivals to the Rental Car Center and parking garages. The shuttle also serves the airport's subway station and water transportation dock for onward travel to downtown Boston, via Massachusetts Bay Transportation Authority (MBTA) services. Getting from Logan to Downtown Boston by Subway Having shuttled your way successfully to Airport station, it’s just a hop and a skip along the Blue Line to downtown Boston. The Blue Line connects to the Green Line at Government Center station and to the Orange Line at State Street.  Going anywhere near Back Bay, Fenway Park or Boston University? The Blue Line out of Logan is your friend. A one-way ticket costs just $2.90, and you can transfer between subway and Silver Line, Express and local bus services twice on your ticket, paying only the one-time cost of whichever service costs more. Getting from Logan to Downtown Boston by Bus Bus enthusiasts rejoice! There are multiple ways to get from Logan to downtown (and beyond) on four wheels. The MBTA’s Silver Line connects all terminals at Logan to South Station and beyond. Hitch a free ride on SL1 as far as South Station if you want to transfer to the subway’s Red Line here. Services SL2, SL3, SL4 and SL5 continue to other areas of Boston and a one-way ticket costs $1.70. Alternatively, the Express buses speed visitors to downtown and beyond for $4.25 one way. There are also multiple private bus services covering much of New England and New Hampshire, from reputable companies including Concord Coach Lines, Boston Express Bus and more. Getting from Logan to Downtown Boston by Ferry Ok, it ain’t Venice, but arriving in Boston by sea is certainly the most scenic of all the airport transit options. Take the short trip across Boston Harbor to Long Wharf for rapid access to downtown, taking in panoramic views of the skyline from up on deck as you go. The On-Airport Shuttle connects terminals to the water transportation dock and the terminals, and a one-way ticket on the MBTA ferry costs $2.40 Top Tip: CharlieCards and CharlieTickets Charlies are reusable cards or tickets that can be preloaded with cash and used to tap in and out of MBTA subway, bus and ferry services. They’re a good option if you plan to use public transport a fair bit while you’re in town, as there are savings to be made over buying individual tickets for every journey. CharlieTickets are particularly convenient for visitors. You can pick yours up at vending machines in the airport and most stations. Logan Airport to Downtown Boston by Private Transfer Cabs are readily available outside arrivals at terminals A, B and E and on the ground floor of the terminal C parking garage. It’s only around 5km from the airport to downtown Boston but travel times and prices can vary wildly depending whether you’re traveling in rush hour traffic or not. Expect to pay somewhere in the region of $40-50 one way. Ride apps like Uber and Lyft will usually cost a little less, but you’ll have to arrange these yourself and organize a suitable pick-up point. Alternatively, make like your favorite Bond villain and charter your own pre-booked private limousine. Or hop in a water taxi: one-way tickets from companies including Red Top Boats and the Boston Water Bus start from around $15. Logan Airport to Downtown Boston by Rental Vehicle Boston’s walkable downtown and excellent public transport system means you’ll have little need for your own wheels unless you’re planning out-of-town day trips to the likes of Salem, Portland and the Gilded Age mansions of beautiful Newport. You’ll find all the usual suspects at Logan’s Rental Car Center (RCC): everything from Alamo to Zipcar. The On-Airport Shuttle whisks passengers to the RCC via routes 22, 33 and 55, with services running approximately every 5-6 minutes. Save on attractions, tours and activities in Boston Save on admission to Boston attractions with Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak

Have a 5% discount, on us!

Sign up to our newsletter and receive exclusive discounts, trip inspiration and attraction updates straight to your inbox.