Things to do in Boston this weekend of May 5 | Image credit: Cider Hill Farm
Our picks for fun things to do in Boston this weekend (May 5 – May 7) include Tulip Fest at Cider Hill Farm, 38th Annual Mayfair in Harvard Square, Champions of Magic, and more!
There’s always lots going on in Boston in terms of events and activities. There are fun things to do in Boston for adults and also Things to do in Boston with family. Our weekly round-up brings you the best things to do in Boston this weekend.
Editor’s Note: Our staff at localite.com makes every effort to bring you the latest updates on activities, entertainment, food and drink specials in the Greater Boston area. However, all information is subject to change by the organizers. As always, please confirm before you make your plans!
For more on the latest in Boston, check out our Things to do in Boston this Week and our Things to do in Boston this Weekend with Family guides. These are also updated every week with the best on entertainment, food & drink and deals across Greater Boston!
Also, check out our articles on Cinco de Mayo Boston 2023, Cinco de Mayo Restaurant Specials, Thrift Stores in Boston, and Instagrammable Places in Boston!
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Things to do in Boston this weekend of May 5, 2023 – Friday
Official Boston Cinco de Mayo Pub Crawl (Faneuil Hall)
Nothing beats a good old-fashioned pub crawl to celebrate a joyous holiday. This year, the producers of the top-rated bar crawl events in the country, PubCrawls.com, will handle all of the planning for you in Boston’s infamous Faneuil Hall.
Nothing beats enjoying some great bar variety in a city like Boston, and it’s even better when it’s in Faneuil Hall. When Cinco de Mayo arrives, the atmosphere in town heats up. They’ve decided to host their next major event in Beantown this year, and there really isn’t a better setting in the country.
Where: Different Pubs/Bars in Boston
When: Friday, May 5, 2023 | 5:00 pm – 9:00 pm
How Much: Tickets start at $9.99
Boston Cinco de Mayo Party Cruise – Latin Fridays
Image credit: VIP NIghtlife
Set sail on the Sir Winston Boston Luxury Yacht, and be ready to have the absolute time of your life with breathtaking views of Boston’s skyline as your backdrop. This 350-passenger vessel boasts three party decks with each having something special to offer!
Where: Sir Winston, Ferry Terminal, 60 Rowes Wharf, Boston, MA 02110
When: Friday, May 5, 2023 | 9:00 pm – 1:00 am
How Much: $22 – $750
Also check out our recent articles on Cinco de Mayo Boston 2023 events and Cinco de Mayo restaurant specials!
Cinco de Mayo Latin Dance Lessons | ¡Baila! Latin dance lessons at Game On!
Dance the night away this Cinco de Mayo with the guidance of an experienced instructor, learn the steps to some of the most popular dances all over the world!
Where: 82 Lansdowne St, Boston, MA 02215
When: Friday, May 5, 2023 | 6:00 pm – 9:00 pm
How Much: $15
Cinco de Mayo Celebration at Kingsbury Club
TO THE PUBLIC! Cinco de Mayo inside the Kingsbury Club located in Kingston MA! Come celebrate with the KINGSBURY PUB for this event featuring the music of SAMBITA – the very best in Latin music! This event is in collaboration with Corona Light Mexican Lager! Don’t forget the lime!
Where: 186 Summer St, Kingston, MA 02364
When: Friday, May 5, 2023 | 6:00 pm – 9:00 pm
How Much: FREE
Jack’s Abby Maifest 2023
Celebrate the arrival of warmer weather with your pals or your family with a little German Maifest! For this year’s celebration, Jack’s Abby will be releasing a Beer Hall Exclusive throwback of Maibock Hurts Like Helles to kick off the festivities. Then, a Maifest king and queen will be selected from the crowd.
When: Saturday – Sunday, May 5 – 7, 2023, 12 p.m. – 9 p.m.
Where: Jack’s Abby Craft Ledgers, 100 Clinton St, Framingham, MA 01702
How Much: Free
Champions of Magic
Image credit: Champions of Magic
Experience an evening of impossible illusions and spectacular special effects with the Champions of Magic! Get to see why this group of amazing magicians has sold out shows all over the world and why people keep coming back to see them. And get ready for something that will take your breath away.
When: Saturday – Saturday, May 5 – 6, 2023, 7:30 p.m. and 2:30 p.m.
Where: Emerson Colonial Theatre, 106 Boylston St, Boston, MA 02116
How Much: Starts at $35
Get The Lowest Price On The Very Popular Boston Hop On Hop Off Trolley Tour
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.
Board one of the orange-and-green trolleys at any of the stops and enjoy the view with live commentary from an expert guide who knows the city inside and out. Learn about the history and happenings of Boston, a city known as the Cradle of Liberty, as the trolley rolls along from one location to the next. For one, or two consecutive days, hop off at any of the attractions for a closer look, then hop back on when it’s convenient.
14 stops and 33 points of interest!
Get all the details and book your Boston Hop On Hop Off Trolley Tour TODAY!!!
Things to do in Boston on Saturday, May 6, 2023
2023 Official Tacos N’ Tequila Bar Crawl Boston, MA Cinco de Mayo Bar Event
Image credit: Bar Crawl Nation
Join Bar Crawl LIVE! for a night of delicious tacos and refreshing tequila as they crawl through some of the best bars in town! Get ready to indulge in mouth-watering tacos and sip on a variety of tequila cocktails as they make their way from one bar to the next. This is the perfect bar event for taco aficionados and tequila lovers, so don’t miss out!
Where: Different Bars in Boston, MA
When: Saturday, May 6, 2023 | 2:00 pm – 9:00 pm
How Much: $15 – $60
Baker Center SuperK Walk, Roll, and Fun Run
Lace-up your sneakers and get your superhero suits ready for a superhero-inspired celebration of kid’s mental health with the Baker Center’s SuperK Walk, Roll, and Fun Run. You can go alone, build a team, or bring your furry friend with you.
To break the stigma and raise awareness, you are also encouraged to wear your favorite superhero gear. Prizes will be given to those in the best costumes.
When: Saturday, May 6, 2023, 8 a.m. – 11 a.m.
Where: Fiedler Field, Charles River Esplanades, Boston, MA 02114
How Much: $25
Tulip Fest at Cider Hill Farm
Image credit: Cider Hill Farm
It’s tulip season at Cider Hill Farm! Get the chance to see over 100k tulip bulbs covering their fields this early May. The celebration will also feature multi-weekend festivals where you can enjoy live music, outdoor hard cider bars, food trucks, fitness and family activities, self-guided blooming orchard walks, and pick-your-tulips.
When: Saturday – Sunday, May 6 – 14, 2023, 8:30 a.m. – 4:30 p.m.
Where: Cider Hill Farm, 45 Fern Ave, Amesbury, MA 01913
How Much: Free (Does not include pick-your-own tulips fee)
Chalk It Up Arts Festival
Express your creativity and get a chance to paint the streets at the Chalk It Up Arts Festival! Purchase a section, grab your chalk, get down, and just let it all out. You can also enjoy local food, other fun activities, and enjoy DJ music. You can even win cash awards for your street art.
When: Saturday, May 6, 2023, 10 a.m. – 4 p.m.
Where: Middleborough Town Hall, 10 Nickerson Ave, Middleborough, MA 02346
How Much: Free
Spring Festival
Come down to the Brighton Center and enjoy the spring weather and fun activities at their Biannual Spring Festival! You can shop for great Mother’s Day gifts, and enjoy live music, and food. There will also be plenty of fun activities for the kids including face painting, kid’s crafts, and more!
When: Saturday, May 6, 2023, 10 a.m. – 3 p.m.
Where: Brighton Allston Congregational Church, 404 Washington St, Brighton, MA 02135
How Much: Free
Wake Up the Earth Festival
Image credit: Wake Up the Earth Festival
Invite your friends or your family and celebrate the 45th anniversary of the Wake Up the Earth Festival! Enjoy music and performances from six stages, take the kids to do fun kids activities, peruse the offerings of artisanal vendors, and snack on delicious treats from local food vendors at the event.
When: Saturday, May 6, 2023, 12 p.m. – 6 p.m.
Where: Southwest Corridor Park, Stony Brook T Station, Jamaica Plain, MA 02130
How Much: Free
Run for the Roses: Derby Party!
Watch the most exciting two minutes in sports and get tons of prizes and giveaways leading up to the race at the Rose Town Kitchen and Bar this weekend!
Your ticket includes admission, choice of one Mint Julep or Prosecco Toast, red carpet and photo booth, mock best on the race winner, lawn and bar games, entry to contests (best har, best dressed, and others), dancing, and more.
When: Saturday, May 6, 2023, 3:30 p.m. – 7:30 p.m.
Where: Rose Town Kitchen and Bar, 99 Blackstone St, Boston, MA 02109
How Much: $25
Derby Day with Ponies, Pinstripes, and Prizes
Steam those suits and add a few extra feathers to your topper and enjoy a Churchill-worthy Derby Day at Joe’s Waterfront. This watch party is complete with Louisville-inspired bites, raffles benefitting a community cause, specialty sips, and many more. The real highlight, however, is two ponies from Hunter Haven Farm who will be fully decked out for the occasion. Get to snap photos with them for a great remembrance of the occasion.
When: Saturday, May 6, 2023, 4 p.m. – 7 p.m.
Where: Joe’s Waterfront, 100 Atlantic Ave, Boston, MA 02110
How Much: $45
Get the lowest price on the highly-rated Original Boston Guided Brewery Tour
Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or gastropub Meadhall. Round-trip transportation in downtown Boston by air-conditioned van is included.
Get to know Boston’s thriving beer scene on a morning or evening brew tour. Chat with brewery owners and learn about the equipment used to make beer, the brewing process and best of all, what the different kinds of beer taste like.
Get all the details and book your Original Boston Guided Brewery Tour TODAY!!!
Things to do in Boston this Weekend of May 5, 2023 – Sunday
Project Bread’s 55th The Walk for Hunger
Image credit: Ma Hett
Project Bread’s The Walk for Hunger is back! This is the largest and oldest day of community action against hunger. And this year, they have a new three-mile route that will feature family-friendly activities along the three-mile loop. And this year, the
This year, the project’s aim is to raise more than $1 million to support food assistance resources and sustainable policy solutions to end hunger. Invite your family and friends now and help end hunger.
When: Sunday, May 7, 2023, 8 a.m. – 12 p.m.
Where: Boston Common, 139 Tremont St, Boston, MA 02111
How Much: Free
38th Annual Mayfair in Harvard Square
Image credit: Harvard Square
Go all out celebrating the warmer weather at the 38th Annual Mayfair Festival at Harvard Square this weekend! Expect three stages of live music, three beer gardens, sidewalk sales, arts and crafts vendors, free samples, vintage goods, food from all over the world, and plenty of fun activities for you to do with your pals or with your family.
When: Sunday, May 7, 2023, 11 a.m. – 6 p.m.
Where: Harvard Square, Brattle St, Cambridge, MA 02138
How Much: Free
Asian Street Food and Music Festival
Savor the rich Asian culture at this weekend’s festival with music, dance, and, of course, food! You’ll find plenty of treats here from all over Asia plus crafts and items. Make sure to invite your friends or your family.
When: Sunday, May 7, 2023, 11 a.m. – 6 p.m.
Where: Harvard Square, Brattle St, Cambridge, MA 02138
How Much: Free
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