Things to do in Boston this Weekend of October 27 include PruBoo, Dogtoberfest & More!
Our picks for fun things to do in Boston this weekend of October 27 – October 29 include the Prudential Center’s 29th Annual PruBoo Halloween Event, Boo in the Barnyard, Dogtoberfest (21+), Halloween at the Roslindale Fare Market, and more!
For a complete list of fun events in the Greater Boston area check out the Localite Boston Calendar!
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 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!
Also, check out our articles on Chinese Food Boston, Best Nail Salons in Boston, Flea Market Boston Massachusetts, Best Parks In Boston, and Outdoor Activities Boston!
Things to do in Boston this weekend of October 27, 2023 – Friday
Boo in the Barnyard
Image credit: The Trustees
Head over to Powisset Farm for a special kids’ Halloween Trick-or-Treat! Dress them in their best, cutest, or scariest costume, and let them party with animals. These party animals include pigs, rabbits, goats, and sheep. Don’t forget a bag where all the candy goes! Plus, they participate in activities like crafts, a pumpkin scavenger hunt, pumpkin bowling, and a hay ride.
When: Friday, October 27, 2023, 3 pm – 5 pm
Where: Powisset Farm, 39 Powisset St, Dover, MA 02030
How much: $24 for members adult & child pair; $30 non-member adult & child pair
Inmanween 2023
Celebrate all things Halloween at Inmanween! It’s going to be a night filled with spooks, crafts, movies, tricks, treats, and more!
When: Friday, October 27, 2023, 3 am – 9 pm
Where: Inman Square, Cambridge, MA
Catit Playground Boston 2023
The kitties are going to have an amazing time at the Catit Playground. Take your furball of joy and make a great day out of it. Looking to grow your family? Kittens will be exploring and having fun in the playground as they wait for you to take them to their forever home.
When: Friday, October 27, 2023, 10 am | Until October 29, 2023
Where: Fort Points Art Space, 300 Summer Street, Boston, MA 02210
How Much: Free
Dogtoberfest (21+)
Image Credit: The Lenox Hotel – Boston FB Page
It’s time to let the dogs out! You et to sample beer from Untold Brewing while your furry friends can dig in dog treats from Jack’s Snacks. Plus, take some really adorable photos with D’s Nuts. Have a blast in this dog-friendly event (as long as they’re leashed)! If you don’t have a furbaby, you can just come by yourself and still have a great time. While this event is free, you can make a suggested donation of $20 that will benefit the Animal Rescue League of Boston.
When: Friday, October 27, 2023, 3 pm – 5 pm
Where: The Lenox Hotel, 61 Exeter St, Boston, MA 02116
How Much: Free; Suggestion donation of $20
Deal Alert – Enjoy the lowest price guaranteed on the very popular Boston Whale Watching Cruise
Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.
Find out more and book your Boston Whale Watching Cruise TODAY!!!
Things to do in Boston this Weekend of October 28, 2023 – Things to do in Boston on Saturday
Halloween at the Roslindale Fare Market
Image credit: Roslindale Village Main Street Facebook
You’re in for a fang-tastic time at Roslindale. Take your ghouls, superheroes, princesses, and witches out for a trick-or-treating event. The fun will start in Adams Park and go around Roslindale Village. Participating vendors and stores will be handing out treats to your costumed kiddos, giving them an enchanting experience.
When: Saturday, October 28, 2023, 12 am – 2 pm
Where: Adams Park, 4225 Washington St, Boston, MA 02131 and Various locations around Roslindale Village
How much: Free
Costume Crawl Halloween in Boston
This is the grown-ups version of trick-or-treating. Pick out your favorite costume and drink the night away! Walk the streets and check out over 35 bars and clubs in Boston.
When: Saturday, October 28, 2023, 12 am – 8 pm
Where: Scholars American Bistro and Cocktail Lounge, 25 School St, Boston, MA 02108
How much: $0 – $20
Spooky Science Weekend
The Museum of Science is inviting you for an epic Halloween-themed weekend. Move and groove in the dance party and join the family-friendly costume contest. More than that, check out drop-in activities, design challenges, and live presentations.
When: Saturday, October 28, 2023, 9 am – 5 pm | Until October 29, 2023
Where: Museum of Science, Museum Of Science Driveway, Boston, MA 02114
How much: Included with membership and general admission
List your Event on the Localite Boston Calendar for FREE!
We have now enabled the Community Event Submission feature on our website. You can submit your event for Free and assuming it is appropriate for our audience, your event will get listed on our calendar – for FREE!
Check out our Event Listing Page and submit your event TODAY!!!
Boston Events this Weekend of October 27, 2023 – Sunday
HCA Wicked 5k Fun Run
Spend your Sunday morning running (or walking) with the other awesome people. The course is relatively flat with traffic-free roads and groomed gravel trails. The fun continues after the run with music and prizes.
And because it’s Halloween, you’re encouraged to come in costume!
When: Sunday, October 29, 2023, 10 am
Where: Hopkinton Center for the Arts, 98 Hayden Rowe St, Hopkinton, MA 01748
How Much: $10 – $40
Prudential Center’s 29th Annual PruBoo Halloween Event
Image credit: Prudential Center Boston Facebook
Get in your costumes and have a spooktacular day the the PruBoo event. The Prudential Center is calling you to join the Halloween festivities. Kids can trick-or-treat at more than 50 stores and restaurants. They can also check out other fun stuff like face painting, pumpkin decorating, magic shows, and musical performances.
When: Sunday, October 29, 11 am – 1 pm
Where: Prudential Center, 800 Boylston St, Boston, MA 02199
How Much: Free
Spooky Sip & Shop
No better way to celebrate Halloween and a nice weekend than with shopping! Come by Ravenstone to treat yourself to cool stuff you may or may not need. Plus, have some complimentary festive refreshments, music, and a chance to win some Halloweeny treasures!
When: Sunday, October 29, 2023, 11 am – 6 pm
Where: Ravenstone, 58 Exchange St, Lynn, MA 01901
How Much: Free
Do you know of any other Things to do in Boston this weekend of October 27, 2023? Share them with us in the comments!
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