Things to do in Boston this Weekend of October 20 include Halloween on the Hill, Mayflower Market Days and more!
Our picks for fun things to do in Boston this weekend of October 20 – October 22 include the Halloween on the Hill, Mayflower Market Days, Revere Beach Partnership Pumpkin Dash, Beer Tasting Mazes, 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 20, 2023 – Friday
Scarecrow Contest
It’s HCA’s Wicked Weekend, and of course, there has to be a Halloween Scarecrow Contest. Do you think you have what it takes to create a scarecrow? Well, this is your chance to test your imagination and creativity. You could just be the winner of some cool and fun prizes. Gather all you need to make your scarecrow and enter the contest.
When: Friday, October 20, 2023, 9 am | Until October 21, 2023
Where: Hopkinton Center for the Arts, 98 Hayden Rowe St, Hopkinton, MA 01748
How much: $10 entry fee
Beer Tasting Mazes
Image credit: Mike’s Maze at Warner Farm Facebook
Maze-crawling and beer-tasting? That sounds like an amazing night! As dusk creeps in, head into the maze equipped with a flashlight and search for local brews at tasting sections hidden inside. You’ll have an incredible adventure as you taste some tasty local brews.
When: Friday, October 20, 2023, 11 am – 5 pm | Weekly
Where: Mike’s Maze, 23 S Main St, Sunderland, MA 01375
How much: Starts at $40
Iceland: Around the Corner Festival
Do you know of any other Things to do in Boston this weekend of October 20, 2023? Share them with us in the comments!
Stay on top of the latest events & activities in the Boston area with our weekly updates to Things to Do in Boston this Weekend
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Iceland is coming to Boston! Well, the award-winning event is. Over three days, Icelandair will be hosting plenty of free events that essentially bring the best of Iceland to you. Icelandair is partnering with some of the country’s biggest and best companies to bring you unforgettable memories in some of the greatest destinations. Experience their unique landscapes and culture through talking exhibits, live music, giveaways, and more.
When: Friday, October 20, 2023, 11 am – 5:30 pm | Until October 22, 2023
Where: Garage B at the Speedway, 1420 Soldiers Field Rd, Boston, MA 02135
How Much: Free
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 21, 2023 – Things to do in Boston on Saturday
Halloween on the Hill
Image credit: The Trustees Facebook
It’s the season for spooks, scares, and frights. So, Long Hill is bringing back Halloween on the Hill! Explore the gorgeous property as it transforms into a paradise for fall and Halloween lovers. As always, expect a few surprises and plenty of pumpkins. Follow the seasonal-themed trail that will take you to see over 1,000 Jack-O’-Lanterns, hundreds of mums, elaborate decorations, light displays, and music.
When: Saturday, October 21, 2023, 5:30 pm – 8:30 pm | Select days until October 29, 2023
Where: Long Hill, 572 Essex St, Beverly, MA 01915
How much: $12 for kids; $30 for adults (advanced purchase of tickets is required)
Howl-O-Ween
When: Saturday, October 21, 2023, 9 am – 1 pm
Where: Peters Park, 230 Shawmut Ave, Boston, MA 02118
How much: Free
Mayflower Market Days
Image credit: Mayflower Market Days Facebook
If you love all things antique and vintage, you need to check out Mayflower Market Days. For its third year, they’re bringing together over 100 vendors that include local artisans and antique merchants. In addition to that, try bites from food trucks, listen to live music, and watch demos. Admire classic vehicles, sip some coffee, and witness the craftsmanship of local makers.
When: Saturday, October 21, 2023, 9 am – 4 pm | Until October 22, 2023
Where: Mayflower Market Days, 41 Crescent St, Plympton, MA 02367
How much: $10 – $15
Costumed Cleanup
Use today to do something good for our planet. Join your community in cleaning up the Malden River and neighborhood. And because it’s the Halloween season, you’re encouraged to costume up! You’ll have a blast with great company cleaning up Mother Nature. And if you’re one of the first 50 who register, you’ll get a 1/2 pour of beer after the cleanup.
When: Saturday, October 21, 2023, 9:30 am – 12 am
Where: Meet at the Taproom of Idle Hands Craft Ales, 89 Commercial St, Malden, MA 02148
How much: Free
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 20, 2023 – Sunday
Conant Artisan and Craft Fair
Stop by this artisan and craft fair to shop for high-quality, handmade items. You’ll not only fill your bags and take home some pretty amazing stuff, but you’ll also get to spend a day in an engaging and warm environment.
When: Sunday, October 22, 2023, 9 am – 3 pm
Where: Luther Conant School, 80 Taylor Rd, Acton, MA 01720
How Much: Free – $4
Revere Beach Partnership Pumpkin Dash
Image credit: Revere Beach Partnership
The Revere Beach Partnership Pumpkin Dash is here! Take on this fast and last beachside 5k! You might want to wear your spookiest costume. You just might win the costume contest! Simply joining is more than enough. All participants will receive a commemorative shirt, a race medal, and a free beer post-race.
When: Sunday, October 22, 11 am – 2:30 pm
Where: Revere Beach, 350 Revere Beach Blvd, Revere, MA 02151
How Much: $30
Fall Cider & Donut Essex River Cruises
Hop aboard the Essex River Cruises & Charters and get close to Hog/Choate Island. See the magnificent foliage of the dark spruce forest. The leaves are changing colors from vibrant greens to brilliant yellows and oranges. Then, enjoy complimentary hot cider and donuts.
When: Sunday, October 22, 2023, 1 pm – 3 pm | Until October 29, 2023
Where: Essex River Cruises, 35 Dodge St, Essex, MA 01929
How Much: $20 – $34
Do you know of any other Things to do in Boston this weekend of October 20, 2023? Share them with us in the comments!
Stay on top of the latest events & activities in the Boston area with our weekly updates to Things to Do in Boston this Weekend
And to get these updates directly to your mailbox, you can follow us on Facebook by clicking the …next to the search icon lens.
