Things to do in Boston this Weekend of October 11 Include Apple Booze Bash, Pumpkin Village & More

Things to do in Boston this Weekend of October 11 Include Apple Booze Bash, Pumpkin Village & More

Our top picks for Things to do in Boston this weekend of October 11

Check out the full list below!


Editor’s Note: We work hard to bring you the most up-to-date information. However, all information is subject to change! As always, please verify with the organizer before heading out! Also, please note that this article may contain affiliate links. If you click on an affiliate link and make a purchase, we may earn a small commission at no extra cost to you. We only recommend products and services that we genuinely believe will benefit our readers! Check out our recent articles on the Best Restaurants in Seaport Boston, Flea Market Boston Locations, and Free museums in Boston.


Free Events in Boston this Weekend

Downtown Boston Arts Market

Support local and take home some pretty cool stuff. Summer Street Plaza will be teeming with vendors selling a wide range of handcrafted products, from jewelry to sculptures.

When: Friday, October 11, 2024, 11 am – 5 pm | Every Thursday & Friday
Where: Summer Street Plaza, 10 Summer Street, Boston, MA 02110
How Much: Free entrance


Fall Friday at Cider Hill Farm

Fall Friday at Cider Hill Farm

Image credit: Cider Hill Farm Facebook

Spend your Fridays enjoying everything that fall has to offer at Cider Hill Farms. Pick apples, drink hard cider, grab grub from the guest food trucks, and listen to live music.
 
When: Friday, October 11, 2024 | 2:30 pm – 5:30 pm | Fridays until October 18, 2024
How Much: Free

Oktoberfest at The LOT

The LOT is calling you for an epic Oktoberfest celebration! Live music, authentic German beers, fun games, delectable food, and ax-throwing– they have it all!
 
When: Saturday, October 12, 2024 | 1 pm – 7 pm
How much: Free entry
The next Select Market is here! Explore the 40+ vendors, rummage through $10 piles, get temporary tattoos, and listen to awesome live music.
 
When: Saturday, October 12, 2024 | 12 pm – 6 pm
How Much: Free entry

Apple Booze Bash

Things to do in Boston this Weekend

Image credit: Short Path Distillery Facebook

The 6th Annual Apple Booze Bash is going to be a blast! They’re going to have spiked cider flights, fall cocktails, live music, food pop-ups, back-door donuts, live music, and even a kids’ corner!
 
It’s going to be a party inside and outside because they’re shutting down Kelvin Street to maximum awesomeness.
 
Even the kids will have a great time with bubble stations, face painting, and a tattoo and sticker stand.
When: Saturday, October 12, 2024 | 11 am – 9 pm
How Much: Free

Books and Brews: A Spooky Bookfair

Make your way to Trident Booksellers & Cafe for an afternoon of eerie delights and spooky reads.
 
Explore the curated collection of books that has everything from classic horror to paranormal mysteries to witchy reads. Plus, sample some teas from MEM Tea.
 
For a good price, you can also get your birth charts read and your face painted.
 
Aside from books, you might want to take home some awesome trinkets from the magical market.
When:  Sunday, October 13, 2024 | 1 pm – 4 pm
How much: Free to attend

Things to do in Boston this Weekend – Friday

Escobar Farm Corn Maze 2024

Frolick and explore the breathtaking Escobar Farm! Roam two-mile walking paths, pick your pumpkins, hop on hayrides, and take your kids to the cow train!

Take your friends and family to Escobar Farm. Their corn maze is something else.

When: Friday, October 4, 2024 | 10 am – 6 pm | Until November 3, 2024
How much: $8 – $10

Beer Tasting Mazes

Things to do in Boston this weekend

Image credit: mikesmaze.com

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 answer themed trivia and taste some tasty local brews.

Where: Mike’s Maze, 23 S Main St, Sunderland, MA 01375
When: Friday, October 11, 2024 | 11 am – 5 pm | Weekly
How much: $42


Free and Cheap Events in Boston this Weekend – Saturday

Pumpkin Village

Wilson Farm’s Pumpkin Village & Potato Blasters is opening today! See all the pumpkin displays, last some potatoes, and have an incredible time with family and friends.

The trip here wouldn’t be complete without visiting the iconic pumpkin wall!

When: Saturday, October 5, 2024 | 11 am – 5 pm

Pumpkins, Pumpkins, Pumpkins!

Today, it’s all about pumpkins! Carve your pumpkin, play pumpkin games, and join the fall scavenger hunt. You’ll also learn about the fascinating history of pumpkins and the Jack-O-Lantern.
 
To buy a pumpkin, you have to register a week in advance. Otherwise, you can bring your own. 
 
When: Saturday, October 12, 2024 | 10:30 am, 12 pm & 2:30 pm | Weekly
How Much: $15
Make your reservations today for a weekend of food and fun with friends. Get bottomless treats for 90 minutes. Bottomless flatbreads are $32. If you want to add bubbles, it will cost $52.
 
Prices are per person.
 
When: Saturday, October 12, 2024 | 11 am – 3 pm | Saturday & Sunday
Where: Flight Club, 60 Seaport Blvd Suite 215, Boston, MA 02210
How Much: $32 – $52

Things to Do in Boston This Weekend – Sunday

There’s no better place to be this spooky season than the Fright Kingdom. With various attractions, you’ll find something that tickles your fancy. Whatever house you enter, just be prepared to scream, squeal, and laugh!
 
When: Sunday, October 13, 2024 | 7 pm – 10 pm
How Much: $36

Boston Harbor Sunset Sail on a Tall Ship

Boston Harbor Sunset Sail on a Tall Ship

Image credit: Liberty Fleet of Tall Ships

Experience Boston from the water at sunset. Hop aboard The Star and join 39 other passengers in getting away from the city noise and just basking in the peace of the water.
 
You can buy drinks onboard, but you are welcome to bring snacks and lunch.
 
When: Sunday, October 13, 2024 | 11 am – 12 pm
How Much: $60-$68

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