10 Boston Musts this Fall Season

With October – and Halloween – just around the corner, we thought now would be the perfect time to list off our favorite Fall musts here in Boston! Fall in Boston means cooler temperatures, good food, apple picking, pumpkin caroling, and so much more. Whether you are looking for some family fun, a date night event, or maybe an activity to do on your own, we’ve got just the thing.

Read on for 10 different ideas that will keep you happy and occupied this fall season.

1. Go Apple Picking

Belkin Family Lookout Farm is one of the oldest working farms in the country and is a staple here in Boston. With their U-Pick season in full swing, there is plenty for you to pick: Asian pears, apples, pumpkins, and more! During the week, the whole family can enjoy a hay pyramid, farm-themed play areas, moon bounce, and more. When it comes to weekends, Belkin Family Lookout Farm has even more fun to go around.

Visit their website to make your U-Pick reservation today.

2. Take a Haunted Bus Tour

If you’re looking for a more memorable and spooky experience, a haunted bus tour is perfect for you! These tours cover 4 different haunted locations, including walking tours of two of the city’s oldest graveyards and sights related to the Boston Strangler. Discover some of the grisly histories of this city on a fun and hair raising bus trip.

Get your tickets today!

3. Go for a Hike

Taking a hike is one of the best ways for you to get outside, take in the fresh fall air, and get your body moving at a pace that’s comfortable for you. Serious local hikers may travel farther to take in the beautiful White Mountains or Appalachian Trail views, but if you are just looking for a quick peek into nature to satisfy your fall fix, there are plenty of local trails around Boston.

4. Attend the Titanic Masquerade

From the creators of Pier Pressure… Halloween Night! Saturday, October 26th 2019– Prepare for the ultimate Halloween party cruise that will be transformed into a haunting Titanic, filled with over 600 ghosts & ghouls raised from the dead of the historic Titanic that sank hundreds of years ago.

Don’t be afraid to come aboard the most magnificent and luxurious yacht in the Boston Harbor, ‘The Spirit of Boston’. With four of Boston’s hottest DJs performing live on 2 decks, we’ll rock this boat with the best club mixes on the planet.

Get your tickets today

5. Visit the deCordova Sculpture Park & Museum

The deCordova Sculpture Park and Museum is a 30-acre sculpture park and contemporary art museum on the shore of Flint’s Pond in Lincoln, Massachusetts – just 20 miles northwest of Boston. This beautiful park is the largest of its kind here in New England.

Not only is the art picturesque, but with all the trees changing into their autumn form, the whole property is a sight for sore eyes! Get your tickets today.

6. Escape the Connors Farm Corn Maze

Head on over to Connors Farm and experience the feel of the country only minutes from your home. With numerous daytime attractions, there is something for all ages! General admission to the farm includes our famous 7-acre corn maze and farm-themed play areas. Since its founding in 1904, this working farm is of the largest farms in the area protected by agricultural preservation restrictions meaning that the farm will remain open space in perpetuity. Visit the Connors Farm website HERE.

7. Visit the Boston Local Food Festival

The Sustainable Business Network of Massachusetts is thrilled to announce that the 11th Annual Boston Local Food Festival will be held on September 19th, 2021. Bring your friends and family to eat, shop, and discover local food from across New England. This year’s theme is “Healthy Local Food for All”. Continue celebrating and supporting New England local food producers and businesses through this event with health and safety precautions in place.

Learn more about the event HERE

8. Watch a Halloween Horror Movie Marathon

The Coolidge Corner Theatre’s Halloween Horror Marathon has crash landed – join us for twelve straight hours of aliens, invaders, monsters from beyond the stars, and more… all on 35mm film! For the eighteenth time, hundreds of horror fans from across New England will descend upon the Coolidge to spend the night together watching some of the most terrifying films ever made.

This event will also feature a cosmic costume practice, music by thereminist Jon Bernhardt, flying saucers from the Coolidge’s top secret Trailer Hangar, and much more! Check out the film list here!

9. Go Pumpkin Caroling on Halloween

Who says singing carols are only for Christmas?

This year, the Somerville Community Growing Center’s Halloween even will include what they call Pumpkin Carols and dancing. This free activity could be a great way to start the night before taking the kids out for their annual trick-or-treating. The Pumpkin Carols will be followed by the AntiMorris at Sunset, danced by Recently Traditional Fictional Morris. The dancers shall fade silently into the night upon conclusion of the dance. Rain or shine.

Learn more about this event HERE

10. Boo at the Zoo

Thrills, chills, and animals await you at Boo at the Zoo, where children throughout New England are invited to trick-or-treat among the animals! This event also includes a costume contest, howling contest, ghoulish games, and many other fun activities to keep the entire family occupied. Also enjoy “pumpkenrichment” and learn about the importance of enrichment as you watch the animals.

Visit their website to learn more and purchase your tickets today.