5 Massachusetts Events You Won’t Want to Miss this Fall

Written By Good Feels

Although fall officially starts September 21st, the crisp breeze and chilly nights are signaling that fall is here! This summer we celebrated the warm weather with friends and loved ones at local artisan fairs, farmers markets, music festivals, and more, but now it’s time to celebrate a new chapter and dive into festive fall events.

Orchards and pumpkin patches are teaming with their harvests, kids are back-to-school, and early birds are getting ready for the holidays - gasp! This season IS buzzing with wonderful opportunities to purchase locally grown goods and artisan crafts in preparation for gift exchanges, but let’s not rush ahead of ourselves, there’s plenty of time before we talk holidays. The time to soak up precious autumn moments and get into the spirit of fun is now!

Each month the Good Feels Local series highlights our top 5 picks from events that offer you an opportunity to celebrate life in Massachusetts. Let’s dive into the fall festivities you won’t want to miss, so you can get to planning your next day of fun!

 
The Big E Multi-State Fair in Massachusetts

Photo credit: Rad Season

1. The Big E Multi-State Fair

9/17/2021–10/03/2021 (month-long)
1305 Memorial Ave. West Springfield, MA 01089

The Big E Multi-State Fair is a joint effort fair hosted in collaboration of all six New England States. This big budget event brings in major musical performers such as Billy Idol, A Day to Remember, Zack Williams, Flo Rida, and more, while offering the classic fair attractions you know and love from your state fair. Artisan crafts, bountiful harvests, beautifully groomed animals, carnival rides, and delicious food are waiting for you and your family to soak up every last bit of fall fun. Starting on September 17th and ending the first week of October, you’ll have plenty of opportunities to fit in performances, attractions, and rides.

 
 
Topsfield Fair in Massachusetts

Photo credit: Topsfield Fair

2. Topsfield Fair

10/1/21–10/11/21 (Friday–Monday)
Topsfield Fairgrounds
207 Boston Street, Topsfield, MA 01983

This feel-good fair is the adventure of the season! This family-friendly event is filled to the brim with activities, animals, prize harvests, entertainment, food, carnival rides, and so much more. It’s the quintessential fall carnival experience to create special memories with loved ones - and the one place you are almost guaranteed to see pumpkins weighing in at over a thousand pounds.

 
 
Meeting of the Grinds Cycling Festival in Massachusetts

Photo credit: Manchestervermont.com

3. Meeting of the Grinds

9/18/21 from 8:00am–8:00pm

There’s no better way to welcome the cool fall weather than peddling the trails with the wind in your hair. Meeting of the Grinds is an all-day cycling festival which calls on cyclists of all ages, abilities, and genres to join in a day of fun, cycling through the Slate Valley Trails. Starting at the Fairgrounds Trailhead in East Poultney, riders can ride more than 35 miles on a variety of tracks (gravel, mountain, singletrack, and adventure rides).

With entertaining activities and rides especially for kids, families are encouraged to attend. Tickets include morning and afternoon guided rides, demos, snacks, lunch, an event t-shirt, and one raffle ticket. If that wasn’t enough, you’ll feel great knowing that ticket proceeds go to upkeep and maintain the Slate Valley Trails. Check out the live vendor demos, delicious food, and craft brews from Zero Gravity and Halyard Brewing Co.

 
 

4. Ricky Martin & Enrique Iglesias Concert

10/05/2021 (Tuesday)

TD Garden, 100 Legends Way, Boston, MA 02114

We’ve swooned over the GRAMMY Award-winning, multi-platinum powerhouse artists Enrique Iglesias and Ricky Martin for decades. Now, for the first time ever, they are teaming up to take their electric show across the U.S. and to the TD Garden stage in Boston. Don’t miss this iconic show from this latin powerhouse duo - featuring rising latin star and special guest, Sebastián Yatra.

 
Photo credit: UCDS

Photo credit: UCDS

5. 2nd Annual Uplift Cannabis Diversity Symposium (UCDS)

9/25/2021
9:00 am–9:00pm 
Online

The cannabis industry is teeming with opportunity. But are those opportunities equitable, accessible, and being fairly distributed to the people who have been the most impacted by the war on drugs? According to Uplift:

“UCDS was created to assist professionals and entrepreneurs transfer their current skills and knowledge into the cannabis industry, no matter their race, age, gender, or background.”

The goal of UCDS is to highlight minority-owned brands and bring businesses together to advocate, educate, and end cannabis stigma. Consumers, advocates, and entrepreneurs are encouraged to attend, network, and join the industry to contribute their unique skills and perspectives.

 

What Else?

Check out the list below for more events in September and October. Do you have an event you think should make the list? Send us a suggestion at hello@getgoodfeels.com.

Don’t be discouraged that summer is over. Slip into a chunky-knit sweater, throw on your favorite beanie, and sip on a Good Feels beverage to keep you feeling warm and fuzzy. Cheers to a new season of celebrating life together.

Upcoming September and October 2021 Events

Festivals and Concerts: 


Fairs and Public Events:

Cannabis Events and Conferences

Do you know of an event that should make the list? Send us a suggestion at hello@getgoodfeels.com.

Cheers!

Good Feels
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