The 6 Best Things to Do in Fall in Massachusetts

Massachussetts Fall Foliage

Posted on September 22nd, 2023 to Education

Massachusetts in the fall  is simply spectacular. Whether it is Massachusetts leaf peeping best locations, chasing down outdoor fests, or ‘getting lit’, there are more than enough fall things to do in Massachusetts. Perhaps you have been meaning to put together a list of fun, exciting things to do on your visit, but life responsibilities keep getting in the way. That’s okay. Below are six ideas to help you kickstart your romantic getaway or sightseeing trip with friends to the Northeastern region of the country. Who knows, the journey may lead to the best recreational weedery in Massachusetts.


Massachusetts Town in the Fall

Exciting Fall Things to Do in Massachusetts

1. Leaf peep at Mount Greylock Scenic Byway

If Massachusetts leaf peeping is what motivates your trip, then Mount Greylock Scenic Byway is a must-see. Even though leaf drop has begun, the foliage will be the most brilliant beginning in early October. Catch vibrant golden yellow, stunning orange, and vibrant red to purple leaves at their peak along the route. The starting point is from Lanesborough and ends in North Adams. An expansive stretch of fall foliage will greet you at Mount Greylock’s 3, 491-foot summit, the highest point in Massachusetts. Remember, timing foliage peak is everything, so track the fall foliage in Massachusetts 2023 prediction map.

2. Take a romantic stroll along Cape Cod Beaches

The beaches in Cape Cod are less busy while leaf peepers head to Massachusetts leaf peeping destinations. The noise and bustle of people picnicking fades, transforming the beaches into a place of solitude. What better time is there for a quiet, peaceful stroll along the shores of Race Point or Marconi Beach? Breathe in the cool, crisp fall air. Bask in the sunset. All this while strolling hand-in-hand with the love of your life.

3. Handcraft your own fall candle

Feeling creative or looking for something unconventional to do in fall in Massachusetts? Rockport Candle Company, a charming coastal town in New England, is a popular destination to unleash your creativity. Make a personalized candle at their guided DIY Candle Bar. Choose a scent from the scent library or create your own custom scent. Burn your candle on a private, romantic dinner this fall, or keep it as a souvenir to remind you of one of the coolest things to do in Massachusetts in the fall.

4. Pick pumpkins with the family

Fall in Massachusetts also means pumpkin season! The goal is to select the best pumpkin patch to bring to the family. Clearview Farms in Sterling is a highly recommended farm for families with kids. Practically endless pumpkins are nestled among the patches just waiting to be picked! Picking starts in October. While there, the family can enjoy the playground, hayride, and foods made with farm-fresh ingredients.

5. Sample chowders at the Seaport Chowderfest

Calling all soups and chowder fans! The annual Seaport Chowderfest in New Bedford is the place to be. The 18th annual fest takes place a bit earlier than usual this year on September 30, according to the City of New Bedford activity calendar. By then you should already be enjoying various fall things to do in Massachusetts including viewing fall foliage across the region. Arrive at the chowder festivities starving and ready to sample mouth-watering chowders from restaurants and caterers from all over Massachusetts. Chowder samplers can also vote for their favorite!

6. Eat fresh Oysters at Select Oyster Bar

Not only is fall foliage in Massachusetts in full swing by October, mid October marks the start of the Oyster harvest season in Massachusetts. Select Oyster Bar in Boston serves up amazingly delicious fresh, local oysters at their carefully curated Raw Bar, including the popular Wellfleet oysters. Enjoy the casual bistro vibe while you satisfy your shellfish craving. If you don’t already know, the seafood joint has three restaurants in the area for your convenience.

Massachusetts in the Fall

Perhaps your Massachusetts in fall leaf peeping adventure may land you in Boston or surrounding areas such as Pepperell, Billerica, Wilmington, or Littleton. If so, come and walk through our recreational marijuana showroom at Collective Cannabis.

Browse Collective Cannabis’ Adult-Use Products

We are a premier recreational dispensary in MA with two top-notch locations. Our extensive collection of cannabis flower are highly sought-after by veteran and newcomer tokers wanting to catch a smooth euphoric vibe. Feast your eyes on our Billerica Menu or Littleton Menu. Order specials on pre-rolls, edibles, or cartridges before they are gone. Contact us if you have any questions. We’re always happy to assist.