15 Things to Do in Western Massachusetts This Month

Planning a little day or weekend trip? Here are 15 things to do in Western Massachusetts!

When my family first moved to Western Massachusetts, I was in my first year at Northeastern, my third year in college (I transferred!). I was a little upset at first, because when I went home, that meant going to a town I never lived in. A town where I knew zero people except for my mom’s then-boyfriend (now husband/the greatest step-dad!) and his family.

And, I’m lucky to know them! But, as an angsty 19-year-old, it wasn’t ideal.

I’m so glad they moved, now. We have an amazing home and we’re right in the center of western Massachusetts, which may not sound super magical if you’ve never been there, but trust me, it is.

When I first started visiting them while I was in college, I didn’t have a car (I still only half have a car as Tim and I split one. We prefer to walk, bike, and/or run to everything we do.) so that meant I was usually hanging around the house. It didn’t give me much of a chance to explore the surrounding towns and small cities. Instead, I stayed cooped up and generally in a bad mood because isn’t every 19-year-old grumpy at some point?

Well, fast-forward to now. I’m 31 and I love going home to western Massachusetts. I mean…LOVE.

It’s so magical, especially around fall and winter. It is quintessential New England and I am here for it. So, to celebrate one of my favorite parts of the world, I rounded up 15 things to do while you’re in Western Massachusetts.

15 Things to Do in Western Massachusetts

1. Stock up on seasonal goods at Atkins Farm Country Market
2. Take a drive on the backroads and pay a visit to Iron Horse Flower Farm
3. Stroll around Northampton (stop in at all the book shops!)
4. Enjoy the views at Glendale Ridge Vineyard
5. Snack and imbibe at Black Birch Vineyard
6. Shop secondhand books at The Montague Bookmill
7. Grab a cider flight at Artifact Cider Project
8. Sip on seasonal coffee at Familiars Coffee & Tea
9. Browse The Water’s Fine for thoughtful gifts
10. Read over a cup of coffee at Goodworks Coffee House
11. Explore Amherst’s charm
12. Book a dreamy stay at Inn on Boltwood and Old Mill Inn
13. Take a cooking class at Good Stock Farm
14. Grab a loaf of bread at Hungry Ghost Bread
15. Bundle up for outdoor ice skating

Whew! Now, who’s ready for a trip up to Western Massachusetts!?

g.