The Berkshires Blog

Leaf Peeping and Beyond in Fall

Fall is upon us so it is time to get your harvest on. Come and enjoy autumn in the Berkshires and make lasting memories.

Hike during the day and eat at night.1. Hotel on North
We are located in the heart of Pittsfield but just a short drive from the Ashuwillticook Rail Trail and many other great outdoor locations. We are also just steps from the Colonial Theater and Barrington Stage. Come stay with us and enjoy our Take A Hike Package this fall. Be sure to save some time to enjoy our oyster bar at our tasty restaurant.


Art, culture, outdoors, and downtown in one place.

2. Porches Inn
Enjoy easy driving and hiking access to Mount Greylock from our front door. This is one of the best places to take in our breathtaking fall foliage. The Porches Inn is conveniently located across the street from MASS MoCA and within walking distance to downtown dining and shopping. Take all this in when you reserve our Art Country Package.

(Photo Credit: Kevin Kennefick)

Outdoor scenery and indoor museums close by.3. The Red Lion Inn
Come and take your picture in front of the biggest pumpkins in the Berkshires! The Red Lion Inn is offering its Peak Pick Package to make it easy for you to take in the amazing fall foliage on nearby Laura’s Tower or travel a short distance to the Norman Rockwell Museum. We are your go-to spot for fall in the Berkshires.


A great fall experience with seasonal treats.4. Ioka Valley Farm
Pack up the family and head to Ioka Valley Farm. This is the perfect spot for a day of fun. Whether it is picking pumpkins, taking a hayride, or indulging in whoopie pies and cider donuts you are certain to make lasting memories. Add to your adventure by taking time to enjoy a tour and a tasting at our Sugar House.


Get a new foliage vantage point.5. Zoar Outdoor
Come, adventure outdoors with us. Book an exhilarating zip line trip at Zoar Outdoor this fall with our experienced and friendly guides. Soar through the vibrant autumn foliage and enjoy the amazing view. Call us today to book your fall experience!



Authentic Italian food in the Berkshires. Does it get better than this?6. Mazzeo’s Ristorante
No vacation is complete without a delicious meal and this is exactly what you will get at Mazzeo’s Ristorante, which is conveniently located close to Lenox and Pittsfield. Come and enjoy a Berkshire tradition at this family owned and operated venue, where you will revel in authentic Italian cuisine prepared with the freshest ingredients.


Try something new this fall.7. 33 Main
Discover 33 Main, a luxury lodging experience in Lenox, MA in the heart of the Berkshires. Home furnishings entrepreneur, Annie Selke, channeled her favorite lodging experiences into eight thoughtfully appointed, artfully designed rooms. Come and find your repose this fall at this newly opened inn.


Head of the hill with your friends and family for this annual festival.8. RambleFest
Held each autumn, RambleFest is one festival in the Berkshires you do not want to miss. This two-day celebration includes live music, food, and local craft beer. Be sure to partake in the 50th Greylock Ramble, which is a hike up Mount Greylock where you will enjoy magnificent vistas and spectacular foliage.


Come for the music and stay for more.9. Fall Foliage Parade
Fall foliage in the Berkshires is a must-see for people from near and far. The annual Fall Foliage Parade is part of this tradition and an event you do not want to miss. Be sure to stop by downtown North Adams on parade day to experience the Magic in the Berkshires that we all know is here.