Fall Is The Perfect Time For A Drive In The Connecticut Berkshires

Fall is one of the most beautiful times to visit northwestern Connecticut. 

The scenery is beautiful in all seasons, but Fall is especially stunning as leaves change colors to reds, oranges, yellows, browns, & purples.

With forests lining the highways, there is no shortage of places where you can stop for a hike or enjoy some apple picking as well as scenic views. Gather your family and friends, pack up the car with snacks and blankets, and take a drive through Connecticut’s Berkshires.

We’ve put together a list of some of the best activities and places to stop on your fall foliage tour.

The Best 2-Hour Scenic Drive For Connecticut Foliage

The leaves on the trees have already started to change color so you’ll be able to see all kinds of colors on this two-hour drive. Along the way, there are plenty of scenic spots where you can take photos or just enjoy the view without any distractions from other drivers.

You don’t want to miss out on these beautiful views because they won’t last forever!  Learn more about the route here

 Best Towns To Stop and Visit Along Your Tour

Fall is a great time for those who love to explore small towns. Some of the best include Chester, Cornwall, and Kent – all located in Northwestern Connecticut. These quaint little towns are filled with history and culture as well as local food spots that will make you feel like you’ve been there forever!

Make sure to get out and go for a walk to explore all the shops, antiques, galleries and more they have to offer.

 Apple Picking And Farms

Apple picking is a quintessential Autumn activity. Head to Northwestern Connecticut for the best apple picking and farm attractions in the state! With over 60 farms, this region has plenty of options for those looking to get their Fall harvest going. For those who enjoy a more adventurous day, make sure you visit one of the many pumpkin patches or corn mazes around this area.

Here are a few of our favorite farms where you can pick your own apples or pumpkins:

1) Angevine Farm 

2) Ellsworth Hill Orchard & Berry Farm

3) Averill Farm

 Scenic Hikes Not To Miss

Northwestern CT is an area that offers scenic views and outdoor attractions. From hiking to biking, there are lots of ways to explore the great outdoors here.

Our favorite and must-see spots include:

These hikes offer stunning views overlooking lakes and rivers with plenty of wildlife sightings along the way! So pack your bags- it’s time for a new adventure this fall season!


The towns of northwestern Connecticut are waiting for you to take a drive up and visit them. There is so much to do this fall that it will be hard not to find something that interests you. Whether it’s apple picking, hiking through beautiful woods, or taking in the beauty of one of our many farms, there’s plenty here for anyone with an adventurous spirit!  Come Visit us


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