Smith College has a lot to offer including a gem of a museum of art tucked away on the campus.
One of the more established craft breweries in western Massachusetts, stop by for a tour or a brew. If you meet the owner, Gary, say hello - he's a friend of Sara's dad.
This pedestrian and bike trail extends for 11 miles from Northampton to Belchertown. It is beautifully quiet in winter, although plowing can be patchy. It's a great spot for those looking for a place to run, as sidewalks can be hard to come by outside of downtown Northampton.
Another great offering for the fine arts in downtown Northampton.
This isn't just for kids! The Eric Carle museum is a lighthearted and education display of many of the illustrator's works including The Very Hungry Caterpillar.
Amherst College has a small natural history museum with an extensive collection of dinosaur footprints. Downtown Amherst is also a lovely place to spend time with great cafes and restaurants.
A short drive south on the highway takes you to the Basketball Hall of Fame. For those who don't know, basketball was invented in western Massachusetts.
For winter sports, Berkshire East was the local mountain where the Young siblings learned to ski. It's a nice small mountain in the Berkshires, making it more affordable and accessible than the big mountains in Vermont. Great for beginners too.
Visit the poet's birthplace and where she spent a large portion of her life.
For those willing to brave the cold, Mount Holyoke range offers great hiking. With the leaves down, you can get some nice views of the Pioneer Valley.