Classic Williamstown Trip Ideas

Williamstown has been a destination for generations of travelers. Enjoy a classic Williamstown escape with a few iconic hikes and drives, relaxing first-class dining, great theatre, and world class art.


Where you stay may be as important as what you do during the day. Consider the Guest House at Field Farm or Clover Hill Farm for an elegant getaway in nature. Or stay conveniently in the heart of Williamstown at the stylish Williams Inn. There’s also a wonderful selection of comfortable hotels, motels, and campgrounds to choose from. Find your perfect place.


Enjoy one of the most revered collections of Impressionist masterpieces at The Clark Art Institute, also the hub of scholarly pursuits, family fun, and pleasant hikes outdoors on the Stone Hill trails.

Williams College has their own art museum and it’s always free to visit. Stroll through campus for delightful encounters with outdoor public sculpture.


In summer, WTF brings Tony Award winning plays and famous actors to town. You might even meet someone you recognize from Broadway or film hanging out at a local coffee shop. During the fall and winter, the ’62 Center hosts visiting artists plus student and faculty performances definitely worth your time.


Classic Williamstown hikes feature beautiful vistas.

  • Start at Field Farm for an easy view of The Hopper and Mount Greylock.
  • Gather a little more energy to climb Stone Hill behind the Clark. From there you can see sweeping views of rolling mountains and forest.
  • When you’re feeling strong, take on Pine Cobble, a steep short hike to rock outcroppings. This is a favorite of Williams Students with the Outing Club hosting weekly sunrise hikes to the view.
  • There are lots of trails up Mount Greylock. Consider the trails that start at the end of Hopper Road to find waterfalls, views, and paths to the summit.


After all that hiking you might want to cool off.

  • Margaret Lindley Park is flooded from a nearby stream every summer. You’ll find an easy shallow pond for the whole family.
  • Sand Springs Pool allows for lounging and swimming. Also a great place for families.


To dine in or carry out, try an iconic upscale restaurant like Mezze Bistro & Bar serving locally produced and expertly prepared specials.

A favorite social hangout for Williams College students, alumni, and the public is The Log. Full of historic murals, memorabilia, and a welcoming atmosphere, The Log is also home to Ramunto’s Brick Oven Pizza.

The Store at Five Corners is located at an historic crossroads. The building dates back to the 1770’s and now serves locally sourced breakfasts, lunches, and dinners. Great to eat in or take out for a picnic.

The Barn Kitchen and Bar at Williams Inn offers comfortable indoor dining and beautiful garden seating outdoors. The food is great too!


Just south of The Store at Five Corners you can visit the Williamstown Historical Museum. Explore photographs, documents, and artifacts celebrating the diverse people, buildings, businesses, institutions, and events that formed the town’s history from the earliest days to present time. The museum includes a restored 18th century post and beam constructed barn.


Get hands-on downtown. Spring Street and Water Street feature locally-owned stores and galleries with character. From sporty apparel to the best secondhand clothing shop in the area, from jewelry to contemporary art, gifts, toys, and spirits, you’ll find it all in downtown Williamstown. Stop in, say hi, and enjoy your visit!

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