Spend the day at Whitney's Farm Market & Garden Center. Let the kids venture off into the corn maze or make a new acquaintance at the petting zoo that includes a mini pony, baby goats, sheep, and a peacock. Children can scale different structures in the play yard and once they have worked up an appetite, pick up lunch in the farm market. Whitney's is located at 1775 South State Road in Cheshire and is open from 9 a.m. to 6 p.m. daily.

The center is also holding its Pumpkin Fest, which features pumpkin picking, hay wagon rides, glitter tattoos, a corn maze, and more every weekend through Halloween. More information here. 

More than 1,500 jack-o'-lanterns will grin back at you at the Naumkeag Pumpkin Show. Pumpkins, mums, and gourds decorate the mansion's grounds and are sure to be a spectacle the entire family will enjoy. Hot cider and fall treats will be available for sale on-site. Tickets can be purchased here. Naumkeag is located at 5 Prospect Hill Road in Stockbridge

Witness the tail end of the season at the Berkshire Botanical Gardens, which offers 23 display gardens that highlight plants that thrive in the Berkshires. Families can explore the "living classroom" and partake in different workshops held throughout the season. The garden closes for the season at the end of October but will host a special Harvest Festival on Oct. 12 and 13. The garden is located at 5 West Stockbridge Road in Stockbridge and is open from 9 to 5.

All aboard. The Hoosac Valley Rail Line is offering Fall Foliage Train rides through Adams and North Adams. The entire family will enjoy a scenic ride on the 100-year-old fully restored coach train. Book a ride here. The train departs from 4 Hoosac St. in Adams.

The Ashuwillticook Rail Trail in the fall takes on an entirely new color palette. Bring the entire family along for a meandering walk or a brisk bike ride. Hop on the 12.7-mile converted railroad line anywhere between Adams and Pittsfield. The path officially starts on Lime Street in Adams and terminates in Pittsfield off Route 7.

The Clark Art Museum is not only a great day in, but a great day out. The grounds are open to the public and offer the perfect backdrop for a fall picnic. Explore the various walking trails and check out Art on the Grounds. You may even run into a friendly cow. The Clark is located at 225 South St. in Williamstown and is open Tuesday through Sunday from 10 a.m. to 5 p.m.

There are sure to be a few rainy days during your visit to the Berkshires, but have no fear — Kidspace at Massachusetts Museum of Contemporary Art is open. Kidspace is a child-centered art gallery and hands-on studio. Families can drop in and draw inspiration from the art bar. Kids Space is free and Mass MoCA hours are 10 to 6, Wednesday through Monday.

Hancock Shaker Village offers a portal into the past. Visitors can get a glimpse into how the Shakers lived as well as explore trails and partake in family-friendly activities. The Discovery Barn offers hands-on activities for children. Kids can spin wool, construct a Shaker chair, or weave on a loom. Farm activities include watching baby chicks hatch or milking a life-size replica of a Holstein cow. Kids can also sit in on a 19th-century school lesson in the schoolhouse. Hancock Shaker Village is located at 1843 West Housatonic St. in Pittsfield.

The Berkshire Museum combines art, science, and history with special exhibits and rotating collections.  The museum features an aquarium filled with aquatic and reptile creatures, special events, and weekly programming for all ages. The museum is located at 39 South St., Pittsfield, and is open every day from 10 to 5 except Sunday when it opens at noon.