The Best Things to do on a Road Trip from Carlisle, MA to Southborough, MA

Carlisle, MA to Southborough, MA is a roughly thirty-mile journey that can be completed in under an hour. Though it may be a short trek, there are plenty of highlights of this drive that many travelers may not know about. Hudson, MA, located at the halfway point, offers a great stopping point for those looking for a break before continuing on to Southborough. Here are the top five destinations to visit while making this drive:

Nashoba Valley Winery

Nashoba Valley Winery is a beautiful winery nestled in the scenic town of Bolton, MA, only a few miles off of Route 495. The winery offers a plethora of wine tastings, samples, and a restaurant with an extensive menu. The restaurant overlooks the vines and offers outdoor seating. Visitors can also explore the winery's orchards, where they can pick their fruit on select days.

Did you know that Nashoba Valley Winery has won over 100 awards for its wines and ciders?

Roller Kingdom

Roller Kingdom is a trendy roller skating rink located in Hudson, MA. It is suitable for all ages and offers a night of fun for families or friends. Visitors can enjoy a roller skating session that is filled with fun music and light shows. They offer all types of skating to include regular, inline, and hockey skates.

Did you know that Roller Kingdom has been recognized as one of the top roller skating rinks in the United States by Sports Illustrated?

Ghiloni Park

Ghiloni Park is a vast public park in Marlborough, MA, that offers visitors many trails for walking, running, hiking, or mountain biking. The park offers various playgrounds, fields for sports activities, and picnic areas for visitors to enjoy.

Did you know that Ghiloni Park is home to a unique geocache trail?

Callahan State Park

Callahan State Park is located in Framingham, MA. It has over 800 acres and offers 7.5 miles of trails for hiking, biking, or horseback riding. The park is home to various ponds, and visitors can spend time kayaking or fishing in the waters. There is also a small beach located on the main pond.

Did you know that Callahan State Park was once used to film a scene in the romantic comedy, "Julie and Julia"?

Charm Bracelet Trail

The Charm Bracelet Trail is a scenic six-mile bike and walking path that is linked to Southborough, MA. The trail was once a railway, and visitors are treated to many beautiful views, scenic landscapes, and historic artifacts throughout the trail. Families can pack a picnic and stop for lunch at one of the many picnic stops along the trail.

Did you know that the Charm Bracelet Trail is named so because it passes multiple historical, small towns in Massachusetts?

This road trip provides an excellent opportunity to experience an array of activities, from wine tastings and roller skating to hiking and biking. It takes a little over an hour to complete the drive, but the many stops to visit these exciting destinations along the way make it an enjoyable experience.