From the town's incorporation in 1724, early settlers were drawn to Holliston's verdant meadows with pleasant landscapes of forest, pond, and gentle hills.

As the centuries unfolded, Holliston was transformed from its humble days as a farming community to the glorious days of the thriving shoe industry and straw hat factories. The postcards from a century ago show that even though very much has changed, Holliston has largely stayed untouched. Scenic Washington Street is lined with the lovingly maintained Colonial-era homes, large steeples can be seen atop the old churches, and locally-owned shops, boutiques, and antique galleries continue to decorate the town square. The town's dedication to preserving its historic charm has made Holliston an appealing home for nearly 300 years, and will continue to do so long into the future.