Windsor Vacations

This prestigious New England boarding school blends historic architecture with state-of-the-art facilities. Schedule a guided campus tour to experience Loomis Chaffee's innovative learning spaces and picturesque grounds.

Explore 473 acres of diverse habitats through 12 miles of scenic trails at this natural retreat. The nature center's educational exhibits and heritage breed farm create an immersive outdoor experience for all ages.

Step back in time at Elmwood, home of Oliver Ellsworth who helped draft the U.S. Constitution. Explore period furnishings and family artifacts in this beautifully preserved 18th-century residence.

This historic freight house turned art center showcases contemporary New England art in a charming railway setting. Enjoy rotating exhibitions while soaking in the creative atmosphere of Windsor's cultural hub.

Step into Connecticut's oldest English settlement at the Windsor Historical Society's museum complex. Explore two historic homes dating to the 1700s and try on colonial costumes in the hands-on learning center.

This riverside haven offers peaceful trails winding through floodplain forests with Connecticut River views. Explore the meadows or launch your boat for a day of fishing and serene water adventures.

This time-traveling museum showcases communication technology from the 1800s to modern computers. Tap out Morse code messages and tune vintage radios while knowledgeable volunteers bring history to life.