Seniors Get Lost In Woodstock

Just for the fun of it, this senior input “Best Small Towns in the US” into a search engine and up came Woodstock and two others. So welcome to Woodstock, Vermont, (pop 900+) one of New England’s premier four season vacation destinations.

Woodstock is a quintessential New England Village and a thriving Vermont resort community.  Noted for its natural and man-made beauty, the town is cradled between leafy green hills and the serpentine Ottauquechee River.

It is home to the Marsh-Billings-Rockefeller National Park and the historical Woodstock Inn & Resort, a year-round resort since 1892 when the Woodstock Inn first opened. The Village of Woodstock has thoughtfully preserved its architectural and natural heritage with much of the Village included in a Historic District.

 The question most frequently asked by senior visitors is, “How does one account for the many fine homes when there is no evidence of industry to support them?” The answer is that a mere twenty years after the first settler arrived in 1765, Woodstock became the Shire Town, or seat, of Windsor County.

Seniors Enjoy Prettiest Small Town in America

 Described by Ladies Home Journal magazine as “The Prettiest Small Town in America”, it is a visual treat with tree lined streets, perennials and annual flowers everywhere the eye can see. And Woodstock was called “One of America’s most picturesque villages” by National Geographic Magazine.

The Boston Globe noted that “Quaint meets contemporary in Village of Woodstock, Vt.” The Village curves around the beautiful Outtaquechee River which can be seen from the many covered bridges throughout the Town and Village.

Woodstock has a stunning village green, a range of 19th-century homes, woodland walks just outside town, and a settled, old-money air. This is a good place to explore by foot or bike, or to just sit on a porch and watch summer unfold. One of the most popular bike rides in all of Vermont is the ride along the scenic road that follows the river from Woodstock to Quechee.

Spring begins in Woodstock when the sap begins to run from those famous Vermont Sugar Maple trees. Senior visitors will find Woodstock home to a variety of country inns, hotels, motels, B & B’s and casual to elegant dining venues. The only golf course in Vermont designed by Robert Trent Jones Sr. is in Woodstock.

Village Green and Covered Bridge

Browse the shops and galleries and walk across the famed covered bridge that spans the Ottauquechee River. Woodstock’s centerpiece, the Village Green, is ringed with Federal mansions, a Greek-Revival courthouse and a Romanesque-style library.

You will find Woodstock a memorable experience where you can walk through one of Vermont’s most beautiful landscapes, under the shade of sugar maples and 400-year-old hemlocks, across covered bridges and alongside rambling stone walls. Hope to run into you there… let’s Get Lost In Woodstock.  jeb