Autumn in New England, Oct. 8–15, 2026
8 Days, 7 Nights
$5,695 pp/Double, $6,795 pp/Single
Includes airfare and airport transfers to/from PebbleCreek.
As a private trip, there is a 20-participant minimum. As of date of publication, we have 10 confirmed guests. We will need to reach the 20-person minimum on or before July 6, 2026. So please do invite friends and neighbors. Your invited guests are welcome to participate, even if they are not residents.
Description, Overview, and Itinerary
Description: Fall in love with New England! Experience the incredible history, the amazing food, and the stunning fall foliage from Massachusetts to Vermont, New Hampshire, and Maine!
Overview: Take in the beauty of New England for eight days, traveling from historic Boston, Mass., over the mountains of Vermont, into scenic New Hampshire, and along the southern coast of Maine.
Walk in the footsteps of our forefathers through historic Boston, including the Freedom Trail and Faneuil Hall. Experience a Maple Sugar Farm and see the hills come alive at the Trapp Family Lodge. Enjoy a cruise on the beautiful Lake Winnipesaukee and take a fun wagon ride at Weirs Beach. Tour the stunning Omni Mount Washington Hotel and indulge in lunch in the Grand Dining Room. Enjoy spectacular views of fall foliage aboard the Cog Railway in the White Mountains of New Hampshire. See the summer home of President George H. W. Bush and explore the charming coastal town of Kennebunkport in Maine. Learn about lobster trapping aboard a fun-filled lobster cruise, followed by a succulent dinner of Maine lobster! Visit the charming coastal village of York Beach and stop for a photo at the famed lighthouse, “The Nubble.”
In only eight days, you are sure to fall in love with New England!