Wicked Holiday Guide

Winter Guide – Places To Go & Things To See

The 40 Prettiest Winter Towns in America: Seven are in New England and Just a Drive Away

The 40 Prettiest Winter Towns in America: Seven are in New England and Just a Drive Away! Listen, who wants to get on plane during the winter? (If you do, there are some beautiful places on this list to visit.) But if you want a winter wonderland just a drive away, these are the most picturesque holiday towns in New England, according to Country Living magazine. I can imagine cozying up in front of a fire in any of these towns, sipping on some cocoa and doing some holiday shopping. Two of the towns are in Massachusetts. Sure, you have to take a ferry to get to Nantucket. Who cares? The Christmas Stroll is a bevy of Nantucket reds, money and tinsel! (Never been, but it's on my bucket list.) As for the sleeper hit Sandwich, sure it's fabulous in the summer, but who knew it was a go-to destination in winter? Truth be told, all of the Cape is amazing during the colder months. But be warned, lots of places are closed for the season. If you're looking for quiet, though, it's the place to be. Check out these perfect New England winter towns where you can cozy up with the ones you love!