Moonlight in VermontPhoto courtesy of Kiera Slye Photography

For the past six years, my husband and I have made a tradition of taking a trip for New Year’s. Really it started more than a decade ago, the year we started dating. We drove from Texas to New York City to ring in 2004 and we stood in Times Square for six hours in sub-freezing temperatures to watch the ball drop from eight blocks away. We’d never been to New York before and had no concept of the lay of the land, so we naïvely booked a hotel on the New Jersey side of the George Washington Bridge. Do you know how hard it is to get a cab to take you to New Jersey at 1 a.m. on New Year’s?

Since then we’ve become infinitely more savvy travelers, and our subsequent New Year’s trips have gotten better and better:

  • 2010: Italy
  • 2011: Spain and France
  • 2012: Switzerland
  • 2013: Estes Park, Colorado and Jackson Hole, Wyoming
  • 2014: Crested Butte, Colorado

This year we mulled over several destinations and eventually decided to split our time between New England and New York. We would fly into Boston, drive up to Vermont and spend two days in Woodstock, then we’d take the train from Boston to New York and spend New Year’s Eve in the city (not in Times Square this time, and we wouldn’t be staying in New Jersey). More