Dog Events in Old Bennington, VT

This annual signature event of the Williamstown Holiday Walk begins with line-up and costume contest judging at 1:30 PM at the Falk Science Quad at Williams College. Dog owners are welcome to deck their hounds in festive attire for prizes in categories: Small, Medium, Large & Family Troupe. The parade will then head down Spring Street.

Book a special 2-night stay on this special weekend to celebrate the holidays with Fido! Enjoy a festive dog-themed getaway featuring group strolls through a historic village, sing-alongs, costume parties with prizes, holiday treats, and professional photos with your pup. The holiday weekend also includes breakfasts where dogs are welcome, a seasonal parade, a pajama party with prizes for matching family outfits, and a guided dog-friendly sculpture tour. All breeds are welcome, and special lodging packages include holiday activities and organic dog treats.

Bring Fido to this fun, annual holiday event! There will be lots of activities, including the Reindog Parade on Saturday at 2 PM, old-fashioned caroling, pop-up shops, a nonprofit fair, and horse-drawn carriage rides! Merchants will be open with specials and restaurants will be ready to serve you up their best holiday cheer.