The Boston Bear 2026 Contest Presented By Mass Bears and Cubs

Join us on Saturday, October 11, 2025, at the Alley Bar, 14 Pi Alley, Boston, for the Boston Bear 2026 Contest! Starting at 9 p.m, the program showcases the individualities, interests, and talents of our contestants, leading to the reveal of the new Boston Bear titleholder for the coming 2026 year. Co-hosted by Kris Knievil and Dave Sawyer, and including the performance of a well-known "Bear" musician, this will be a night not to be missed! Follow us on Facebook, Instagram, and/or Bluesky and TikTok, for updates, event participant reveals, and more!

This is a 21+ event, proper ID required.

Event Venue & Nearby Stays

The Alley Bar, 14 Pi Alley, Boston, United States