Autumn Events


Fly Fishing Festival is back again! Get ready for fun for a great cause September 23 - 25, 2021. This fundraiser has raised thousands of dollars for the Town of Highlands Scholarship Fund. Open to veteran and novice anglers, this 3-day event encompasses a wide variety of fly-fishing experiences, clinics, guides and experts to lend a hand.

3 River Fly Fishing


HalloweenSocial responsibility, and the safety and health of our community have been top priorities for the Highlands Chamber of Commerce during 2020. Much research and creative thinking has gone into re-imagining Halloween for the thousands of participants that normally attend our annual Halloween event, unfortunately we have not found a safe alternative that meets the state’s current mandates. It is with great regret that the Board of Directors voted to cancel the 2020 Highlands annual downtown Halloween event.  This year has been an extremely perplexing because of challenging circumstances related to the pandemic and the Chamber is looking forward to returning to providing concerts and celebrations as soon as possible.D

Downtown Trick or Treat provides a safe, fun-filled environment for Trick-or-Treaters of all ages. Even those with no children will find plenty to celebrate on Main Street October 31st. That’s when local kids, decked out in their spookiest, silliest and cutest costumes, gather to collect a teacher’s ransom of candy distributed by local businesses and charities. There’s live music, dancing, free hot dogs and drinks, and an irresistible excitement built into the celebration. Virtually the entire community – kids, grown-ups, pets – shows up in costume to celebrate. Visitors are not only invited to this party but encouraged to join the fun. (Please keep all Zombies on a leash at all times!)



Highlands Food and Wine Festival has won a passionate regional following, thanks to its intricate blending of food, drink (craft beers, exquisitely formulated cocktails, and internationally ranked wine labels), music, and, always, the unexpected.  The fifth year of Highlands Food & Wine unfortunately has been cancelled due to COVID-19.  The health and safety of Highlands residents, fans, culinary and beverage partners are our top priority.

For the latest information on Highlands Food & Wine and additional events, please visit and sign up for the festival newsletter.  We hope to see you next year, November 12-15th, 2021 for food, wine, music and mountains.



Twilight RunThe Twilight 5K-10K Races begin at Kelsey-Hutchinson Founders Park and is a benefit to support our Highlands K – 12 School.

The 5K course is undulating, beginners or walkers will find it friendly, yet the faster runners will be challenged. The 10K course is challenging and climbs Bear Pen Mountain.

Parking will be available around the park. Bring chairs, coolers, refreshments, and blankets to join everyone for the evening music after the run. For more information or to register, visit