A crowd of people sit on the hill enjoying live music at night.
People playing bean bags on the lawn in front of a large chalet. others are gathered on a patio under umbrellas.
A crowd of people sit on the hill enjoying live music.
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Events on the Hill

At Hyland Hills, the fun doesn't end when the snow melts!

Pack a picnic to catch a concert, stop by for Wednesday happy hours and more.

A band, featuring saxophones, trumpets and a vocalist, plays.

Music on the Hill

Bring friends, family and a blanket for relaxing on the hill!

  • Doors open at 5 PM, with food and drinks available for purchase.
  • Concerts start at 7 PM. Admission is free.

2026 Concert Schedule

  • June 3: Mick Sterling Presents: Heart and Soul
  • August 5: The Lonesome Losers: A Tribute to Yacht Rock
  • September 9: The Good, The Bad and the Funky
An adult woman and a young boy ride a chairlift at Hyland Hills in the fall, with vibrant foliage visible in the background.

Fall Chairlift Rides

Come enjoy the fall colors, a ride to the top of the hill, food and live music on October 10 & 11!

Book your slot online. Advance tickets required. 

Musician Lineup 

October 10

  • Chris Harrington: 11:15 AM–12:30 PM
  • Bad Companions: 12:45–2 PM
  • Mother Banjo: 2:15–3:30 PM
  • Ben Cook-Feltz: 3:45–5 PM
  • Matt Caflisch and Mike Crabtree: 5:15–6:30 PM

October 11

  • Katy Vernon: 11:15 AM–12:50 PM
  • Dan Israel: 1:05–2:40 PM
  • Junior Varsity & the Second String Band: 2:55–4:30 PM
People enjoy drinks and community at happy hour.

Happy Hour on the Hill

From June 10–September 2, make Hyland Hills your go-to for happy hour every Wednesday* from 4–8 PM! 

Enjoy a rotating selection of beverages, appetizers and live music on the patio.

Happy Hour Artist(s)

Live music goes from 5:30 – 7:30 PM. 

  • July 1: Thomas Sticha
  • July 8: Matt Caflisch and Mike Crabtree
  • July 15: Ben Cook-Feltz
  • July 22: Cabin Fever
  • July 29: Bad Companions
  • August 12: Mother Banjo
  • August 19: Dan Israel
  • August 26: Katy Vernon
  • September 2: Bad Companions

*Excludes Music on the Hill nights.

Team Gilboa Ski Swap

Head to the hill from October 23–25 for the Team Gilboa Ski Swap! Sell your old gear or get ready for the winter season with some new-to-you gear. 

Visit the Team Gilboa website for more information on the sale.

Hyland Hills Chalet Rental

Celebrate your special occasion at Hyland Hills! The Alpine and Ridgeview Rooms feature soaring ceilings and panoramic views of the entire area. 

Available April through September, this is a breathtaking venue for weddings, reunions, corporate meetings and more. 

Learn More
A groom kisses his bride at a ceremony at Hyland Hills.