Brothers Osborne & LeAnn Rimes Teaming Up For Upstate NY Concert This Fall

As we enjoy the last few fleeting weeks of summer 2025, it is already time to start thinking about back-to-school and preparing to shift gears to autumn in Upstate New York.

Read More: Upstate New York Country Concert Calendar

Thankfully, the end of summer will not mean a slowdown of Country shows after a busy summer season! We will roll into shows right after Labor Day with Lee Brice and David J at the new M and T Bank Center in Schenectady on September 6th,  followed by Dylan Scott's Easy Does It Tour at Proctor's on October 4th, and now another big fall show just south of Albany!

Brothers Osborne & LeAnn Rimes To Perform At Highlands Horse Show

The Highlans Horse Show is a huge series of riding and equestrian events at Highlans in Amenia in Dutchess County. Part of their schedule of events will include some big concerts this year, including a BIG Country night.

Brothers Osborne and LeAnn Rimes will perform under the stars on Saturday, October 11 at 7:30 pm. Earlier that day, you can check out the $340,000 Highlands Cup Grand Prix, a prestigious jumping competition.

What a cool lineup from this show, as you will get to see Brothers Osborne's electric stage show, and LeAnn Rimes powerhouse vocals on those classic '90s Country songs!

Here's How To Win & Purchase Tickets!

Listen every weekday evening (Monday, August 11 - Friday, August 15) at 5 pm for Matty's College of Country Knowledge to win your way in!

General admission tickets and VIP passes are on sale now!