The Highwaymen Show

March 8 - 09:00 pm


March 9 - 02:00 am

Click to Register:

Ponderosa Lounge and Grill


Ponderosa Lounge & Grill

10350 N Vancouver Way, Portland, OR 97224

Portland, OR, US, 97224

The Highwaymen Show pays tribute to Willie Nelson, Johnny Cash, Waylon Jennings and Kris Kristofferson!

Headliner – The Highwaymen Show

The Highwaymen Show was created by Alabama native, Gray Sartin. Gray started performing at the age of five and made his first appearance on an auto commercial. He started playing guitar at ten and at 19, he won a comedy contest doing an impression of Rodney Dangerfield. He has been professionally performing for 21 years. In 2011, Gray created the Johnny Cash Now tribute show and started performing nationwide. In 2018, Gray created another character by adding a tribute to Waylon Jennings, and that same year he started producing other multi-tribute shows including George Jones, Merle Haggard, Linda Ronstadt, Hank Williams Jr and Willie Nelson and Kris Kristofferson. Eventually, Gray narrowed down his multi-tribute show to The Highwaymen Show.

The Highwaymen Show pays tribute to Willie Nelson, Johnny Cash, Waylon Jennings and Kris Kristofferson. This is the only touring Highwaymen show in the world that pays tribute to all four Highwaymen.

A little background on the original Highwaymen:

In 1984, Johnny Cash invited Willie Nelson, Waylon Jennings and Kris Kristofferson to play on his Johnny Cash Christmas TV Special that was filmed in Switzerland. When they got back to the hotel, they started jamming and hanging out and that was how the Highwaymen came to be.

Gray Sartin’s Highwaymen show is made up of musicians that he has worked with for decades. Since its inception, The Highwaymen Show has toured all over North America, performing at fairs, festivals, performing arts centers and casinos in Canada, Alaska, Montana, Colorado, Georgia, West Virginia, Tennessee and Florida. Later this year, the show will be appearing in New York, Illinois, Minnesota, Michigan, New Mexico and all over Texas.

Gray has just ended a residency at the New Theater in Overland Park, Kansas where he performed as Johnny Cash in 18 consecutive shows of “Johnny & June”.

The Highwaymen Show Features Gray Sartin as Johnny Cash, North Carolina native, Greg Bauman as Kris Kristofferson, Georgia native Tyson Halford as Willie Nelson and Tennessee native, Stefan Superti as Waylon Jennings.

The Highwaymen Show covers all of the greatest hits including Highwayman, Mama Don’t Let Your Babies Grow up to be Cowboys, Always on My Mind, and Me and Bobby McGee. The entire show will feel like an encore!

Get more information on The Highwaymen Show by visiting their website!

Opener – Rodeo Rose

From ballads to rockin’ country classics, Rodeo Rose will show you why they throw down Oregon’s best country music!

Their blend of power vocals combined with a quartet of seasoned musicians driving their high-energy set makes for a very entertaining show!

One thing is guaranteed, you’ll want to sing along when they take the stage!

Learn more about Rodeo Rose by visiting their Facebook page!

Come early for a Home Cooked Meal! — Dine in at The Cascade Grill

Enjoy a hot, home-style dinner before the big show! With all-day breakfast, mountain-sized nachos, and mouth-watering burgers, The Cascade Grill has something for everyone to enjoy before the big show!

We encourage all our concert attendees to order off the full menu at the Cascade Grill before entering for the show!

See our menu here and learn more about The Cascade Grill!

Take the elevator home — stay at The Portlander Inn

Why worry about how you’re getting home when you can stay at our on-site hotel? The Portlander Inn welcomes you to Portland with the cozy feel of a true Northwest lodge. All 100 guest rooms offer refrigerators, microwave ovens, coffee pots, free wireless internet, direct-dial phones with voicemail and televisions with complimentary HBO and Showtime premium channels. Learn more and book your room here.

Event Policies:

ALL PURCHASES ON TICKETS ARE FINAL. There are NO REFUNDS and NO TRANSFERS of tickets with the exception of event cancellations.

Support acts are subject to change.

No re-entry permitted.

21+ event.

If a ticket type is not sold out, there are always tickets available to purchase at the door on the day of the concert.

Questions? Check out the FAQs on the Ponderosa website for answers to the most common questions.