Distillery: Undisclosed – see below
Proof: 90.0 (45.0% ABV)
Age: Four Years with secondary finishing
Mashbill: 75% Corn, 21% Rye, 4% Malted Barley
MSRP: $35
Three Chord’s Flipside Triplewood Bourbon embraces a secondary finishing with both toasted American and toasted French oak to build additional flavor on top of a relatively young Kentucky base bourbon. While the specific distillery sources are undisclosed, the mashbill and “Distilled in Kentucky” labeling suggest the likely origin is Bardstown Bourbon Company or perhaps, Wilderness Trail.
The whiskey pays tribute to blues icon Guitar Shorty, whose high-energy performances and inventive style helped shape artists like Jimi Hendrix and Buddy Guy. The label’s live-shot photo is meant to help connect Guitar Shorty’s intensity to the bourbon’s boldness in the triplewood aging.
Three Chord Flipside Triple Wood Bourbon Review: Tasting Notes

Nose – 3.9/5
Deep dark red cherries. Fruit candy. Toasted oak. Brown sugar.
Strengths: The toasted barrels bring forth a dessert like quality on the Nose. Layers of sweetness with a just a touch of baking spice. A very nice Nose that would easily pass for several years older.
Why It’s Not Higher: While the sweet notes are outstanding, the Nose doesn’t evolve even with time in the glass.
Rating Justification: Balanced sweetness. A clear toasted influence. Inviting and decadent aromas.
Palate – 3.5/5
Caramel. Toasted oak. Honey. Light pecan. Gentle baking spice.
Strengths: The Triplewood influence adds warmth and sweetness. The rye content helps the mid-Palate just enough to keep things interesting.
Why It’s Not Higher: A pronounced cherry-syrup character introduces a slightly medicinal edge and pulls attention away from the more traditional bourbon notes.
Rating Justification: Flavorful and engaging. The cherry-medicinal note keeps the Palate from coordinating well with the notes from the Nose.
Finish – 3.4/5
Toasted oak. Caramel. Soft spice. Light char.
Strengths: Warm, clean, and lightly sweet as it tapers off. A faint fruit-tinged note keeps the Finish interesting.
Why It’s Not Higher: Length is short. Flavors simplify much too quickly.
Rating Justification: Finish lines up with the Palate but doesn’t complement it. For enthusiasts, the Finish is frustrating and doesn’t enhance the experience. Non-enthusiasts will likely find the Finish endearing but not memorable.
Value – 4.0/5
At $35, Flipside Triplewood delivers strong Value for non-enthusiasts who seek a frequent pour bottle. The blend of charred and toasted barrels creates a flavor experience that feels more layered, especially on the Nose, than the age statement suggests.
Three Chord Flipside Triple Wood Bourbon Review: The Verdict
Flipside Triplewood Bourbon delivers a warm, toasted sweetness with a recognizable cherry-driven character. It’s a bottle clearly designed with casual drinkers in mind, offering an easy, friendly profile that leans sweet and approachable. For that audience, it succeeds. Enthusiasts, however, may find the experience lacking….especially on the Finish, where the flavors taper and quickly simplify leaving the pour feeling incomplete or lacking. Shop now.
Verdict – 3.6/5

We score each bourbon based on nose, palate, finish, and value.
Scoring System:
- Platinum – 4.5 – 5
- Gold – 4 – 4.5
- Silver – 3 – 4
- Bronze – <3

Mike Long is a staff writer at Bourbon Inspector and has an Executive Bourbon Steward designation from the Stave and Thief Society. He’s a former “wine guy” who discovered his love for bourbon years back at a spur-of-the-moment bourbon tasting he attended. He also loves traveling throughout America with his wife of over 37 years, Debby.