502. Five Pours, Zero Bad Choices

Welcome back to The Bourbon Road, recording live from the Bourbon Road Bar in Simpsonville, Kentucky — better known as Jim's basement. Episode 502 brings another overflowing tasting mat, proof that the samples just keep arriving faster than the boys can pour them. This week the lineup spans the full spectrum, from a brand-new family-founded label making its debut on the show to a beloved Illinois estate distillery, a coveted gift-shop-only release from a Northern Kentucky craft powerhouse, a toasted double oak expression from one of Owensboro's finest, and a bonus pour courtesy of a longtime Roadie friend from Ohio — a beer-world icon that crossed over into whiskey and never looked back. On the Tasting Mat: - Wooler Whiskey Kentucky Straight Bourbon (Batch 054): A four-grain, five-year-old small batch Kentucky straight bourbon bottled at 90 proof for $39.99. The mash bill runs 72% corn, 18% rye, 5% wheat, and 5% malted barley, distilled in Bardstown and finished in a number three char new American oak barrel. The nose opens with a pleasant graininess reminiscent of granola or muesli, accented by honey and the faintest dusting of cinnamon. The palate delivers a sweet, full-mouth experience with caramel, vanilla, and a gentle wheat-driven tingle on the finish. A welcoming, approachable bourbon from a family brand founded by Jason Wooler — built on resilience after a life-changing stroke. *(00:01:58)* - Whiskey Acres 7-Year Bourbon: Estate-distilled in DeKalb, Illinois, this 107-proof small batch blends 12 barrels aged between seven and eight years. The mash bill is 75% yellow dent corn, 15% soft red winter wheat, and 10% malted barley, with an MSRP of $74.99. The nose leads with green apple and caramel, evoking a candy-apple at a county fair. On the palate the soft winter wheat delivers a notably smooth texture, with spice building on the back, a whisper of oak and clove on the finish, and a subtle savory note that sets it apart. Whiskey Acres grows every grain themselves — a true seed-to-spirit operation and the show's 2025 Craft Distillery of the Year. *(00:10:22)* - New Riff Silver Grove Bourbon (2026 Release): The inaugural release under the Silver Grove label, this gift-shop-exclusive expression from New Riff Distilling in Newport, Kentucky is aged a minimum of six years and bottled at 116.4 proof for $59.99. Barrels were specifically selected for flavor profiles not typically found in New Riff's standard four- and six-year releases. The nose bursts with spice cake, bright cherry, and a morning-bun sweetness. The palate delivers a bold, full-mouth impact — honey-caramel richness layered with dark berry, cherry, and a long, warming finish. Available exclusively at the New Riff gift shop or via online order for in-store pickup. *(00:20:41)* - Green River Distillery Select Toasted Double Oak Bourbon: The oldest expression ever released by Green River Distilling Company in Owensboro, Kentucky, this eight-year bourbon is bottled at 115.1 proof in a 375ml format for $49.99 and is available only at the distillery gift shop or the Louisville tasting room. The mash bill is 70% corn, 21% rye, and 9% malted barley, aged in Green River's signature clay tile rick houses before a six-month secondary finish in lightly charred, medium-toast new American oak barrels. The nose delivers toasted marshmallow and a hint of campfire smoke. The palate is noticeably sweet — rich caramel and that same toasted marshmallow character carry through without tipping into char. *(00:27:34)* - New Holland Dragon's Milk Origins Small Batch Bourbon Whiskey (Bonus Pour): A gift from Roadie Mark Radliff and his wife Amy, this 95-proof, five-year-old bourbon from New Holland Brewing Company in Holland, Michigan is distilled on a pot still and finished in barrels previously used to age Dragon's Milk stout. The nose is immediately distinctive — chocolate, ripe peach, and a gummy fruit quality that carries straight through to the palate. The palate layers peach pie, a minty rye backbone, and a gentle sweetness unlike anything else on tonight's mat. A beer-world crossover that demonstrates what stout-barrel finishing can do for a well-made pot-still bourbon. *(00:38:25)* Episode 502 is a showcase of American craft whiskey in all its variety — from a $40 debut bottle to a proof-forward gift-shop gem — and a reminder that some of the most memorable pours come from the most unexpected places. If you haven't yet, head over to TheBourbanRoad.com, create a free Roadie account, and join the conversation in the Roadie Bar. Until next time, we'll see you down the Bourbon Road.