Gatlinburg and Pigeon Forge
Small-batch, fruit-forward Appalachian wine made by two sisters who started from scratch — bottled by hand, poured in two tasting rooms, and free to walk into.

Small-batch, fruit-forward Appalachian wine made by two sisters who started from scratch — bottled by hand, poured in two tasting rooms, and free to walk into.
The style leans sweet and fruit-driven rather than European-dry, which is the Southern Appalachian winemaking tradition rather than a compromise. Tasting rooms in Gatlinburg and at The Island in Pigeon Forge, both open daily and both walk-in.
Staying nearby? See Gatlinburg and Pigeon Forge cabin rentals.
The lineup is built on real fruit and time-tested recipes, with flavours rooted in the region rather than borrowed from California. A few worth knowing:
The full lineup rotates seasonally. Bottles and cases are available in store, and online ordering ships to eligible states through bootleggerswine.com.
Both rooms are relaxed and walk-in — no reservations, no booking, no admission fee. Staff pour you through the menu, explain what you're tasting, and help you land on something you'll actually want a bottle of.
It's deliberately low-key compared with the busier attractions on the strip, and that's most of the appeal. First-timers are welcome; this isn't an intimidating wine experience.
Must be 21+ to taste or purchase. Children are welcome inside.
Bootleggers is one of four stops on the Sippin' in the Smokies Wine Trail — a self-guided route through locally owned wineries across Gatlinburg and Pigeon Forge. Pick up a passport at any participating location, collect a stamp at each stop, and earn rewards for finishing it.
Sippin' in the Smokies covers four wineries across both towns. The separate Gatlinburg Wine Trail runs five stops within Gatlinburg, including Tennessee Cider Company and Old Mountain Wine Company.
Different passports, different stops, different rewards. Check which trail a location participates in before you start collecting stamps.
Details for this one at bootleggerswine.com.
Both locations open 365 days a year with no admission fee. Confirm current hours at bootleggerswine.com before a late visit.
Staying near The Island? See cabins near The Island.
No — both tasting rooms are free to enter. Tastings and bottles are paid separately.
No. Walk in any time during opening hours.
No. Sippin' in the Smokies is a four-stop trail spanning Gatlinburg and Pigeon Forge. The Gatlinburg Wine Trail is a separate five-stop route within Gatlinburg. Each has its own passport, so check which one a location belongs to before you start.
Yes, with shipping to eligible states. Order at bootleggerswine.com.
Yes. Tasting and purchasing are 21+ with valid ID.
The Pigeon Forge one, at 131 The Island Drive.
Start with the Redneck Reserve, which is the driest thing on the list, or the Pineapple Cider. That said, the sweet, fruit-forward style is what this place does — if dry reds are the only thing you drink, the tasting may not convert you.
Two tasting rooms means one of them is close wherever you're staying. Browse Gatlinburg and Pigeon Forge cabin rentals, or cabins near The Island. Planning a couples trip? See romantic cabins and honeymoon cabins, or a cabin with a fire pit to open the bottle around. Check the current specials, or use the vacation planner.