Raise a mason jar like a torch, and you’re leading the bride tribe straight to Gatlinburg glory. You want moonshine madness at Ole Smoky and Sugarlands, whiskey flights, and slushies at Tennessee Shine. Then swing sweet with fruity flights at Little Bear, Tennessee Homemade, and Sugarland Cellars—cute pics, big laughs, zero pretense. Pace with snacks, book a private tasting, and lock in a ride. Want the route that hits the highs and dodges the hangovers?
Key Takeaways
- Ole Smoky Moonshine—Holler party vibes, playful roast tastings, strong flavors like Apple Pie and Blue Flame; hydrate and pace in lively crowds.
- Sugarlands Distilling—mason-jar cocktails, shareable flights, live music and honky-tonk energy ideal for group nightlife.
- Tennessee Shine Company—neon moonshine slushies, slushie flights, humorous tours with generous pours; great swag for party favors.
- Tennessee Homemade Wines and Little Bear Winery—fruit-forward sweet/semi-sweet group flights, photo-friendly setups, reservations, cheese boards, and bottle buys for later.
- Gatlinburg Wine Trail—self-guided route with stamps and souvenirs; walk, trolley, or rideshare; pack water and snacks, share flights.
Ole Smoky Moonshine: The Holler Party Vibes

Rolling into The Holler feels like stepping into a moonshine carnival—music thumping, lights popping, and mason jars clinking like tiny bells of bad decisions. You snake through the crowd, hit the tasting bar, and meet a hype squad of pourers who roast you and then hand you liquid fire. Apple Pie? Smooth trouble. Blue Flame? Jet fuel. Pickles and cherries? Crunch, pop, whoa. You’ll laugh, wince, and high-five strangers, because it’s that kind of chaos. Snap neon-lit selfies, then peep the copper stills and the wall of jars, all glowing like a moonshine rainbow. Grab a sampler pack for later, plus a sassy sticker for the bride’s sash. Pace yourself, champ. The stairs will wobble more after. Hydrate, giggle, repeat, and own the night.
Sugarlands Distilling Company: Cocktails and Live Music

You roll into Sugarlands and the bartenders start slinging signature moonshine cocktails—sweet tea shine, tart lemon slush, jalapeño kick—like a party cannon. You sip, you grin, you say “wow” because that mason jar magic hits fast, then slow, then hello. Then the live music lineup lights up, guitars twang, fiddles race, and you and the crew are shouting along, clapping off-beat, turning the tasting room into your own mini honky-tonk.
Signature Moonshine Cocktails
Kick open the doors at Sugarlands and let the mason jars fly—this is moonshine with a mixtape.
You walk in, and the cocktail list hits like confetti. Try the Blackberry Lemonade, tart, sweet, dangerous. Or a Moonshine Margarita with a glitter rim, lime snapping like a clap. The Apple Pie Mule? Cinnamon fizz, orchard vibes, grandma would blush. Peach Smash brings mint, crushed ice, porch-weather energy. Feeling bold? Jalapeño Pineapple lights a fire, then hugs it with sugar. Share flights, trade sips, call dibs on favorites. Bartenders shake fast, pour clean, wink like they know your weekend plot. You’ll toast, you’ll laugh, you’ll swear you’re behaving. Sure. Then someone orders a Butter Pecan Old Fashioned, silky and smug, and the night slides into legend.
Live Music Lineup
Where does the night crackle harder than a jar lid popping? At Sugarlands, obviously. You roll in for moonshine, stay for the live music that slaps. Fiddles spark, boots thump, and the room hums like a beehive with better lighting. You sip a Blackberry Lemonade, then boom—another chorus, another cheer. The lineup flips from bluegrass fire to rootsy rock, with storytellers who roast and toast between songs. It’s rowdy, warm, and a little unhinged. Perfect.
- Neon glow on copper stills, strings ringing bright.
- Sing-along choruses, you’re louder than the speakers.
- Surprise guest pickers, quick solos, faster grins.
- Last-call jam, arms linked, glitter in your hair.
You clap wild, finish your drink, and swear the band just read your heart tonight.
Tennessee Homemade Wines: Sweet Southern Sips

You hit Tennessee Homemade Wines for Signature Sweet Blends—peach, blackberry, and a sneaky strawberry that tastes like summer in a mason jar. You and the crew roll in for Group-Friendly Tastings, line up at the bar, clink tiny cups, and argue over which bottle goes in the bachelorette goodie bag. It’s sugary, loud, and a little chaotic—in other words, perfect; your taste buds party, your selfies slay, your designated driver sighs dramatically.
Signature Sweet Blends
Mason jars clink, and suddenly the room smells like summer pie. You zero in on Tennessee Homemade Wines’ signature sweet blends, the stuff that turns a chill night into a full-on rom-com montage. Strawberry pops bright, blueberry runs deep, peach flirts, and blackberry brings the drama. You sip, grin, then swagger. Your inner Southern aunt just winked.
These blends don’t whisper; they belt. Syrupy? Nope—silky. Sweet, sure, but balanced, like porch swing sass. You get fruit first, sunshine second, and a little mischief after.
- Strawberry Splash – candy-red, picnic-quick, lip-smacking.
- Blueberry Breeze – velvet purple, midnight-cool, smooth as gossip.
- Peach Fuzz – peach ring vibes, fuzzy and flirty.
- Blackberry Jam – inky, bold, sticks the landing.
Pack bottles. Cue selfies. Bless your taste buds. Girls, that’s your anthem.
Group-Friendly Tastings
A whole vibe waits at Tennessee Homemade Wines’ tasting bar—built for squads, not solo sips. You roll in with the bride tribe, boom, they clear a lane and start the pour parade. Sweet Southern Sips hit like sunshine: Peach, Blackberry, Strawberry, even Cotton Candy, all chilled, all ready. You get tiny glasses, quick rounds, plenty of laughs, and yes, a slushie chaser if you’re feeling extra. The staff? Hype crew energy, guiding you, snapping pics, keeping pours moving so no one’s left dry. Grab a group flight, compare favorites, swap glasses, cheer like it’s team tryouts. Need a reset? Water, crackers, a wink, back at it. Big table in back, light-up signs, cute labels. You leave buzzing—souvenir bottles clinking like trophies. Party plans locked.
Sugarland Cellars Winery: Mountain Heritage Tastings
Under the glow of mountain mist and Main Street buzz, Sugarland Cellars pours Gatlinburg history by the glass. You stroll in, see barrels, smell oak, and think, yep, we’re doing this. Guides spin tall tales, you sip, and the Smokies suddenly feel like your backyard. It’s cozy, a little wild, and totally bachelorette-core.
- Mountain berry jam meets campfire whispers in a glass, bold and friendly.
- Dry riesling with crisp apple snap; you clink, it echoes like creek stones.
- Heritage labels show old maps; you point, claim a family cabin you don’t own.
- Photo wall, barrel backdrop, boom—maid of honor gets the shot, you get the likes.
You snag a bottle, sign the cork, call it a souvenir that tastes good.
Little Bear Winery: Fruity Flights for the Group
You roll into Little Bear Winery and hit their signature fruit-forward flights—strawberry, peach, blackberry—like a candy store in wine glasses. You lock in group-friendly tasting packages so everyone’s glass stays busy, and your budget doesn’t scream. Love sweet or semi-sweet? They’ve got both, juicy and easy-sipping, perfect for cheers pics and “one more round” energy.
Signature Fruit-Forward Flights
Pineapple, peach, and berry bombs land in neat little glasses at Little Bear Winery, a fruity flight built for the whole crew.
You dig in, chasing juicy bursts that taste like summer firecrackers. Sweet? Yes. Boring? Never. Each pour pops with ripe fruit, a little sass, and just enough zip to keep you grinning. Think picnic basket meets party playlist. Here’s the vibe, sip by sip:
- Pineapple wine, bright and tangy, like sunshine with a wink.
- Peach blend, silky and lush, dripping orchard magic.
- Blackberry sipper, jammy and bold, stained-lips energy.
- Blueberry fizz, playful bubbles, berry cobbler in a glass.
Pair bites with salty snacks, then watch flavors level up. Clink glasses, snap pics, pretend you’re somm pros—no homework required. You came for fruit; you’ll stay for the kick-drum finish, that sweet-tart echo. One flight, four moods, zero regrets.
Group-Friendly Tasting Packages
How do you wrangle a whole crew and still taste everything? You book Little Bear Winery’s group-friendly tasting packages, obviously. They herd chaos with a smile, assign a host, and line up fruity flights built for sharing. Think long tables, pre-set glasses, cute placemats, name tags, and water like a hero. You roll in, sit, sip, repeat.
Scheduling’s easy. Reserve a time slot, pick your flight size, add a cheese board, done. They handle pacing so no one sprints ahead, or gets left behind. Split checks? Yep. Wristbands for who paid? Also yes.
Want extra? Upgrade to a private corner, snag photo props, and let the staff snap the squad shot. Big energy, zero stress, all flavor, then back to Gatlinburg glory, for you.
Sweet and Semi-Sweet Selections
While your crew debates outfits, the real drama’s in the glass: Little Bear’s sweet and semi-sweet lineup goes hard. You want fruity? They deliver, loud and juicy. Flights arrive like a candy parade, glittery and bold, perfect for cheers, boomerangs, and chaos. Sip, laugh, repeat. You’ll ride from playful sweet to flirty semi-sweet, never stuck, always moving.
- Blueberry Buzz—like pie in a pour, tart sparks, stained lips, zero regrets.
- Peach Please—sunny, soft, dripping nectar, pairs with gossip and fries.
- Raspberry Rush—zingy pop, bright ruby, dessert without the fork.
- Semi-Sweet Muscadine—Southern charm, round and mellow, hello porch vibes.
Split flights, swap glasses, call favorites. And yes, grab a bottle for late-night confessions. Because tomorrow’s hike? You’ll need victory sips, babes, promise.
Ole Smoky Whiskey Barrelhouse: Tennessee Whiskey Flights
Because you came to Gatlinburg to sip, not sit, you’re beelining to Ole Smoky Whiskey Barrelhouse for Tennessee whiskey flights that actually mean business. You order a flight, because research. Caramel, oak, a wink of spice—hello, confidence. The pours show up in a neat row like trophies, gleaming under bar lights. You swirl, sniff, sip, grin. Heat kisses your lips, then smooths out, like velvet. Friends toast, the room hums, your camera eats it up. Want a smoky finish? Got it. Prefer honeyed and soft? Also here. The crew behind the bar talks mash bills like it’s gossip and you’re invited. You snag a bottle for later, because future you deserves thanks. One more clink, one more laugh, then off you go—bold, warmed, unstoppable.
Tennessee Shine Company: Moonshine Slushies and Tours
Kick things off with a brain-freeze you’ll brag about—Tennessee Shine’s moonshine slushies are neon, icy, and dangerously easy. You swipe, you sip, you giggle. Flavors pop like confetti: blue raspberry, cherry lime, peach punch, even creamy dreams. It’s sweet, then whoa, that’s moonshine. Hydrate? Sure. After this round.
Sign up for the distillery tour and play grown-up field trip. You’ll sniff mash, peek at copper stills, and learn why Grandpa’s “garage project” now slaps. Guides roast you with dad jokes, but pour generous samples. Science, but spicy.
- Slushie flights, stacked with colors.
- Photo walls, neon signs, instant thirst traps.
- Free tastings, bold flavors, smooth finishes.
- Swag shop with jars, mixes, and sassy tees.
Rally the bridesmaids, claim your buzz now.
Gatlinburg Wine Trail: Self-Guided Bachelorette Route
Plotting your own sip-crawl hits different. You set the pace, cue the giggles, and chase mountain views between pours. Start downtown: Sugarland Cellars for a Smokies‑themed tasting, then slide to Gatlinburg Wine Cellar for the famous cotton candy wine. Next up, Bootleggers Homemade Wine—mason jars, front-porch vibes. Finish at Little Bear Winery, fruity flights and bear prints everywhere. Grab the Gatlinburg Wine Trail card, collect stamps, snag a souvenir when you finish. Walk it if your shoes can hang, or bounce by trolley or rideshare. Pack water, lip balm, and a snack stash. Share flights, keep it cute. Snap alley murals, toast by the river, cheer when the stamp hits. You’re the itinerary. The party follows. Cue confetti, queens; Gatlinburg just became your playground.
Private Tasting Rooms and Group Reservations
While the crowds elbow for a spot at the bar, you’re sliding into a private tasting room with your name on the chalkboard. You booked ahead, snagged the good hour, and now a host wheels in flights like royalty snacks. Doors shut. Noise drops. The vibe? Yours.
- Velvet chairs, long farm table, sparkling water, and a stack of chilled glasses waiting.
- A tasting lineup pre-set to your tastes—sweet, bold, weird, whatever—plus cheeky notes.
- A private host pouring quick, snapping pics, keeping pace so the laughs don’t stall.
- Room for games, quick décor, and that priceless group toast under dim string lights.
Group reservations keep your crew together. Expect headcount caps, deposits, and 60–90 minute slots. Show up loud, own the room, be legendary tonight.
Safe Sips: Transport, Tips, and Toast-Worthy Add-Ons
Doors swing open, buzz is real, and now you’ve got one job: keep the party cute and get everyone home in one happy piece. Book a shuttle or party bus; let someone else wrangle mountain roads while you DJ the chaos. Designate a sober captain if you’re driving, but better yet, don’t. Preload snacks—salty chips, orange slices, gummy bears—and stash waters like you’re hydrating a small army. Pace it: flights, not floods, and rotate in mocktails so your sparkle lasts. Tip your hosts like a legend; ask for local pours, seasonal slushies, and that cheeky souvenir glass. Add-ons? Chocolate pairings, charcuterie towers, a bouquet workshop, maybe a photo stop at the overlook for that veil-in-the-breeze shot. Group tab, split later; future you will high-five.
