Fifteen years on this trail buys you something no algorithm can: relationships. These are the wineries, distilleries, and destinations we trust with our guests β each one hand-selected, and each one a phone call away.
The estates and tasting rooms we walk into like family.
Fredericksburg, TX
Italian-style estate, sweeping lawn Β· Private Group Seating
A stone estate and a wide green lawn just off the 290, and one of the prettiest first stops on the trail. Slow pours, shaded seating, and a staff that treats a group of eleven like they were expecting you.
Stonewall, TX
Lavender fields, historic stone room Β· Large Groups Welcome
The icon that put Fredericksburg wine on the map. Lavender in the spring, a historic stone tasting room, and a Viognier that changed minds well beyond Texas.
Fredericksburg, TX
Hilltop views, modern estate Β· Large Groups Welcome
Big, bright, and built for a view β the kind of stop where a group spreads out on the terrace and nobody is in a hurry to leave.
Fredericksburg, TX
Texas bubbles, celebration pours Β· Reservations Recommended
Traditional-method sparkling made right here in the Hill Country. Our first call for engagements, birthdays, and any afternoon that deserves a toast.
Fredericksburg, TX
Several labels, one patio Β· Group-Friendly
A shared tasting room where a group with wildly different tastes can all find something they love without moving the van.
Albert / Stonewall, TX
Quiet, family-run, unhurried Β· Reservations Recommended
Off the main stretch and all the better for it. A family operation where the pours come with conversation and the porch is the best seat in the house.
Fredericksburg, TX
Shade trees, easy afternoons Β· Group-Friendly
Estate-grown wines under live oaks, with a relaxed patio that suits a long middle-of-the-day stop better than almost anywhere on the trail.
Stonewall, TX
Working family farm, small batch Β· Reservations Recommended
A fifth-generation family farm making small-batch wine from Texas-grown fruit. Genuine agriculture, genuine hospitality, no velvet rope.
Blumenthal / Hwy 290
Historic saloon, cigar lounge Β· Large Groups Welcome
An original saloon and dance hall turned tasting room, cigar bar, and amphitheater. Groups that want a little music with their wine end up staying longer than planned.
Stonewall, TX
Small, quiet, personal Β· Reservations Recommended
A small Stonewall vineyard where the person pouring usually grew the fruit. Ideal for a group that wants to actually talk about what is in the glass.
Fredericksburg, TX
Big grounds, live music Β· Large Groups Welcome
Room to roam, music on the weekends, and space for a full Sprinter without anyone feeling crowded.
Fredericksburg / Johnson City, TX
High Plains fruit, easy room Β· Group-Friendly
Texas High Plains grapes poured in a relaxed room where the wine does the talking. A favorite last stop before the drive home.
Hye, TX
Farmhouse, 100% Texas fruit Β· Reservations Recommended
The purists' pick. All Texas-grown, poured on a historic farmhouse property in Hye by people who will happily tell you exactly why that matters.
Fredericksburg, TX β The Resort at Fredericksburg
River views, sunset patio Β· Large Groups Welcome
Wine, a full kitchen, and a back patio over the Pedernales. When a group wants lunch and a pour in the same stop, this is where we take them.
Fredericksburg, TX
Bold reds, modern room Β· Group-Friendly
Serious red wine in a clean, modern tasting room. The stop that wins over the folks in your group who claim they only drink bourbon.
Stonewall, TX
Working ranch, wide-open country Β· Reservations Recommended
Vines on a working Stonewall ranch, with the kind of long views that make people put their phones away.
Stonewall, TX
Estate patio, big Texas sky Β· Group-Friendly
A friendly estate room just off the 290 with a patio built for golden hour. Easy pacing, warm staff, no pretense.
Stonewall, TX
Hilltop terrace, underground cellar Β· Reservations Recommended
Tempranillo and Viognier poured on a hilltop terrace with one of the best views in Stonewall, and a cool cellar below when the Texas heat wins.
Texas spirits, beer, and craft pours from people we know by name.
Hye, TX
Barrel barns, Texas bourbon Β· Reservations Recommended
The first legal bourbon distillery in Texas, and where our founder helped build the hospitality program back in 2010. Barrel-aged under the Hill Country sun and poured with real Texas warmth.
Fredericksburg, TX
Small-batch spirits, craft cocktails Β· Group-Friendly
Small-batch Fredericksburg spirits and cocktails made a few steps from the still. A good change of pace between two wineries.
Fredericksburg, TX
Historic storefront, wine and spirits Β· Group-Friendly
Wine on one side, house-made whiskey, gin, and moonshine on the other β all in a historic Main Street storefront your group can walk right into.
Fredericksburg, TX
German biergarten, full kitchen Β· Large Groups Welcome
German brewing tradition and a full biergarten kitchen on the edge of town β our go-to when a group wants a real meal between tastings.
Fredericksburg, TX
Wildflower fields, beer garden Β· Large Groups Welcome
Wildflower fields, a beer garden, and shade β the easiest stretch-your-legs stop on the 290, and the one everyone photographs.
Places worth building a whole afternoon around.
Fredericksburg, TX
Winery, brewery, distillery in one Β· Large Groups Welcome
Seventy-two acres along the Pedernales with a winery, brewery, distillery, and restaurant on one property. When a group cannot agree on what to drink, we bring them here.
We send groups of up to 11 down this trail every week. If your tasting room, distillery, or destination belongs with the 290 Trail Partners, reach out and letβs talk.
Become a Partner β