Discover
Every winery in Ashland, Oregon, starting with the one you can walk to.
Ashland has seven wineries, and they're a good seven. Six sit out in the hills with views, patios, and estate vines, and one is four blocks from the Shakespeare Festival with a cellar door you can walk to from your hotel. We're the one downtown, so read the rest knowing that, and read it anyway: people search "Ashland wineries," land on a list that's a few years old, and miss half of what's here.
Here's the whole map, closest to downtown first. Every entry has directions and the winery's own site, because the best way to plan a day here is to look at all seven and pick two or three. Hours shift with the season and with harvest, so the days below are the pattern, not a promise; check before you drive.
One honest note on logistics: only one of these is walkable, and every other tasting room is a two- to five-mile drive. If nobody in your group wants to drive, start with us. If someone does, the north-side pair and the south-side pair each make a tidy half day, and downtown is where you finish.
Resistance Wine Co. — downtown, 322 N Pioneer St
Walking distance from everything: four blocks from OSF, one from Lithia Park. A working cellar, not a wine bar — barrels in the room, and Kimberly Drake's Syrah, Malbec, Tempranillo, Cabernet, Sauvignon Blanc, Chenin Blanc, and rosé from Rogue Valley fruit. Walk-ins Thursday–Saturday 2–7 pm and Sunday 2–6 pm; groups of three or more should book. Fridays there's wood-fired pizza out back, most weekends there's music, and Sundays there's a wine class we call the Underground Wine Academy. Dogs and kids welcome. Go if you want the tasting to fit between a matinee and dinner, or if you'd rather argue about wine than admire it.
Dana Campbell Vineyards — 1320 N Mountain Ave, about 2 miles
Estate-grown wines on the north side of town, made for a slow afternoon. A relaxed room with plenty of outdoor seating, a fire pit, bocce and cornhole, and a panoramic view down the valley toward Pilot Rock. Build your own four-wine flight, bring your own snacks or order the lite bites. Adults only, by design, which makes it the calm one. Go for a long Sunday with friends over 21.
Grizzly Peak Winery — 1600 E Nevada St, about 2 miles
Family-run since 1998 on a small estate vineyard minutes from downtown, with a warm, low-key tasting room and hospitality to match. Hours are seasonal — Thursday through Sunday in the warm months, weekends in winter, closed in January — so check before you go. Go if you like a winery that feels like visiting someone's backyard, in the best way: unhurried, personal, and proud of what's in the glass.
Weisinger Family Winery — 3150 Siskiyou Blvd, about 3 miles
Ashland's first winery, planted in 1988 and now run by the second generation. Small-lot Tempranillo, Syrah, Malbec, and a Bordeaux blend from estate and nearby fruit, poured on a hillside deck that catches the afternoon light. Regular live music, and a vineyard cottage if you'd like to sleep among the vines. Go if you want the classic Southern Oregon winery afternoon from the people who started it here.
Belle Fiore Winery — 100 Belle Fiore Ln, about 4 miles
The grand one, and it earns it: a château on the hill with a pavilion, a wine bar and terrace, a full dinner menu, and live music most evenings. The wines wander happily beyond the usual — Barbera, Montepulciano, Teroldego, Verdejo alongside the Pinot Noir and Cabernet that win them medals. Go for a long evening rather than a quick flight, and reserve for dinner.
Long Walk Vineyard — 1800 N Valley View Rd, about 4 miles
Certified organic estate vines on a sunny hillside north of town, and a rebuilt tasting house with roll-up doors and a wraparound deck looking over the Grenache. Rhône-leaning: Grenache, Syrah, Carignane, plus a bright rosé and Sauvignon Blanc. Walk-ins Wednesday through Sunday; tastings from about $18, waived for members. Go if farming matters to you and you want to see the vines you're drinking.
Irvine & Roberts Vineyards — 1614 Emigrant Creek Rd, about 5 miles
The cool-climate estate: high elevation, Pinot Noir and Chardonnay, and the finest traditional-method sparkling in the valley. A handsome tasting room with a fireplace for winter, a terrace for summer, and small plates worth the stop. Open daily; reservations recommended and often needed. Go for the sparkling, stay for the view of the Cascade foothills, and book the Full Moon dinner if you can get a seat.
How to do Ashland wine in a day
No car: Resistance. That's not a sales pitch, it's geography. Walk over after lunch, walk back for the show.
Half a day, one drive: Irvine & Roberts or Belle Fiore for the estate experience, then downtown for dinner and pizza night if it's Friday.
Full day with a designated driver: Long Walk and Dana Campbell are ten minutes apart on the north side; Weisinger and Belle Fiore pair on the south side. Finish downtown, where nobody has to drive.
Oregon Wine Month is May, and the Oregon Wine Experience is late August in Jacksonville, thirty minutes away. Both are worth planning a trip around.
Quick answers.
- How many wineries are in Ashland, Oregon?
- Seven with tasting rooms: Resistance, Dana Campbell, Grizzly Peak, Weisinger, Belle Fiore, Long Walk, and Irvine & Roberts. Dozens more sit within a 45-minute drive in the Rogue and Applegate valleys.
- Which Ashland winery is walkable from downtown?
- Resistance Wine Co. at 322 N Pioneer St, four blocks from the Shakespeare Festival. Every other tasting room is a two- to five-mile drive.
- Do Ashland wineries take walk-ins?
- Most do for small groups. Irvine & Roberts and Belle Fiore fill up and are worth reserving. Groups of six or more should call ahead everywhere.
- Are Ashland wineries kid- and dog-friendly?
- Resistance, Weisinger, and Long Walk welcome both. Dana Campbell is adults only with service animals only. Check the others on the day.
- What does a tasting cost in Ashland?
- Roughly $15–$25 for a flight, often waived with a bottle purchase or a club membership.