Scenic Area: A Complete Guide to Rules, Permits & Design
A Hundred Valleys, One Weekend: The Ultimate Umpqua Valley Wine Country Itinerary
Beyond the Willamette Valley: Why Explore Umpqua Valley Wineries
An Umpqua Valley weekend trip is more than your standard wine country getaway. It is a chance to slow down, appreciate the landscape, and experience the region’s adventurous spirit.
Tucked between the celebrated Willamette Valley to the north and the Rogue Valley, a favorite tourist destination to the south, the Umpqua stands out as an off-the-beaten-path gem in Oregon wine country. Here, more than 50 wine varieties thrive across a patchwork of soil types and microclimates so distinct that locals call it “the hundred valleys of the Umpqua.”
Drive an hour in any direction and both the landscape and the wine in your glass change completely—cool, foggy river valleys near Elkton give way to sun-warmed, Spain-like hills south of Roseburg.
Dramatic scenery, fewer crowds, and tasting rooms that feel like you found them first reward visitors to the Umpqua Valley. We’ve mapped an Oregon wine country weekend getaway into four trails built around geography and climate. Short on time? Skip ahead to whichever trail matches the wine style you love most.
Four Trails, One Valley: Plan the Ultimate Umpqua Valley Weekend Trip
The Umpqua Valley breaks down into three climate bands: cool and marine-influenced in the north, warm and Mediterranean in the south, and a wide transitional middle in between. Because that middle stretch covers so much ground, we’ve split it into two trails—North Central (the Oakland corridor) and South Central (Roseburg’s rivers and downtown). That gives you four trails to choose from for your Umpqua Valley weekend trip: Pick one for a day trip, or pair two together for a full weekend.
Trail One—The North: Elkton and the Coastal Range
Bradley Vineyards • Haines Creek • Lexème (bonus: Brandborg Vineyard & Winery)
Cool climate, Pinot Noir and Riesling. About 35-45 minutes to an hour from Roseburg/I-5.
Trail Two—The North Central: Oakland Corridor
Meadows Estate Winery • Reustle Prayer Rock Vineyards • Spire Mountain Cellars (bonus: Triple Oak Wine Vault)
Intermediate climate, Tempranillo and Grüner Veltliner. About 25–30 minutes from Roseburg/I-5.
Trail Three—The South Central: Roseburg’s River-to-Downtown Loop
HillCrest • Knostman Family Winery • Paul O’Brien Winery (bonus: Trella Vineyards)
Intermediate climate, bold reds and Cabernet Franc. All about 20 minutes from Roseburg or within the city limits, right off I-5.
Trail Four—The South: Warm Valley Floor (Tempranillo Country)
Abacela • Girardet • Richwine Vineyards (bonus: Freed Estate Winery)
Warm, Spain-like climate, Tempranillo and Baco Noir. About 20-30 minutes south of Roseburg/I-5.
Trail One—The North: Elkton and the Coastal Range
Elkton’s cool, marine-influenced climate makes it the Umpqua Valley’s home for Pinot Noir, Riesling, and misty river views. Plan on a roughly 45-minute drive from Roseburg via Highway 138.
1000 Azalea Dr, Elkton, OR 97436
Open Wednesday-Sunday, 11-5pm
About 20 miles of country driving off I-5 brings you to Bradley Vineyards, where the tasting room deck looks out over vineyard rows and coastal mountains. The Bradley philosophy is simple: winemaking happens in the vineyard, not the cellar, and the Pinot Noir shows it. There’s no food service on-site, so plan on a hearty breakfast before you go.
Unique feature: Recommended by Girardet, Bradley planted Baco Noir and produces an estate bottling. Taste this one from the Northern Umpqua Valley, then compare it to Girardet’s Southern Zone rendition later in the weekend (see Trail Four).
• Dog-friendly
• Family-friendly
• Private wine tastings for small groups
1171 Vintage Dr, Elkton, OR 97436 • 5 minutes from Bradley
Open Friday-Sunday, 12-5pm
A five-minute drive brings dramatic landscapes and down-to-earth, low-intervention winemaking. Try the Riesling and Primitivo, tour the vineyard, or grill up lunch on the on-site BBQ.
Unique feature: The winery’s tasting yurt is “an extension of your garden patio, with wine!”
• Dog-friendly
• Family-friendly, with plenty of lawn activities
• Private group tastings available on the outdoor deck
8854 Bullock Rd, Oakland, OR 97462 • 10 minutes from Haines Creek
Open Friday-Saturday, 11-5pm
In owner Monja Hudson’s words, a visit here is “a daycation” with patio views, occasional wildlife, and her signature Gamay poured in three styles: white, rosé, and red. Small plates are available under the covered patio, or settle into the cozy indoor tasting room when it’s cool out.
Unique feature: Wine made from Chasselas grapes, a taste of Monja’s Swiss-French heritage.
• Family-friendly
• Great for a group tasting, paired with Swiss-French-inspired catering
Lexème sits a little further toward Oakland than the other two stops, making it the natural last stop before continuing on to the North Central loop.
Have extra time? Brandborg Vineyard & Winery sits right in the middle of Elkton and pours acid-driven, cool-climate Pinot Noir worth the detour. Fun fact: Brandborg started as a small garagiste winery in San Francisco in 1986. It moved to Elkton in 2002. Call ahead, since seasonal offerings may vary.
Where to Stay in Elkton
Browse the City of Elkton’s lodging directory for in-town options. Don’t mind a short drive or planning a multi-day wine-tasting excursion? Umpqua River Lodge sits about 40 minutes south (20 minutes from Oakland, 30 from Roseburg) with river views and a more resort-style stay—and it’s a convenient jumping-off point for day two on the North Central loop.
Trail Two—The North Central: Oakland’s Wine Corridor
About 30 minutes southeast of Elkton, the historic town of Oakland greets you with 19th-century brick storefronts—a fitting prelude to a trail built around Tempranillo, Grüner Veltliner, and bold reds.
175 Hogan Rd, Oakland, OR 97462
Open Wednesday-Sunday, 11-5pm
Start the loop at Meadows Estate Winery, featuring 17 acres of Rhône- and Bordeaux-style vines—Pinot Noir, Syrah, Grenache, and Merlot among them—grown on land once used as a Native American winter base camp and, later, as a stagecoach stop on the route between Portland and San Francisco. Taste through more than 20 wines in the tasting room and gallery, then step out to the deck overlooking the vineyard and surrounding hills.
Unique feature: Bring all of your friends and stay in the estate’s 5-bedroom farmhouse.
- Dog-friendly
- Overnight accommodations for groups
- Great for private events & weddings
7612 Oak Hill Rd, Roseburg, OR 97471 • 20-25 minutes from Meadows Estate
Open Monday-Saturday, 10-5pm
Steep, sun-kissed vineyards climb the hillside above Southern Oregon’s first wine cave, the most dramatic stop on the loop. Reustle’s philosophy favors balance over excess, like careful ripeness tracking, low yields, and thoughtful clonal selection, across more than a dozen varieties, from Grüner Veltliner and Tempranillo to Grenache and Sauvignon Blanc. Note: Reustle Prayer Rock is not open on Sundays.
Unique feature: The wine cave itself, plus on-site lodging at Reustle Vineyards Inn, if you’d rather not leave.
• Dog-friendly
• Family-friendly
• Food available
774 Hidden Meadows Ln, Oakland, OR 97462 • 11 minutes from Reustle
Open Saturday and Sunday, 11-5pm
Finish the trail in a converted 4,000-square-foot barn, with hospitality that makes you feel like you’re visiting your best friends. Spire Mountain Cellars is known for its vertical tastings. Sip Pinot Noir or high-elevation Tempranillo from different years—a rare chance to taste how one site changes vintage to vintage.
Unique feature: Tempranillo grown at elevation—an unusually authentic expression of the variety for Oregon.
• Dog-friendly
• Family-friendly
• Rustic barn event space available by arrangement
Enjoy a taste of history with your wine in Oakland’s 130-year-old bank building, now a tasting room and coffee shop. Triple Oak Wine Vault is worth a stop for their Gewürztraminer and Tempranillo poured inside the original bank vault.
Where to Stay on the North Central Loop
Stay steps from the tasting room at The Wine Room at Triple Oak—a private room with a heated-floor bathroom and a bottle of local wine waiting for you upon arrival. Or head a few miles north to Meadows Estate, which offers a cozy apartment for two, a five-bedroom farmhouse Airbnb that sleeps up to twelve, or RV/camper hookups through the Harvest Host program. If you prefer to head back south to Reustle, you can stay at their Vineyard Inn, which features French-inspired decor and a kitchen that was Winemaker Stephen Reustle’s original lab.
Trail Three—The South Central: Roseburg’s River-to-Downtown Loop
25 minutes south of Oakland, wind your way toward Roseburg for a route that trades small-town charm for river views, a lively downtown, and some of the best wine tasting Roseburg, Oregon, has to offer.
240 Vineyard Ln, Roseburg, OR 97471
Open daily, 11-5pm
History lovers, this one’s for you: HillCrest is the birthplace of Oregon Pinot Noir and the state’s oldest estate winery. Taste the variety that started it all where it all started, tour the winery, and taste straight from the barrel with the winemaker. Visit in early spring for a quieter, more intimate experience.
Unique feature: Sample from an extensive wine library, alongside wines made in Europe.
• Dog-friendly (outside)
• Family-friendly
• Small group blending sessions and winemaker-led experiences
213 Independence Ln, Roseburg, OR 97471 • 17 minutes from Hillcrest
Open Friday, 2-5pm; Saturday & Sunday, 1-5pm
Your scenic midday stop offers a wide variety of wines to sample, including their signature Cabernet Franc—with a peaceful, smooth warmth you can feel! The ripening stage called veraison is a particularly fascinating time to visit. From July through August, see the grapes begin to ripen.
Unique feature: Their deck overlooks the North Umpqua River. The perfect spot to enjoy a charcuterie plate from the winery or your own picnic. Choose a bottle of the ultra food-friendly Gamay Noir to pair with your lunch.
• Dog-friendly
• Family-friendly
• Small group tastings
• Bring your own food
646 SE Jackson St, Roseburg, OR 97470 • 15 minutes from HillCrest
Open daily 11-5pm
Paul O’Brien Winery was the valley’s first urban winery, opened in 2013 by two Robert Mondavi Winery alumni. In the tasting room, taste old-world-meets-new-world Pinot Noir and a barrel-fermented Fumé Blanc.
Unique feature: Enjoy your tasting inside downtown Roseburg’s historic Hansen Chevrolet building.
• Family-friendly
• Walkable location
• Cheese and charcuterie board available; no outside food
Want to add a fourth stop? Just blocks from Paul O’Brien Winery, end your adventure at Trella with a glass of rich Malbec or Toro—the winery’s 50/50 Tempranillo-Malbec blend—or try a crisp, unexpected Grüner Veltliner. Trella is one of the few tasting rooms open late, 7pm Tuesday through Saturday, and features events like wine 101 and trivia nights.
Where to Stay Near Roseburg
Wake up to a panoramic view of the vines from Cooper Ridge Vineyard’s guest house, and visit their tasting room to sample a wide variety of wines, plus frozen wine cocktails in the summer months. Or try the Hampton Inn & Suites for a heated saltwater pool, just off I-5. The Holiday Inn Express is another great spot to rest your head. Upperstory rooms boast views of the Umpqua River.
Want to add a fourth stop? Just blocks from Paul O’Brien Winery, end your adventure at Trella with a glass of rich Malbec or Toro—the winery’s 50/50 Tempranillo-Malbec blend—or try a crisp, unexpected Grüner Veltliner. Trella is one of the few tasting rooms open late, 7pm Tuesday through Saturday, and features events like wine 101 and trivia nights.
Where to Stay Near Roseburg
Wake up to a panoramic view of the vines from Cooper Ridge Vineyard’s guest house, and visit their tasting room to sample a wide variety of wines, plus frozen wine cocktails in the summer months. Or try the Hampton Inn & Suites for a heated saltwater pool, just off I-5. The Holiday Inn Express is another great spot to rest your head. Upperstory rooms boast views of the Umpqua River.
Trail Four—The South: Warm Valley Floor (Tempranillo Country)
The landscape turns warmer and drier about 10 miles south of Roseburg—closer to northern Spain than the Pacific Northwest—and this is where the Umpqua Valley’s Tempranillo story begins.
12500 Lookingglass Rd, Roseburg, OR 97471
Open daily, 11-5pm
As Oregon’s original Tempranillo winery, Abacela is where the region’s site-climate matching philosophy took root—and it shows in every glass. Walk the vines, tour the winery, and meet the winemaker for the full experience.
Unique feature: Between the sun and the terrain, it feels like you’ve been transported straight to Spain.
• Dog-friendly (water bowls)
• Family-friendly, with lawn games and walking areas
• Private and group experiences available
895 Reston Rd, Roseburg, OR 97471 • 15 minutes from Abacela
Open Wednesday-Sunday, 12-5pm
Chickens and ducks roam freely at this low-key, old-world-style vineyard, but the winemaking is anything but casual. Rooted in the family’s Swiss traditions, Girardet grows uncommon varieties that thrive in this warm pocket of the valley, including Baco Noir, Cayuga, Mourvèdre, and Sangiovese.
Unique feature: Baco Noir is the biggest surprise in the glass, and it’s worth the trip on its own.
• Dog-friendly
• Kid-friendly
• Group blending sessions and winemaker-led experiences
15330 Old Highway 99 S, Myrtle Creek, OR 97457 • 15 minutes from Girardet
Open Thursday & Friday, 2-6pm; Saturday, 11-6pm
Close the trail where the valley’s warm south meets a coastal breeze—on a riverside deck at Richwine. This young winery plans to craft vintage blends that play to each variety’s strengths. While their vines become established, they’re focused on careful, limited-intervention winemaking and creating memorable tasting experiences. As owner Tyler Richwine says, visiting feels like “being on vacation and at home at the same time.”
Unique feature: Several rare grafted varieties, including Carménère, Carignan, Primitivo, Assyrtiko, are in the ground and won’t produce a full crop until 2027, a rare chance to watch a winery’s future take shape in real time.
• Dog-friendly
• Family-friendly, with kids’ activities and a play structure
• Ask about events in their 70-year-old event barn
Have room for one more? Freed Estate Winery is a small family operation known for growing estate Syrah and Viognier without herbicides—sheep included. Bryan and Crissy Freed describe a visit as “sitting on a friend’s front porch, with a glass of really good wine and nowhere you need to be.”
Where to Stay in the South Umpqua Valley
Stay amidst the vines at Girardet’s Chardonnay Chalet, bookable directly on Airbnb, or opt for full resort comforts at Seven Feathers Casino Resort in nearby Canyonville—with 300 rooms, an indoor pool, and the River Rock Spa. Mention promo code WINETRAIL when booking by phone for a discount.
Building Your Weekend: Pairing Trails Together
However much time you have, two trails make an easy, well-paced Umpqua Valley weekend trip. A few pairings to consider:
- Cool Climate Weekend: Trail One + Trail Two—Pinot Noir and Riesling country, with no long drives between stops
- Bold Reds Weekend: Trail Three + Trail Four—from Cabernet Franc to Tempranillo, ending at the southern tip of wine country.
- Best of Both Worlds: Trail Two + Trail Four—Oakland’s historic small-town charm against Abacela’s Mediterranean vibe.
However you pair them, plan your trip and browse the full winery directory to build an itinerary around exactly what you love to drink.
Good to Know Before You Go
A few things to keep in mind as you plan your Southern Oregon wine tasting weekend:
- Tasting fees vary by winery and change from season to season. Expect anywhere from complimentary to a modest fee, often waived with a bottle purchase.
- About half of the wineries in our valley aren’t open on Sundays, so consider a Friday-Saturday trip. Plan ahead with our winery directory to filter the days you wish to visit. Our winery listings are updated annually.
- Tasting room hours shift seasonally, so double-check before you go, especially in the off-season.
- Consider timing your trip with one of our special events.
Reservations aren’t required at most wineries, though it’s worth calling ahead for group visits or during peak season. - This is a self-drive region with limited rideshare coverage, so plan for a designated driver or book a guided tour. Email us for the most current touring company options.
Plan a Weekend Trip to Roseburg, Oregon
Getting There
Roseburg is a popular base for both wine tasting and other Umpqua Valley adventures. It sits right off I-5, roughly 3 hours south of Portland, 1 hour south of Eugene, and 2 hours north of Ashland and Medford—making it an easy addition to any Oregon road trip.
Nearby Airports
The Eugene Airport (EUG) is the closest major airport to Umpqua Valley wine country, about an hour’s drive north of Roseburg; Rogue Valley International in Medford is a similar distance to the south.
However you arrive in the Umpqua Valley, all four wine trails fan out from Interstate 5, so you’re never far from your first pour.
Answers to Common Questions
There’s usually plenty of room—reservations aren’t required at most wineries, unless you’re visiting outside regular tasting hours or during a special event or wine club release.
- 3 hours south of Portland, Oregon
- 1 hour south of Eugene, Oregon
- 2 hours north of Ashland and Medford, Oregon
- 2.5 hours north of the California border
About half of our wineries are dog-friendly—use our winery directory to filter your search.
The weather rarely gets too extreme here, so any season is lovely—but three moments stand out: flowering in late spring or early summer, véraison in mid-summer as the grapes change color, and harvest in autumn.
We recommend one trail a day, with no more than four wineries—so a single weekend is perfect for pairing two trails together (see “Building Your Weekend” above). Want to do all four? Plan on splitting the trip across two visits.
Plan Your Own Umpqua Valley Weekend
Ready to build your own hundred valleys itinerary? Explore the winery directory to discover every stop the Umpqua Valley has to offer, then check out our Plan Your Visit page to start mapping your weekend.