Jacksonville Wine & Dine Festival

When

Saturday, September 19, 2026⚠ Dates to be confirmed — verify with the organizer.

Where

Jacksonville, OR, US · Southern Oregon

Admission

Early bird tickets around $70

Cadence

annual

The Jacksonville Wine & Dine Festival brings together Southern Oregon wineries and restaurants for an evening of unlimited tastings on the grounds of historic Bigham Knoll. Trolley service runs through the historic district, connecting visitors to participating tasting rooms during the Rogue Valley harvest season.

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U-pick farms nearby

Dos Mariposas Vineyards & Lavender

U-pick · Jun–Jul

Medford · Thu-Sun (seasonal hours; extended during lavender season)

Pickable now

💜Lavender🍇Grapes

Vineyard and lavender farm in the Rogue Valley offering u-pick lavender in season alongside a wine tasting room.

Durant at Red Ridge Farms

U-pick · Jun–Jul

Dayton · Reservation required · Farm shop and gardens daily 10am-5pm; tasting room Thu-Mon 10am-5pm

Pickable now

💜Lavender🍇Grapes🍃Olives

Willamette Valley estate with lavender fields, an olive mill, and a winery, hosting a free Lavender Festival each July.

Bella Organic Farm

U-pick · Jun–Oct

Portland · Organic · Daily in season

Pickable now

🎃Pumpkins🌽Corn🍓StrawberriesBlueberriesBlackberriesMixed Berries🍇Grapes

Certified organic Sauvie Island farm and winery with summer u-pick berries and a big fall pumpkin patch and corn maze just outside Portland.

Justy's Produce and Flowers

U-pick · Jun–Oct

Milwaukie · Mon-Sat 10am-6pm, closed Sun

Pickable now

Mixed🌻Sunflowers🍎ApplesBlueberriesBlackberriesRaspberries🍓StrawberriesPeaches🍐Pears🍇Grapes🌽Corn🍅Tomatoes🎃Pumpkins🥕OnionsApricots🍒Cherries

Family farm stand and u-pick in Milwaukie selling its own chemical-free produce, dahlias, and sunflowers, June through October.

Midway Farms

U-pick · Jun–Oct

Albany · Thu-Mon 10am-6pm

Pickable now

🍇Grapes💜Lavender🍓Strawberries

Small-scale farm on Hwy 20 between Albany and Corvallis with u-pick table grapes, lavender, and strawberries plus a gluten-free farm store.

Miller Farm

U-pick · Jun–Oct

Salem · Sun-Fri 9am-5pm; closed Saturdays

Pickable now

BlueberriesBlackberriesRaspberries🍒Cherries🍇Grapes🍎Apples🍐Pears🍑Plums🍐Figs🍅Tomatoes💜Lavender

U-pick berries, tree fruit, and table grapes at a riverside farm and fruit stand south of Salem, open late June through late October.

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