Wine Country Itineraries in Oregon

Wine and culinary destinations with day-by-day plans — verified attractions, realistic pacing, and unhurried afternoons.

18 itineraries

Vineyard Rows & Volcanic Rims: Two Unhurried Days in the Rogue Valley

2 Days · Active Retirees

Medford area (non-Crater Lake), Oregon

Vineyard Rows & Volcanic Rims: Two Unhurried Days in the Rogue Valley

4 stops

Volcanic Soil & Victorian Streets: A Solo Wine Journey in the Rogue Valley

3 Days · Solo

Medford area (non-Crater Lake), Oregon

Volcanic Soil & Victorian Streets: A Solo Wine Journey in the Rogue Valley

6 stops

Vines, Victorians & Volcanic Views: A Family Weekend in the Rogue Valley

2 Days · Young Families

Medford area (non-Crater Lake), Oregon

Vines, Victorians & Volcanic Views: A Family Weekend in the Rogue Valley

4 stops

Volcanic Light & Valley Wine: Two Days Around Medford

2 Days · Couples

Medford area (non-Crater Lake), Oregon

Volcanic Light & Valley Wine: Two Days Around Medford

4 stops

Vineyard Rows & Volcanic Views: A Family Weekend in Rogue Valley

2 Days · Young Families

Medford area (non-Crater Lake), Oregon

Vineyard Rows & Volcanic Views: A Family Weekend in Rogue Valley

4 stops

Volcanic Light & Valley Vintage: Two Days in the Rogue

2 Days · Couples

Medford area (non-Crater Lake), Oregon

Volcanic Light & Valley Vintage: Two Days in the Rogue

4 stops

Vineyard Afternoons & Volcanic Mornings: A Family Weekend in Rogue Valley

3 Days · Young Families

Medford area (non-Crater Lake), Oregon

Vineyard Afternoons & Volcanic Mornings: A Family Weekend in Rogue Valley

5 stops

Vineyard Rows & Volcanic Mesas: A Rogue Valley Family Weekend

3 Days · Young Families

Medford area (non-Crater Lake), Oregon

Vineyard Rows & Volcanic Mesas: A Rogue Valley Family Weekend

4 stops

Marble Domes & Vineyard Roads: A Willamette Valley Weekend

2 Days · Teen Families

Salem, Oregon, Oregon

Marble Domes & Vineyard Roads: A Willamette Valley Weekend

5 stops

Marble Domes & Vineyard Rows: Two Days in Salem

2 Days · Teen Families

Salem, Oregon, Oregon

Marble Domes & Vineyard Rows: Two Days in Salem

4 stops

Marble, Vines, and Quiet Tables: A Solo Fall Weekend in Salem

2 Days · Solo

Salem, Oregon, Oregon

Marble, Vines, and Quiet Tables: A Solo Fall Weekend in Salem

5 stops

Marble, Vineyards & Valley Light: Two Slow Days in Salem

2 Days · Active Retirees

Salem, Oregon, Oregon

Marble, Vineyards & Valley Light: Two Slow Days in Salem

3 stops

Vineyard Rows & Capitol Lawns: A Family Wander Through Salem

2 Days · Young Families

Salem, Oregon, Oregon

Vineyard Rows & Capitol Lawns: A Family Wander Through Salem

4 stops

Marble, Vineyards & Quiet Willamette Light: 2 Days in Salem

2 Days · Couples

Salem, Oregon, Oregon

Marble, Vineyards & Quiet Willamette Light: 2 Days in Salem

4 stops

Vineyards, Verandas & Little Feet: A Family Weekend in Salem

2 Days · Young Families

Salem, Oregon, Oregon

Vineyards, Verandas & Little Feet: A Family Weekend in Salem

4 stops

Vineyard Light & Capitol Quiet: Two Days in Salem

2 Days · Couples

Salem, Oregon, Oregon

Vineyard Light & Capitol Quiet: Two Days in Salem

4 stops

Marble, Vine & Valley Light: Two Days in Salem

2 Days · Active Retirees

Salem, Oregon, Oregon

Marble, Vine & Valley Light: Two Days in Salem

4 stops

Volcanic Vines: A Solo Wander Through Rogue Valley's Gold Rush Streets and Lava-Rock Skies

2 Days · Solo

Medford area (non-Crater Lake), Oregon

Volcanic Vines: A Solo Wander Through Rogue Valley's Gold Rush Streets and Lava-Rock Skies

4 stops

Marble Domes & Quiet Vineyards: A Solo Wine Escape in Salem

2 Days · Solo

Salem, Oregon, Oregon

Marble Domes & Quiet Vineyards: A Solo Wine Escape in Salem

4 stops

Volcanic Vineyards: A Slow Autumn in the Rogue Valley

3 Days · Active Retirees

Medford area (non-Crater Lake), Oregon

Volcanic Vineyards: A Slow Autumn in the Rogue Valley

6 stops

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