Venue

Bella Collina Bed & Breakfast

📍6280 SE Eola Hills Rd, Amity, Oregon, 97101

Low-key rooms with patios or balconies in a laid-back wine country B&B on leafy grounds.

Historic Estate

A' Tuscan Estate Bed & Breakfast

📍809 NE Evans St, McMinnville, Oregon, 97128

Plush circa-1928 B&B offering traditional rooms, plus free Wi-Fi & French-style breakfast.

Vineyard & Winery

Bent Tree Lodge & Vineyard

📍253 Happy Trails Wy, Jasper, Georgia, 30143

Venue

La Bastide Bed and Breakfast

📍21150 NE Niederberger Rd, Dundee, Oregon, 97115

Refined B&B featuring 7 airy rooms, plus a bright, warm dining room & winery tours.

Vineyard & Winery

Sophie's Vineyard

📍5890 Boswell Rd, Yoncalla, Oregon, 97499

Historic Estate

The Hawk Estate

📍416 Hawk Dr, Grants Pass, Oregon, 97527

Historic Estate

Country Willows Inn & Estate

📍1313 Clay St, Ashland, Oregon, 97520

This tranquil B&B offers country-chic rooms, a pool & hiking trails on 5 acres.

Vineyard & Winery

West Haven Vineyards

📍300 Reuben Boise Rd, Dallas, Oregon, 97338

Vineyard & Winery

Richwine Vineyards

📍15330 Old Hwy 99 S, Myrtle Creek, Oregon, 97457

Vineyard & Winery

Vineyard View Celebrations at La Bastide

📍20328 Hazelnut Ridge Rd, Scotts Mills, Oregon, 97375

Historic Estate

Concord Estate

📍2090 Roberts Mountain Rd, Roseburg, Oregon, 97471

Vineyard & Winery

Meadows Estate Vineyard & Winery

📍175 Hogan Rd, Oakland, Oregon, 97462

Vineyard & Winery

Beacon Hill Winery & Vineyard

📍22251 NE Laughlin Rd, Gaston, Oregon, 97119

Vineyard & Winery

Eagles Nest Reserve Vineyard and Winery

📍12995 NW Bishop Rd, Hillsboro, Oregon, 97124

Vineyard & Winery

Johan Vineyards

📍4285 N Pacific Hwy W, Rickreall, Oregon, 97371

Vineyard & Winery

Campbell Lane Winery

📍27411 SW Campbell Ln, West Linn, Oregon, 97068

Vineyard & Winery

Grizzly Peak Winery

📍1600 E Nevada St, Ashland, Oregon, 97520

Historic Estate

Hummingbird Estate

📍1677 Old Stage Rd, Central Point, Oregon, 97502

Historic Estate

Jenkins Estate

📍8005 SW Grabhorn Rd, Beaverton, Oregon, 97007

Tranquil country estate with renovated stable & wooded grounds that are open for self-guided tours.

Vineyard & Winery

Carpenter Creek Farm & Winery

📍47266 SW Carpenter Creek Rd, Forest Grove, Oregon, 97116

Historic Estate

Bybee Estate

📍883 Old Stage Rd, Central Point, Oregon, 97502

Vineyard & Winery

Silvan Ridge Winery

📍27012 Briggs Hill Rd, Eugene, Oregon, 97405

Long-running local winery offering a summer concert series & daily complimentary tastings.

Garden

Leach Botanical Garden

📍6704 SE 122nd Ave, Portland, Oregon, 97236

Estate featuring a manor house, 2,000+ plant species, classes & trails for nature walks.

Resort

The Allison Inn & Spa

📍2525 Allison Ln, Newberg, Oregon, 97132

High-end resort featuring serene rooms, plus regional dining, spa services & a wine cellar.