October Across Oregon: Pumpkin Patches, Wine Country Weekends & Harvest Vibes from Portland to the Valley
- Bella Casa Admin
- Oct 15
- 3 min read
Fall in Oregon is a whole experience. From cozy vineyards in the Willamette Valley to pumpkin patches in beautiful farm country, October brings crisp air, golden leaves, and plenty of ways to get outside. Whether you’re after family fun, a weekend drive, or a scenic stop between showings, we’ve rounded up Oregon’s best 2025 fall highlights, complete with pro tips, regional routes, and must-see events to make your planning easy.
Portland Metro & Willamette Valley Picks
Bella Organic Farm (Sauvie Island)
Open daily from Sept 27 through Oct 31, with pumpkin patch, hayrides, and weekend haunted maze evenings. Bauman's Harvest Festival+1
Frog Pond Farm (Wilsonville area)
Open Sept 19 – Oct 31. Attractions include llama corn maze, bounce park, animal interactions on 20+ acres. Visit McMinnville+2Visit McMinnville+2
Bauman’s Harvest Festival (Gervais, OR)
Runs from Sept 20 – Oct 30, 2025. Big north-of-Salem option with seasonal activities, produce, hayrides, pumpkin patch. Bauman's Harvest Festival
Penner-Ash Cellar Club Fall Pairings — Oct 18, 2025
In McMinnville, a cozy wine pairing event on the hill. RSVP required (two times: 11 a.m. & 2:30 p.m.). Penner-Ash Wine Cellars
Wine Country & Mid-Valley Highlights
Spooky Stamp Workshop @ Mac Market Oct 28, 2025 (5:15–6:45 p.m)
Get hands-on before Halloween with the Mac Tool Library and local artist Hearth and Hive at Mac Market. Carve your own spooky hand stamp, pumpkins, ghosts, or whatever haunts your imagination, and enjoy their 2nd Annual Bake Sale while you work. Tickets are $25 per person, and all materials are included. Register through the Mac Tool Library to reserve your spot.
Instagram: @mactoollibrary.
Ponzi & Sokol Blosser — Oct 31, 2025
Vine to Wine Harvest Tour at Ponzi (11:00 a.m. – 1:00 p.m.) Oregon Wine
Farm & Forage | Food + Wine Pairing at Sokol Blosser (1:00 p.m. – 3:00 p.m.) Oregon Wine
Pro Tips & Warnings (So You Avoid the Oops)
Check hours / ticket windows — many farms adjust hours nearer to Halloween or have timed entry.
Weekdays or early morning = best move — patches in the metro (Sauvie Island, Bella, Frog Pond) get busy fast.
Dress for mud — corn mazes get slick after rain; strollers/wheelchairs may struggle
Haunted nights have age considerations — some events limit participation for younger kids.
Bring cash or small bills — smaller farm stands sometimes skip credit machines.
As you explore Oregon’s pumpkin patches, vineyards, and fall festivals, enjoy and experience the season’s rhythm. Fall in Oregon is simply amazing.
If you’re wondering how today’s real estate market fits your plans to buy or sell (or both), our team is always happy to share a grounded, local perspective.
Buy. Sell. Be Happy.
At Bella Casa Real Estate Group, we’re proud to be the #1 brokerage in our market for both volume and units sold, and we’d love to put that experience to work for you. Connect with Catherine, Amy, or Joni to talk through next steps and make your next move as smooth as a fall drive through wine country.
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