I love the community of the Oregon wine country. You will frequently run into winemakers, chefs and boutique owners all in line for coffee and chatting about the latest vintage. I also love that it is a place flush with small independently owned businesses.

Where to Stay

• Market Lofts – unique apartment style vacation rental above Red Hills Market with a great central location to wine country
• Pulp & Circumstance Airbnb – unique vacation rental above a boutique in historic Downtown Newberg
• The Allison Inn & Spa – beautiful hotel with a great spa

Where to Eat

• Red Hills Market – Dundee grinder and Hawaiian pizza
• Forage – meat lovers pizza and steak frites
• Kopitos – shrimp/bacon tacos
• Rosmarino – Bolognese gnocchi
• Dos Mundos – food truck in Newberg with the Best baja shrimp tacos ever!

Where to Go Wine Tasting

Hard to pick, but here are some of my favorites…

• Resonance
• Granville
• L ‘Angolo
• Lange – all make delicious wines and have beautiful spaces to taste them in

What to do

• Champoeg State Park
• The Trappist Abbey hike in Carlton
• Shopping in Downtown Newberg & McMinnville
• 99W Drive-In Movie Theater
• The Chehalem Cultural Center’s numerous events
• Art Elements Gallery

The Biggest Mistake I Think Vistors Make…

Only going to the big well-known wineries, and not taking a drive into the beautiful hills. Talk to locals and get inside recommendations.

Why I Asked Jennifer’s Advice

Jennifer Sitter isn’t just visiting Oregon Wine Country, she lives and breathes it. As owner of Pulp & Circumstance in downtown Newberg and the vacation lofts at both her shop and Red Hills Market, Jennifer has her finger on the pulse of this vibrant community. You’ll find her chatting with winemakers at the coffee shop, discovering new restaurants with chef friends, and connecting visitors with the independently owned businesses that make this region extraordinary.

What makes Jennifer’s guide different? These aren’t tourist traps, they’re the places where locals actually eat, drink, and gather. From hidden winery gems tucked into the hills to the food truck that makes the valley’s best tacos, Jennifer shares the Oregon Wine Country she knows and loves. Trust her when she says the biggest mistake visitors make is sticking only to the famous names. The real magic happens when you venture off the beaten path.

Ready to experience wine country like a local? Let Jennifer show you the way.