Sip & Stay: For the Connoisseur
Created for true enthusiasts, our Connoisseur itinerary is a refined journey into the heart of Southern Oregon’s most exceptional wine experiences. From private reserve tastings to chef-driven dining and luxury lodging, this itinerary celebrates craftsmanship, connection, and the art of savoring every moment.
The Perfect Wine Country Getaway for the Connoisseur
Created for true wine lovers, this itinerary delivers a luxurious, immersive experience through Southern Oregon’s most distinctive wineries, elevated dining, and refined hospitality.
Day 1: Arrive in Style & Dine with Elegance
Afternoon: Arrive in the Applegate Valley and check into the Wanderlust Vineyard Cottage, an elegant stay nestled among the vines for an authentic wine country retreat.
Evening: Savor an intimate dinner at Carson’s Bistro, featuring curated wine selections. A perfect welcome to your Rogue Valley escape.
Day 2: A Deep Dive into Biodynamic Wine Country
Morning: Begin your day with a freshly baked breakfast at Pennington Farms, a beloved local bakery and produce farm in the heart of the valley.
Late Morning & Afternoon: Embark on a bespoke Latitude Wine Tour featuring small-production and biodynamic wineries. Enjoy a private winemaker tasting with Circadian Cellars hosted at Blossom Barn Cidery. Then, enjoy immersive tasting experiences at Troon Vineyard and Cowhorn, two of the region’s biodynamic wineries.
Evening: Dine riverside at The Lindsay Lodge, where the elegant menu and serene Applegate River views create a truly unforgettable evening.
Day 3: Slow Mornings & Thoughtful Farewells
Morning: Enjoy a leisurely breakfast and mimosas at MaMosa’s, a local favorite known for its creative farm-to-table brunch.
Late Morning: Sip artisanal tea at Mystic Valley Farm Tea Shop and enjoy delightful baked goods at GG Sugarplums, right next door to each other downtown.
Departure: Before heading home, stop by Partake Shop, an international wine shop where you can pick up a few more bottles to remember your Rogue Valley experience.
Explore our other itineraries!
Looking for something more relaxed? If you’d prefer a more laid-back introduction to Southern Oregon wine country, check out our “For the Curious” itinerary. It’s perfect for those new to wine or anyone who just wants to sip, explore, and unwind at their own pace.
Want to balance luxury with adventure? Explore our “For the Explorer” itinerary — a journey that blends boutique Oregon wineries, scenic vineyard tours, and farm-to-table dining for travelers who love discovery as much as they love great wine.
FAQs
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The Connoisseur itinerary is crafted for seasoned wine lovers and travelers seeking a deeper, more luxurious exploration of Southern Oregon wineries. It’s ideal for those who appreciate thoughtful details — from private winemaker tastings and chef-driven meals to curated stays at boutique wineries — and who want to experience the region through the lens of craftsmanship and connection.
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While the Curious and Explorer itineraries highlight approachability and adventure, the Connoisseur itinerary focuses on refinement. This journey emphasizes exclusive wine experiences, elevated dining, and behind-the-scenes access to the region’s most acclaimed producers. It’s designed to showcase the full depth and diversity of Oregon’s Rogue Valley wine country in a way that feels immersive and personalized.
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Yes, the Connoisseur itinerary features a private tasting with a winemaker, as well as an inside look at our boutique and biodynamic wineries. Each experience is curated to offer meaningful insight into the region’s terroir, winemaking philosophies, and the artistry behind every bottle.
Ready for your one-of-a-kind wine country experience?
