Sip & Stay
Your Invitation to Sip, Relax, and Stay a While
Are you wine curious? Maybe a wine explorer? A connoisseur? When planning your wine weekend, don’t just book a tour with us; check out our recommendations for lodging, dining, and shopping too! With our weekend getaway itineraries, discover the heart of Southern Oregon with curated food and wine travel experiences designed for every kind of wine lover.
New to wine, or just love discovering something delicious in good company? Our Curious itinerary is a relaxed introduction to Southern Oregon wine country, blending laid-back tastings, local flavors, and scenic stops.
Designed for travelers with a growing passion for wine and a taste for adventure, our Explorer itinerary balances education with exploration. Enjoy immersive tastings, vineyard tours, and inspired meals that showcase the region’s terroir.
Created for true enthusiasts, our Connoisseur itinerary is a refined journey into the heart of Southern Oregon’s most exceptional wine experiences, from private tastings to chef-driven dining and lodging in the heart of wine country.
Your Weekend Escape, Perfected
Planning the perfect weekend getaway shouldn't feel like a second job. You want a romantic or relaxing escape where every detail is handled with care, from the first pour to the final sunset. Instead, you're stuck scrolling through reviews at midnight, trying to piece together an itinerary in a region you've never visited.
That's exactly why we created these Sip & Stay itineraries. We believe a wine weekend should be about connection and discovery, not stress. These travel itineraries are your seamless bridge between "I need a break" and "that was unforgettable." And of course, they pair beautifully with our premium, expert-led wine tours, taking all the guesswork out of your travel.
Whether you're a local wine enthusiast or a visitor exploring the Pacific Northwest for the first time, we treat you like a VIP. With our deep industry connections and passion for storytelling, we don't just drive you from winery to winery: we introduce you to the heart and soul of Southern Oregon's wine community.
Choose Your Perfect Wine Country Getaway
For the Curious
New to wine, or just love discovering something delicious in good company? The Curious itinerary is a relaxed introduction to Southern Oregon’s wine country, blending laid-back tastings, local flavors, and scenic stops that capture the charm of Grants Pass. This getaway highlights some of the most welcoming wineries in Southern Oregon, ideal for those interested in agritourism activities, local dining, and outdoor adventure.
Sip your way through boutique Oregon wineries and explore the Rogue Valley’s mix of small-town hospitality and big flavor. Whether you’re new to wine or simply looking for hidden gems among wineries in Oregon, this Rogue Valley wine tour is a beautiful way to unwind, explore, and experience authentic wine country charm.
For the Explorer
Designed for travelers with a growing passion for wine and a taste for adventure, The Explorer itinerary is your invitation to experience the heart of Southern Oregon wine country. This thoughtfully curated journey blends education with exploration, from immersive wine tasting tours and behind-the-scenes vineyard visits to inspired farm-to-table dining that celebrates the region’s terroir.
Along the way, you’ll discover why the Rogue Valley is one of the most exciting emerging agritourism destinations, where every glass tells a story of place and craft. Perfect for curious travelers seeking authentic wine and travel experiences off the beaten path.
For the Connoisseur
Created for true wine enthusiasts, The Connoisseur itinerary offers a refined journey through Southern Oregon’s premier wineries and luxury wine tours. Indulge in private tastings, chef-driven dining experiences, and vineyard stays that embody the elegance and craftsmanship of the region.
This is wine tasting in Oregon at its finest, where each glass reflects the unique terroir of the Rogue Valley and the artistry of its winemakers. Perfect for travelers seeking exclusive winery tours, wine and travel experiences, and unforgettable food and wine vacations in one of Oregon’s most captivating agritourism destinations.
About Grants Pass
Nestled in Southern Oregon along the scenic Rogue River, Grants Pass is a charming small town known for its welcoming community, historic downtown, and access to the region’s natural beauty. Visitors can enjoy a range of experiences, from hiking and river adventures to exploring local farms and vineyards, making it a standout agritourism destination. With its combination of outdoor recreation, cultural attractions, and locally inspired food and lodging, Grants Pass offers something for every traveler looking for a good and wine weekend getaway in the Rogue and Applegate Valleys.
About the Applegate Valley
Just fifteen minutes from downtown Grants Pass, the Applegate Valley AVA stretches fifty miles north from the California border along the pristine Applegate River. Surrounded by forested hills, organic farms, and fragrant lavender fields, this fertile valley is home to 16 unique wineries producing high-quality, hand-crafted wines that reflect the character of the land. Small, intimate tasting rooms offer visitors personal experiences with winemakers, making the Applegate Valley a hidden gem in Southern Oregon’s wine landscape. Here, wines have a story, the scenery is stunning, and every visit feels like a discovery.
FAQs
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Lodging, dining, and activities are booked directly with each business, and Latitude Wine Tours can be reserved online for your wine-tasting day. Each itinerary includes everything you need to plan your perfect Southern Oregon wine weekend getaway.
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The itineraries are primarily self-guided, giving you the freedom to explore Grants Pass and the Applegate Valley at your own pace. Your wine-tasting day is hosted by Latitude Wine Tours, offering a curated, guided experience with transportation included.
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Visiting Southern Oregon wine country in the off-season means fewer crowds, more personal attention at boutique wineries, and a slower, more authentic experience. Winter brings cozy tasting rooms, dramatic mountain scenery, and the chance to connect directly with winemakers,making it an ideal time for relaxed wine tours and meaningful food and wine vacations.
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Yes! These itineraries are designed as curated suggestions, but you’re welcome to tailor them to your interests. Add more wineries, swap in your favorite restaurants, or include breweries, cideries, distilleries, or outdoor activities to fit your travel style.
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Not at all — our itineraries are designed for every level of wine interest, from beginners to seasoned collectors. Whether you're wine-curious or a long-time connoisseur, you’ll find experiences that are welcoming, educational, and fun.
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Southern Oregon shines year-round, but the Sip & Stay itineraries are especially designed to encourage travel October through March, when the region is peaceful, scenic, and full of cozy, off-season charm. This is also a great time for intimate tastings and fewer crowds.
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Each itinerary is designed for two nights and three days, giving you enough time to enjoy wineries, explore downtown Grants Pass, dine locally, and soak in the region’s beauty without rushing. But I often find that people wish they had scheduled more time for their trip! Explore each itinerary to make sure you don’t miss out on any of the fun.
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Absolutely. Couples, friend groups, solo travelers, and families all find the itineraries easy to follow and enjoyable. Latitude Wine Tours specializes in small-group experiences, offering a personalized day of wine tasting for most group sizes. Our van is spacious for five guests, cozy for up to seven guests.
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Yes! Southern Oregon’s beverage scene is wonderfully diverse. Our itineraries include or suggest small batch cideries and craft breweries, so you can experience the full range of local flavors.
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Definitely. The region is home to local farms, orchards, lavender fields, and seasonal agritourism activities. Depending on the time of year, you can visit farm stands, u-picks, grazing operations, or small artisan producers throughout the Applegate Valley and Rogue Valley.
Trusted Locally, Certified Professionally
Latitude Wine Tours is deeply rooted in the Southern Oregon community. Our owner, Faith Lemire-Baeten, serves on the Visit Grants Pass Board and on committee with Women in Wine Oregon, working to grow and elevate the region's agritourism scene. We're fully licensed, insured, and committed to providing a safe, professional experience for every guest we serve across Grants Pass, Medford, Jacksonville, Ashland, and everywhere in-between.
With a spotless 5-star reputation, we offer the security of a professional operation with the heart of a local startup. Faith’s WSET Level 3 certification isn't just a shiny pin (though it is very shiny): it's a reminder that your guide is one of the most qualified wine educators in the region. When you book with us, you're supporting a local business that knows every backroad, every boutique winery, and every hidden gem. We're not just showing you our region: we're sharing it with you, the way we would with a close friend.
Ready to Sip & Stay?
You deserve a weekend that restores your spirit and delights your senses. No more stressing over maps, reservation windows, or whether you're missing the "must-see" spot. Whether you want to dive deep into the science of the vine or simply relax with a glass of rosé overlooking the Applegate Valley, our Sip & Stay experience is your ticket to a flawless Southern Oregon escape. After all, the best wine is the one shared with the people you love, and the best tour is the one where you don't have to worry about a single thing.
Are you ready for your personalized wine weekend? Call or text us today at (541) 450-9593 or email at info@latitudewinetours.com to discuss your ideal itinerary or to book your private tour. We love nothing more than helping our guests discover their new favorite weekend getaway.
Ready for your one-of-a-kind wine country experience?
