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Anderson Valley in spring and summer is all about small-town charm, sprawling vineyards and the kind of golden light that makes you forget your phone. Perfect for couples or curious travelers, this three-day itinerary invites you to unwind, explore redwoods and farms and indulge in the simple pleasures of food, nature and wine. Your home base: the elegant and peaceful The Madrones.
Begin your adventure in downtown Boonville with lunch at Offspring Pizza, where wood-fired pies come with seasonal toppings and a bright, casual vibe. Afterward, stop by Paysanne for a post-lunch treat creamy scoops, vintage candy, baked good and small-town nostalgia.
Check in at The Madrones, your home for the weekend. Nestled in the hills of Philo, the property includes lush gardens, wine tasting room and a vintage-style cannabis apothecary. Take time to stroll the grounds and soak in the calm. Later, enjoy a refined yet relaxed dinner at Wickson, an on-site restaurant. Expect thoughtfully prepared seasonal fare and a curated wine list, all served in a beautifully rustic setting.
Fuel up at Mosswood Market in Boonville with excellent coffee and pastries. Then head to Hendy Woods State Park for a serene hike under cathedral-like redwoods. Take the Big Hendy Loop or Discovery Trail for shaded paths and river views.
On your way back, stop at the charming Philo Apple Farm. Depending on the season, you can pick up fresh juice, jam or apples from the stand, all grown and made on-site. For lunch, visit The Boonville Distillery. Enjoy a light, seasonal plate alongside house-made vodka or agave spirit in their sunny garden courtyard. After lunch, swing by Disco Ranch, a wine bar and specialty shop offering local pours and artisanal snacks in a funky, welcoming space.
For dinner, head back toward Philo for a casual and satisfying meal at Jumbos Win Win a local burger and fry joint known for great food and friendly vibes. It’s the perfect low-key end to a full day.
Take your time waking up, then check out and head to The Boonville General Store for a comforting breakfast. Think delicious breakfast sandwiches, lattes, and house specials you’ll love.
Before leaving the valley, make one last stop at Anderson Valley Brewing Company. Grab a beer flight, toss a few rounds on their 18-hole disc golf course, or relax in the beer garden with a live band (if you time it right). It’s the ideal send-off with plenty of space to stretch out and reflect on a slow, soul-filling trip.
Photo Courtesy of @foursightwines
Spring and summer are ideal for visiting Anderson Valley. From March through May, you’ll find bright green vineyards, blooming wildflowers, and perfect hiking weather. By June and July, the days grow warmer and longer, ideal for wine tastings, patio dining and evening strolls through the valley. If you’re lucky, you might catch a lavender field in full bloom or a live show at the brewery.
Anderson Valley’s weather can shift from foggy mornings to warm afternoons, so layers are essential. Bring comfortable shoes for walking and hiking, a sun hat, sunglasses, and sunscreen for daytime exploring. A reusable water bottle will keep you hydrated between tastings, and a picnic blanket comes in handy for spontaneous outdoor meals or lounging by the river. Don’t forget dog essentials if you’re traveling with a pup many stops are pet-friendly!
This family-owned winery offers more than just estate-grown wines. Stop in for a tasting, then take a peaceful stroll through their lavender garden (best viewed in spring). The scent, the color, and the laid-back energy of the property make this a soul-soothing detour that feels like a deep breath in the middle of your trip.
Pennyroyal is a must for food lovers. Their farm tours let you meet the goats, see cheese-making in action, and learn about sustainable agriculture. Afterward, settle in for a guided wine and cheese tasting on their scenic patio. It’s one of the most immersive and delicious ways to experience Anderson Valley’s deep connection to land and community.
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