Things to do in Windsor
Discover amazing Windsor activities and premium in-home experiences.
Windsor is a family-friendly town tucked between world-renowned wineries and scenic regional parks in Sonoma County. Its central plaza is a hub for community events, local eateries, and seasonal farmers markets. With easy access to both the Russian River and Healdsburg’s wine scene, Windsor makes an ideal home base for travelers seeking nature, culture, and a relaxed Northern California vibe.
Popular Activities in Windsor
Private Wine Country Transportation (Up to 10 Guests)
Embark on a curated 6-hour journey through the picturesque landscapes of Napa and Sonoma Valleys.
Private Winery Tour Service (Up to 6 Guests)
Travel in style as our expert guides whisk you away on a bespoke 6-hour tour of three hand-picked wineries.
Gourmet Picturesque Picnic with Chef Dave
Escape into the beauty of Sonoma County with a curated picnic experience along the stunning Russian River or Sonoma Coast.
Scenic Kayak Adventure & Return Transportation
Perfect for those looking to unwind or seeking a gentle thrill, our self-guided kayak package is the ideal way to explore the serene beauty of the Russian River.
Scenic Wine Country Bike Tour
Immerse yourself in the beauty of Sonoma with our Scenic Wine Country Bike Tour.
Guided Sonoma Valley Hike with Champagne Toast
Join us as we hike around the beautiful Sonoma Valley, exploring its picturesque trails and breathtaking landscapes. Led by a local expert, this guided tour offers a perfect mix of adventure and relaxation.
Private Bodega Bay Fishing Charter
Embark on a memorable fishing adventure with our Private Bodega Bay Fishing Charter, designed to offer you an unrivaled fishing experience! Tailored to accommodate up to six people, this charter is perfect for families or a group of friends looking to create some memories while fishing.
Sonoma Local Food & Wine Tour
This unique food, wine, and history tour offers an authentic local experience, taking you to hidden gems around charming downtown Sonoma.
Vine Trail Discovery E-Bike Tour
Pedal Napa's Vine Trail on an e-bike, visit a winery, and relax with a Bouchon Bakery picnic lunch.
Half-Day Napa Valley E-Bike Tour
Ride scenic vineyard roads on an e-bike and enjoy a hosted winery tasting
Half-Day Sonoma Wine Country Bike Tour
Pedal scenic backroads, taste wine and olive oil, and learn Sonoma's vine-to-bottle story with a local guide
The Tastes of Sonoma Bike Tour
Pedal scenic backroads, sample award-winning wines and enjoy a vineyard picnic in one relaxed Sonoma outing
Sonoma Trail Ride & Wine Tasting Adventure
Experience the charm of Sonoma Valley with a serene trail ride and exclusive, seated wine tasting at the historic Bartholomew Estate Winery.
Soar Over Sonoma: Hot Air Ballooning
Experience the magic of Sonoma Valley from the skies with our top-rated hot air balloon adventure. This unforgettable journey offers a unique perspective on the stunning wine country, providing breathtaking panoramic views of vineyards, rolling hills, and charming towns.
In-Home Experiences
In-Home Express Glow Facial Experience
Glow on the go! Our In-Home Express Facials bring pro skincare to your rental—choose a 30-min refresh or 75 minutes deluxe session for any occasion.
In-Home Glow Group Facial Experience
Level up your celebration with our In-Home Glow Group Facial—professional skincare, relaxation, and fun, all in the comfort of your rental.
In-Home Spa Massage Experience
Elevate your stay with our In-Home Spa Massage Experience, designed to bring the luxury of a full-service spa directly to your vacation rental. Enjoy a 60-minute massage session enhanced with hot stones, a refreshing peppermint head massage, and a pampering hand and foot scrub treatment, all delivered by our experienced team of massage therapists.
Quintessential California Dining Experience
Delight in the flavors of the California Central Coast with a gourmet dining experience in the comfort of your vacation rental. Our expertly crafted menu celebrates the region's legendary recipes and fresh, local ingredients. Each dish offers a taste of California's culinary heritage, perfect for any special occasion.
Celebration Cupcake Surprise
Whether you’re marking a birthday, anniversary, or simply enjoying a sweet moment, these cupcakes are sure to make your stay unforgettable.
Private Group Yoga Session
Enhance your group vacation with a private yoga class designed to bring relaxation, rejuvenation, and togetherness. Our certified instructor will guide your group through a 75-minute session focused on balance, flexibility, strength, and mobility.
Sonoma Artisan Charcuterie Board
Enhance your vacation experience with our "Sonoma Artisan Charcuterie Board," delivered right to your door. This best-selling 10x16 board is beautifully crafted by a local Sonoma County artist and comes laden with a gourmet selection that serves as the perfect appetizer for 5-8 people.
Exquisite Wine Country Dinner Experience
Celebrate your special moments with an indulgent and relaxing dining experience curated by Chef Samantha and her team. This exclusive, gourmet dinner brings the fresh flavors of Wine Country straight to your vacation rental.
Relaxing In-Home Swedish Massage
Unwind in the comfort of your vacation rental with a luxurious 60-Minute In-Home Swedish Massage.
Discover More in Windsor
Windsor is a family-friendly gem nestled between the Russian River and the vineyards of Sonoma County. With its laid-back energy, scenic parks, and proximity to renowned wineries, Windsor offers a comfortable home base for travelers who want easy access to the best of wine country -- without the crowds.
At the heart of town is the Windsor Town Green, a charming plaza that plays host to farmers markets, movie nights, and live music during the warmer months. Stroll the tree-lined streets, stop into locally owned shops and bakeries, or relax on the lawn with a picnic as kids run free.
Just beyond downtown, scenic bike trails and backroads lead to boutique wineries and redwood groves. Rent a cruiser or join a guided ride through the Russian River Valley for tastings and vineyard views. For families or wellness seekers, Windsor’s parks, trails, and nearby lakes provide easy access to kayaking, hiking, and relaxation.
Whether you're sipping wine under string lights, watching a concert on the Green, or enjoying an in-home massage through Greetwell, Windsor invites you to slow down and settle into a more relaxed rhythm. It's Sonoma living at its most welcoming.