Need a wine country retreat with small-town charm and outdoor beauty? I always recommend heading to Windsor. Right in the heart of Sonoma County, it’s one of those places I return to when I want great wine, peaceful scenery, and that easy-going Northern California feel. If you're like me, you’ll love how close you are to redwood forests, farm-to-table restaurants, and vineyard-dotted backroads. Whether I’m sipping Chardonnay or just enjoying a slow stroll through the town green, you’ll find Windsor is pure wine country magic.
Windsor, CA Highlights:
- For Adventurous Travelers: Bike the Windsor Bike Loop – I’ve biked this loop myself, and it’s such a peaceful ride through vineyards and wide-open landscapes. You’ll love the mix of nature and wine country charm.
- For History Buffs: Explore the Healdsburg Museum – I like popping over to Healdsburg to learn about Sonoma County’s early days. You’ll appreciate the exhibits on pioneers and winemaking—it’s a quick and meaningful side trip.
- For Shoppers: Browse boutiques at Windsor Town Green – I always make time to browse the shops around the green. You’ll find unique artisan goods, local gifts, and plenty of spots to grab a bite or a coffee.
- For Couples: Wine taste along the Russian River Valley – I’ve had some memorable afternoons tasting at places like La Crema and Martinelli. You’ll enjoy romantic views, cozy tasting rooms, and some of the best Pinot and Chardonnay around.
- For Families: Play and picnic at Keiser Park – I’ve joined friends with kids here—it’s got room to roam, play structures, and even community events. You’ll find it’s a perfect family-friendly break from wine tasting.
Best Time to Visit Windsor, CA
Personally, I love visiting from May to October. That’s when the weather is perfect for sipping wine outdoors, hitting the farmers market, or hiking nearby trails. You’ll especially enjoy September and October if you want to catch the energy of harvest season—it’s one of my favorite times to be in wine country.
How to Get to Windsor, CA
- If you are traveling by car: I drive in via U.S. Highway 101—it’s a beautiful 90-minute trip from San Francisco or just 15 minutes north of Santa Rosa. You’ll love how easy and scenic it is.
- By Plane: I often fly into the Charles M. Schulz–Sonoma County Airport (STS). It’s just 10 minutes from town, and you’ll find direct flights from lots of West Coast cities—it makes getting here a breeze.
- By Train: The SMART train is expanding, and Windsor is slated as a future stop. For now, you can ride to Santa Rosa or San Rafael and drive the rest. I’ve done this combo before and it works well.
Where to Stay in Windsor, CA
- Recommended for Families: Holiday Inn Windsor – Wine Country – I’ve stayed here with family—it’s got a pool, plenty of space, and you’ll be just minutes from downtown and great eats.
- For Couples: Vintners Resort (nearby Santa Rosa) – I’ve treated myself here a few times. You’ll fall in love with the vineyard views, on-site spa, and romantic, tucked-away feel—it’s perfect for a weekend escape.
- For Boutique Style: Hampton Inn & Suites Windsor – I like this spot for its clean, modern design and easy walk to the Town Green. You’ll get great comfort and location without the big price tag.
Best Things to Do in Windsor, CA
Bike through the countryside with Ace It Bike Tours - Pedal through vineyards and enjoy an exciting trip with scenic wine country views.
Stop by the tasting room at Guerrero Fernandez Winery - Sip bold reds and savor an affordable tasting with Latin-inspired flair.
Go hiking in Foothill Regional Park - Hike peaceful trails and admire quiet sights on a relaxing weekend escape.
Explore Martinelli Winery & Vineyards - Taste historic vintages and explore an easy stop with rustic charm.
See a cooking demonstration La Crema Estate at Saralee's Vineyard - Stroll elegant grounds and savor a romantic tasting among rolling vines.
Take a tour of Russian Hill Estate Vineyards - Admire hillside views and enjoy a fall trip with estate-grown wines.
Bring your dog on a wine tasting at Mutt Lynch Winery - Sip playful blends and enjoy an unusual, dog-friendly wine experience.
Take a guided tour of Calluna Vineyards - Relax with Bordeaux-style wines and discover a quiet retirement-friendly retreat.
In Summary...
(and if you want to revisit my photo journey)- • Bike through the countryside with Ace It Bike Tours
- • Stop by the tasting room at Guerrero Fernandez Winery
- • Go hiking in Foothill Regional Park
- • Explore Martinelli Winery & Vineyards
- • See a cooking demonstration La Crema Estate at Saralee's Vineyard
- • Take a tour of Russian Hill Estate Vineyards
- • Bring your dog on a wine tasting at Mutt Lynch Winery
- • Take a guided tour of Calluna Vineyards