See all 498 hotels in Healdsburg
- Gorgeous Resort in California Wine Country, Windsor!
- Authentic 1907 Room Near Santa Rosa Restaurants, Boutique Shops + Vineyards
- Love Shack private retreat
- Modern cottage near Sonoma, Glen Ellen & Napa
- Magical Sunset and Vineyard Views
- Boho Manor Resort - Studio 20
- Two Luxurious Junior Suite with Elegant Furnishings Near Sonoma Wineries
- Gorgeous 2 King Room Steps from Santa Rosa Restaurants, Cafés + Shopping Fun
- Cottage California in Calistoga
- Modern Sonoma Vineyard Retreat w/ Fire Pit & Deck
- Indulge in a Two Refined Junior Suite Near Fine Dining + Santa Rosa Shops
- Wine Country In-law Unit with Patio
- Modern Ranch Estate overlooking Valley of Moon
- Gorgeous Décor + Vintage Vibes with Easy Access to Iconic Redwood Forests
- Sweet King Room with Private Bath + Period Furnishings Perfect for Getaways
- Vineyard
- Secluded 2-house resort w/pool & bocce in Sonoma Valley
- Explore Redwoods + Wineries from a Spacious Santa Rosa Room w/ Modern Amenities
- Fun-Filled Stay in Santa Rosa – Junior Suite Near Hiking, Wine Tasting + Dining
- Boho Manor Resort - Studio 30
- Rio Villa Beach Resort
- Wine Country - Sonoma County
- Wine Country Living in Sonoma County for the Summer 2023
- Restored 1890's Historic Inn near coast and hiking!
- Experience Historic Charm + Comfort in a Serene Santa Rosa Wine Country Room
- Elegant King Room, Walk to Best Wineries in Napa Valley
- Fairmont Sonoma Mission Inn & Spa
- Gorgeous Resort in California Wine Country, Windsor!
- Explore Wineries from a Classic Santa Rosa King Room Filled with Timeless Charm
- Beautiful Home Walking Distance St Helena and Meadowood resort privileges.
- Steps to Tasting Rooms! Romantic Wine Country Escape w/ Jetted Tub and Fireplace
- Casa Bella
- Ink House
- The Francis House
- Makiivka Estate
- Comfortable Yet Adventurous Junior Suite Near Trails, Tasting Rooms + Local Eats
- Boho Manor Resort - Studio D
- Cloverdale Oaks Inn
- Kelley & Young Wine Garden Inn
- Daisy's Guest House
- Glenbrook Lodge - Private Creekside Estate
- Spacious, Private 3+ bedroom farmhouse near Salt Point State Park: 31+day rental
- 3 Bedroom Penthouse!
- Charming Farmhouse in the heart of Alexander Valley
- Alder Lodge - Peaceful Valley Retreat
- William Tell House
- WorldMark Windsor - 2 Bedroom Twin Compact
- Take it easy at this unique and tranquil getaway in the countryside