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How to Spend an Ideal Day in Healdsburg

Wine country-chic meets backroads charm for a match made in weekend-getaway heaven here.

Healdsburg's charming downtown.

Courtesy Dry Creek Inn

My stay began with a restful night at the centrally located Best Western Dry Creek Inn, greeted by the hotel’s complimentary wine tasting. The next day, I made the five-minute drive downtown for a caffeine-boost at Flying Goat Coffee, where I watched locals and visitors alike linger over lattes and muffins (in both gluten-full and gluten-free varieties).

After fueling up, I wandered the manicured Plaza, the heart of the town since its incorporation in 1867. The town’s early days are evident in the facades of the surrounding buildings. Inside, stylish storefronts house contemporary boutiques, fine art galleries, hip tasting rooms, and inspired eateries.

Ready to indulge my thirst, I made my way to the Dry Creek Valley, happy to find the landscape lush, covered in old oak trees and acres of neat, rolling vineyards. I savored the rich red fruits of the old vine zin at Dry Creek Vineyard and enjoyed a lesson in biodynamic farming at Quivira

I wound down the day at Valette, opened by two brothers in the same space that once housed their great-grandfather’s bakery. The eclectic menu changes often and features unexpected combinations reminiscent of well-loved flavors. The night I dined, the house-made semolina pasta included fava bean tips, hummus and pancetta, reminding me of ham- and pea-studded mac and cheese. It was an appropriate sendoff in a town where old and new make a perfectly balanced pairing.