what to do when in healdsburg
STAY
The Madrona - a beautiful boutique hotel located just a short drive from Healdsburg town (~5 minutes). It’s housed in a historic mansion that has been restored, and the interiors, especially in the main building, are beautifully done. It has an upscale antique feel. There’s a really tasteful drawing room and a great bar for guests to hang out in, as well as a swimming pool (nothing to write home about, but nice to have) and a gym. The breakfast during the week is underwhelming, but on the weekend they have a quiche that is all time.
H2Hotel: the most budget friendly on the list. It’s in a great location (right in town) and is clean, simple and minimalistic. H2Hotel has the same ownership as Hotel Healdsburg and Harmon Guest House.
EAT
Dinner
Barndiva - really cute place (think farm vibe with string lights) with great food and would be what I’d recommend for dinner if you only have one night.
Valette - upscale restaurant with delicious food.
SingleThread - Michelin star restaurant that serves a 10-course tasting menu. They have a rooftop, and I’d recommend going there for a drink and an appetizer, and then going somewhere else for your full dinner (unless you want to do the tasting menu).
The Madrona - good food served in a beautiful setting. I’d recommend eating inside so you can enjoy the decor.
Diavola - located outside of Healdsburg in Geyserville, which feels like an old western town. Really delicious pizzas and cute outdoor ambiance (think twinkly lights and candles).
Lunch
Oakville Grocery - great lunch sandwiches.
Little Saint - a vegan restaurant in the heart of Healdsburg. It’s got a quirky vibe (think eating in an antique-y living room) but the food is really good, especially the flatbread.
Dry Creek General Store - a general store that’s been around since 1881 and feels like you’re back in time. Great sandwiches and premade salads.
Coffee + treats
The Nectary - smoothies.
Flying Goat Coffee - matcha is amazing.
DRINK (i.e. vineyards)
Kistler - an amazing tasting with great wine, atmosphere and snacks.
Flowers - beautiful outdoor seating area (feels a little Restoration Hardware-esque) and I loved the snacks that they brought with the tasting.
Silver Oak - great red wine, beautiful views and the architecture of the building is really cool. FYI there is no service so it’s hard to call ubers - we almost got stuck there!
