For over 50 years, Jordan Vineyard & Winery has been instrumental in the creation of the modern Sonoma Wine Country. There’s no better way to see where it all started than with a hiking tour of the picturesque property (offered seasonally). The entire estate is 1,200 acres, but only 120 acres are under vine — the rest remains untouched. After your walk, refuel with a wine tasting and food pairing experience. If visiting in the off-season, be sure to take advantage of the different culinary experiences offered, as Jordan is known for its food and wine experiences.

Image courtesy of Jordan Vineyard & Winery

Trade your four wheels for two wheels with Getaway Adventures’ Healdsburg Sip and Cycle Tour. During this bike riding wine tour of Dry Creek Valley, you’ll venture to two to three wineries for wine tastings, where you can taste and learn more about this world-renowned Sonoma County wine region. A picnic lunch along the way makes this a Healdsburg day trip you won’t soon forget.

Image courtesy of Getaway Adventures

Affectionately referred to as The Grove, Seghesio’s dedicated outdoor space is the perfect place to enjoy wine in Sonoma’s beautiful, rolling landscape. Play bocce ball on the lawn, wander the extensive grounds, or bring along a picnic with ingredients from nearby Oakville Grocery. This is a great option for those who don’t want to make reservations ahead of time and enjoy a more laid-back setting. Even leashed pets are welcome. The Seghesio Vineyard itself is well known for its critically acclaimed Zinfandel wines that they’ve been perfecting for over 125 years.

With a heritage rooted in Italy, it’s no wonder Ferrari-Carano’s Sunday Brunch takes inspiration from this famous European Wine Country. Sit on the outdoor patio at this Healdsburg mainstay and indulge in the winery’s take on brunch classics. This is Sonoma County, after all, and no Wine Country experience would be complete without wine; pair your entrees with Ferrari-Carano’s selection of California wines.

Image courtesy of Ferrari-Carano

SingleThread is a Three Michelin Star restaurant, but it’s also an homage to farm-to-table sensibility and Japanese dedication to craft. The restaurant sources their veggies from their sprawling 24-acre farm, nestled in the Dry Creek Valley, offering true farm-to-fork dining. There’s only one dining option at SingleThread, a 10-course menu that features many Japanese-inspired elements, although you can choose from omnivore, pescatarian, or vegetarian to suit your dietary needs. Their wine program, focused on small-production wines, further rounds out this carefully curated dining experience. Keep in mind that you’ll need to snag a seat over a month in advance. Set your calendars for the first of the month, the month before you’re planning to come, to book your reservation!

Image courtesy of SingleThread

With so many amenities available at the recently opened Montage Healdsburg resort—pools, spa, wine tastings, even an on-site vineyard—there’s much to do in this world-class hotel. Now, one can add bee hives to the list. The hotel offers a private bee-lining experience with apiarist Candice Koseba. Learn about the secret world of bees at this on-site experience called “A Bee’s Journey” and why these winged creatures are so important to the natural environment.

Image courtesy of Montage Healdsburg

Bacchus Landing, the multi-winery tasting venue in Healdsburg, recently welcomed its newest addition: The Setting Wines. Located about a mile from Healdsburg Plaza, Bacchus Landing is a great way to discover some of California’s small boutique producers. At The Setting Wines’ tasting room, winemaker Jesse Katz (of Aperture Cellars) focuses on Bordeaux grapes from top vineyards throughout Sonoma and Napa.

Image courtesy of The Setting Wines

Chef Dustin Valette is a fixture on the Healdsburg dining scene, first with his fine-dining restaurant Valette, followed by the farm-to-table The Matheson. If you’re not able to snag a table at the latter hotspot, head upstairs to Roof 106, where delicious cocktails and wood-fired pizzas await. With stunning views of Healdsburg Plaza and the downtown area, there’s no better way to spend an evening after a day of wine tasting in Sonoma County.

Image courtesy of The Matheson | Michael Woolsey