Girls Getaway to Sonoma County 3-Day Itinerary

Shopping in Sonoma Wine Country

In vibrant downtown Santa Rosa, you’ll find boutique shops to suit everyone. Fashionistas won’t leave the women’s clothing store Punch empty-handed. 

Montgomery Village is another spot for retail therapy. This beautiful outdoor shopping center offers a mix of big names like Sur la Table and local shops specializing in everything from jewelry to antiques.

Leisurely Lunch 

Keep up your stamina with a sweet treat or casual lunch at Café Des Croissants.

Or for fresh, Mediterranean-inflected seafood, pizzas, and more, Monti’s restaurant boats a lush outdoor patio and killer happy hour for a casual lunch over afternoon wine.

Chardonnay & Chateaus

Take the gang to the neighboring village of Kenwood for famous wine and scenery.

Ledson Vineyards and Winery and Chateau St. Jean, both housed in honest-to-goodness Sonoma Wine Country castles, make for chic sipping and sightseeing. Stop at Deerfield Ranch to taste wine in a cool cave. Most wineries and tasting rooms are by appointment only, so book ahead — many accept reservations for tours and tastings online.

Nearby Glen Ellen offers more fantastic wine tasting, including renouwn Benziger Family Winery on a bucolic estate, and impressive Lasseter Family Winery surrounding by rolling vienyards.

At Arrowood Vineyards & Winery go for a delecious wine and cheese pairing enjoyed with a view from the veranda.

Or you can ditch the car in downtown Glen Ellen and stroll between inviting tasting rooms within walking distance.

Continue to the iconic town of Sonoma where the historic plaza is lined with adobe storefronts and charming cafés. Browse boutiques and art galleries then grab a pick-me-up at Basque Boulangerie Café or Sunflower Caffé and lounge in the sunny park plaza.

Cozy Cottages & Lavish Inns

Check in at a relaxing accomodations like the Secret Cottages at the Glen Ellen Inn offering small groups their own private space right downtown.

Nab a room at the luxurious Gaige House and take advantage of extraordinary Swedish or hot-rock massages.

Nearby, The Jack London Lodge offers comfortable in-town accommodation that won’t break the bank.

In Kenwood, opt for a room at the lavish Kenwood Inn & Spa.

In the town of Sonoma, the Fairmont Sonoma Mission Inn & Spa is Sonoma Wine Country lodging at its glitzy best.

The Sonoma Creek Inn makes it easy to stay on budget without sacrificing location or comfort.

Grab a Table for Dinner

For dinner, seasonal, locally sourced dishes top the bill at the Glen Ellen Star.

In the town of Sonoma, take the advice of countless national glossies and grab a table at the girl & the fig, or check our listings of  Sonoma County Restaurants.

Time for a Treat

In the town of Glen Ellen, fuel up at Les Pascals an authentic French pâtisserie founded by chef Pascal Merle and his wife Pascale. Here, you’ll discover breakfast quiche, brioche, croissants, and more.

Visit the decadant tasting counter at Glen Ellen’s Wine Country Chocolates, the genius operation behind the Cabernet Sauvignon truffle, the Champagne truffle, and many more.

Nature Walk

Stetch your legs and take in natural scenery at the Jack London State Historic Park in Glen Ellen.

The land, purchased in 1906 by the Call of the Wild author, today features 26 miles of hiking and biking trails open to the public, as well as the ruins of a 1911 stone cottage, a small museum, and other sights.

Ladies Who Lunch

Follow the country highway to Sebastopol, a rural apple-growing town turned bohemian paradise where you can break for a farm-to-table lunch in the funky-chic downtown.

Get Zen

Follow the Bohemian Highway out of town to the blink-and-you’ll-miss-it hamlet of Freestone.

Here you’ll find Osmosis Day Spa and a host of relaxing offerings that have earned a huge fan-base following, like cedar-enzyme baths, aromatherapy facials, and the Japanese gardens where you can sip tea and take it all in.

Don’t miss Wild Flour Bread a bakery where the sights and smells of sticky buns, scones, and brick-oven-baked sourdough beckon you to select snacks and homebaked goods to bring with you.

Wine & Dine

In Sebastopol’s stylish Barlow district, you’ll find artisian shops, hip tasting rooms, and a variety of eateries in a vibrant open-air center you can stroll.

Make it a night with pub food and drinks in Hopmonk Tavern’s lively beer garden. Check the tavern’s music schedule for live music performances and grab tickets.

Or, savor Japanese influence with fresh Sonoma County ingredients at Ramen Gaijin, known for house-made ramen and izakaya, as well as for their unique take on traditional Japanese appetizers.

Sweet Dreams

After a night on the town, snuggle in at a charming Sebastopol B&B, like the Pearlessence Vineyard Inn. Larger groups may consider rooms at the Fairfield Inn & Suites. 

Fresh Produce and Provisions

In Sebastopol, stop at the inviting green awning of Andy’s Produce Market to peruse the freshest produce from all kinds of local farms. Andy’s has everything for your good morning and a later picnic, including an impressibe selection of gourmet cheeses and local baked goods. 

Picnic in Paradise

It’s time to choose your picnick spot! For jaw-dropping vineyard views with lunch, make your way to Iron Horse Vineyards. This winery is known for its sparkling wines, so be sure to grab a bottle before heading to the picnic tables and gazebo. The view from Iron Horse’s outdoor tasting room can’t be beat.

For more wine tasting fun, discover other nearby wineries, including Russian River Vineyards.

For a picnic under a canopy of breathtaking trees, head to Armstrong Redwoods State Natural Reserve, home to hundreds of acres of coast redwoods, the tallest living things on Earth. Walking and hiking routes are laid out from one to 10 miles, and picnic tables less than a mile from the park entrance.

Check into Comfort

For your last night in Sonoma County, it doesn’t get any better than Forestville’s Farmhouse Inn. In addition to luxury guest rooms, there’s also a Michelin-starred restaurant and a spa that incorporates lavish products with ingredients like honey and apples harvested on-site.

In Guerneville, boon hotel + spa offers modern design with eco-friendly practices located conveniently near the beautiful Armstrong Redwoods and the Russian River.

Grab a Bite in Graton

For dinner, don’t miss the little town of Graton. At chef Matthew Greenbaum’s Underwood Bar & Bistro, settle into a red leather banquette and spend the evening slurping oysters and racking up celebrity (winemaker) sightings.

Or make like a local and gather your friends at Greenbaum’s more casual Willow Wood Market Cafe where you can treat our tastebuds and toast your Sonoma County experience.

If you’re game for more, head to Healdsburg, a town that is the epitome of Sonoma Wine Country chic. Here you can stroll a variety of inviting tasting rooms, boutique shops, upscale dining, and a town square named one of the country’s prettiest by Travel + Leisure magazine.

Nearby Geyserville boasts the Francis Ford Coppola Winery, where you can taste the director’s blends and have your picture taken with his Oscars. During the summer, sip drinks in deck chairs at Coppola’s pretty pool or play a game of bocce ball with your wine on scenic outside courts.

Visit the ruggedly gorgeous Sonoma Coast and the little town of Jenner, where the Russian River meets the Pacific Ocean. This seaside oasis is where you’ll find beach trails, ocean sunsets, and special points of interests like the historic outpost of Fort Ross and tranquil towns of The Sea Ranch and Timber Cove.

Miles of coastline stretch south, all the way to the seaside village of Bodega Bay, made famous in Alfred Hitchcock’s 1963 movie The Birds.