Updated with modern features, but hangs on to its 1950s-era vibe. C’mon, it’s called the Flamingo. It’s gotta be fantastically retro.

Snuggled tight among rolling Wine Country valleys in charming Geyersville.

Super-laid-back stay (as one would be in these parts) to help best experience all the awesome Sonoma stuff to see.

Onsite dining means a stellar meal is always at your doorstep. The perks of being a homebody.

It’s not just near wineries, it’s actually part of one, nestled among 92 acres of vineyards.

Uber-modern design uses concrete, glass and wood, but doesn't sacrifice comfort.

Sweet Sleeper beds are as deliciously comfortable as they sound.

Streaming your favorite playlists is a breeze with free WiFi.

On the corner of Sonoma Plaza near all the happenin’ shops, wine tasting rooms and galleries.

Dramatically perched on a bluff above the ruggedly stunning Sonoma coastline.

18 posh suites with luxe touches like fireplace, radiant floor heating and jetted tubs for two.

Formerly a dry goods store and butcher shop with 2nd-floor social hall, this place has been a local inn since the 1920s.

Ideal spot near downtown shops and restos. Hotel is inside the historic Petaluma Silk Mill dating back to 1892(!).

Architecture buffs will dig the hotel’s distinct rustic design, a style completely unique to the Sea Ranch area.

Spacious, airy rooms and relaxed decor are quintessential California.

Homegrown, home-cooked breakfast included – start every day with a hearty yum!

The Madrona may be new, but the Mansion, the hotel’s ornate centerpiece, certainly isn’t — this 1881 mansion was built in Aesthetic Movement style, and stands in stark contrast to the Tuscan and Provençal pretensions of so many other wine-country hotels

Newly opened by the team who runs local foodie haven, the Spinster Sisters. Turn in when you see the can’t-miss-it throwback Astro sign.

The outdoor pool takes vacay vibes to new heights.

Primo spot near charming Healdsburg, Santa Rosa and more than 100 wineries. Couldn’t ask for better neighbors than that.

Relaxed, easygoing spot in which to enjoy glasses of your favorite vintage from across Sonoma.

Home to our two favorite Bs: breakfast and buffet.

Ultra-relaxing setting, with sprawling grounds, pink Spanish mission-style architecture and a championship golf course.

Design is modern and minimal, but still welcoming and way comfortable.

Sprawling garden estate feels private and secluded, but is just 4 blocks to the Sonoma Plaza.

The cozy and comfortable lodgings are first-rate.

Brand new AutoCamp-model suites (with spa-inspired bathrooms!) made by Airstream, plus luxe canvas tents – just 90 min north of San Fran.

Nothing like a good ol' fashioned game of Marco Polo in the pool.

Streaming your favorite playlists is a breeze with free WiFi.

In the heart of Napa Valley, so obviously these elegantly cozy rooms come equipped with wine glasses