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.

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

Snuggled tight among rolling Wine Country valleys in charming Geyersville.

Spacious, airy rooms and relaxed decor are quintessential California.

Brand new stay in the fab beaux-arts building on the recently rehabbed Old Courthouse Square, strollable to dining, brewpubs and bars.

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

Perfectly situated along the beautiful Sonoma Coast and within walking distance of the beach.

Comfy cottages with mini-fridges, microwaves and free WiFi. Enjoy your morning coffee or evening glass of wine on the deck.

Prime central location just steps from downtown shops, restaurants and attractions (don't miss the local micro-breweries!).

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

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

Relax, early riser. Breakfast included.

Sweet Sleeper beds are as deliciously comfortable as they sound.

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

Free WiFi, so you can brag about your cool trip in real time.

Whatever time you stumble in, the 24-hour front desk serves up service with a smile.

A skip and hop off the main square – your base for making the most of town.

The outdoor pool takes vacay vibes to new heights.

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.

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

Streaming your favorite playlists is a breeze with free WiFi.

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

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

The outdoor pool takes vacay vibes to new heights.

Sonoma Wine region is so close you can see the picture-perfect hills from your guestroom window.

Free WiFi: you gotta have it, so they bring it.

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

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.

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