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.

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

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

Relax, early riser. Breakfast included.

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

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

Streaming your favorite playlists is a breeze with free WiFi.

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

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

Snuggled tight among rolling Wine Country valleys in charming Geyersville.

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

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

The outdoor pool takes vacay vibes to new heights.

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

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

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

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

The cozy and comfortable lodgings are first-rate.

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

Mini-fridge is great for those who always need a snack at hand.

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.

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

Sterling Vineyards & Frank Family Vineyards are stumbling distance away.

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