Old Hollywood Charm and Poolside Dining at Historical Resort

In the late 1950s, Hollywood stars would escape to the Flamingo Conference Resort and Spa, a Sonoma County getaway modeled on the famous Las Vegas hotel of the same name. With its retro neon sign still welcoming retreaters today, the resort still feels like stepping into another era—Fodor’s says, “If Don Draper from the hit show Mad Men popped into Santa Rosa, he'd probably park himself in this kitschy, 1950s-style resort.” Just like at its Sin City sibling, curved glass encloses the resort's hallways, and cedars line the polished flagstone walkways. Guests can take a dip in two Olympic-size pools. Despite updates, the Flamingo maintains much of its vintage luster and has been recognized as an official historic landmark in Santa Rosa.

In the lobby, a crystal chandelier hangs over pastel floor stools, and a Charlie Brown statue—in honor of Santa Rosa native Charles Schulz—waves to new arrivals. As you make your way to a superior room, the color palette shifts to muted earth tones, with flaxen-hued wall coverings and wood trim. Rooms circle around the well-manicured gardens and outdoor swimming pool.

Next to the outdoor pool, the Terrace Grille serves locally sourced cuisine on its shaded patio. The Flamingo Lounge rotates its lineup of music and dance entertainment, with West Coast swing every Tuesday night. This Getaway also includes two daily admissions to the adjacent Montecito Heights Health Club, home to five outdoor tennis courts, a heated lap pool, and a signed copy of Lou Ferrigno’s dissertation. The European-style spa at Montecito encourages guests to find their equilibrium after breaking a sweat in the gym.

Santa Rosa, California: Cultural Hub Close to Many Vineyards and Wineries

Located in the heart of Northern California's Wine Country, Santa Rosa acts as a hub for the area's most popular vineyards in Sonoma, Russian River, and Dry Creek Valley. About 15 minutes from the hotel, Matanzas Creek Winery's grounds themselves are almost as much of an attraction as the wine as the estate also cultivates fields of lavender. The winery serves handcrafted varietals ranging from merlot to chardonnay (tasting passes to Matanzas and more than 25 other wineries are included in this Getaway).

About a half-hour drive from Santa Rosa, Jack London State Historic Park allows visitors to walk through the redwood forest that inspired the Call of the Wild and White Fang writer. Just to the east of the city, Annadel State Park brims with vibrant wildflowers from spring to summer, and the park’s Lake Ilsanjo is popular for anglers fishing for black bass and bluegill.

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