Old Hollywood Charm and Nightly Entertainment at Historic Resort

In the 1950s, Hollywood starlets such as Jayne Mansfield set out to Sonoma County to relax at the Flamingo, a luxurious resort modeled after the famous hotel of the same name in Las Vegas. Just like its Sin City sibling, curved glass encloses the resort's hallways, and cedars line the polished flagstone walkways. Today, Flamingo Conference Resort and Spa maintains much of its vintage luster, enough for it to earn recognition as an official historic landmark in Santa Rosa. And the hotel has found ways to distinguish itself from its original Vegas inspiration: in honor of Santa Rosa native Charles Schulz, statues of eight Peanuts characters decorated by local artists deck out the property.

In the lobby, a crystal chandelier hangs over pastel floor stools and a Charlie Brown statue signed by the San Francisco Giants waves to new arrivals. As guests make their way to a superior room, the color palette shifts to muted earth tones, with flaxen-hued wall coverings and wood trims. The curving glass motif reappears with the room's curtain walls, which temper the California sunshine as black-and-white slideshows of hunky gold miners flicker on the mounted flat-screen TVs.

Clusters of rooms encircle the well-manicured gardens and outdoor swimming pool like spokes on a wheel. Adjacent to the pool area, the Terrace Grille lays out plates of locally sourced cuisine on its outdoor patio. Whether it's salsa Sundays or swing dancing on Tuesday nights, the Flamingo Lounge constantly rotates its lineup of music and dance entertainment.

Included in the package is access to Montecito Heights Health Club and Spa, which sits adjacent to the resort. Travelers keep active at the five outdoor tennis courts and 1,200-square-foot exercise room, and the European-style spa at Montecito fosters postworkout relaxation.

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

Santa Rosa, which resides in the heart of northern California's Wine Country, acts as a hub for the area's most popular vineyards in Sonoma, Russian River, and Dry Creek Valley. Less than a 15-minute drive from Flamingo Conference Resort and Spa, visitors sip regional wines within a French Normandy–style castle at Ledson Winery & Vineyard. With Gothic turrets, slate roofs, lawns studded with 100-year-old oak trees, and court jesters tap dancing on grapes, the grounds themselves are almost as much of an attraction as the wine, but the soul of the place becomes apparent at its tasting bars. Here, Ledson's family of wine makers serve up handcrafted varietals ranging from cabernet franc to mourvedre (tasting passes to Ledson and more than 25 other wineries are included in this Getaway).