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California Dreamin’ Along Route 66

Route 66 has always been more than a highway. Commissioned in 1926, the “Mother Road” stitched together small towns and big-city dreams from Chicago to Los Angeles, carrying Dust Bowl migrants west, postwar families on vacation, and generations of road trippers chasing California sunshine. In 1937, the highway was realigned to end at the Santa Monica Pier, where the asphalt meets the Pacific in a flourish of sea breezes and carnival lights. As the route celebrates its centennial this year, driving the California stretch feels like flipping through a living scrapbook of neon signs, desert outposts, and famous boulevards. Here’s how to experience it, east to west.

The Route: East to West Through California

In Needles, a vintage wagon welcomes the visitors to the city.
In Needles, a vintage wagon–a 1940s movie prop–welcomes the visitors to the city.

Needles: The Gateway

Crossing the Colorado River, California welcomes travelers in a wash of desert light and vintage Americana. In Needles, downtown streets preserve remnants of the Mother Road, with white Route 66 shields stenciled on the asphalt and colorful murals brightening the landscape. Snap a photo at the hulking Needles Welcome Wagon, a 1940s movie prop, then seek out the ruins of vintage motels with neon signs. The city’s most elegant landmark is the 1908 El Garces train depot, whose broad verandas once welcomed rail passengers and Route 66 travelers alike.

Vintage neon sign of Roy's motel and cafe on historic Route 66 in the Mojave desert, with vintage car.
Roy’s Motel and Cafe’s vintage sign along Route 66 in the Mojave Desert

The Mojave Desert: Goffs to Amboy

West of Needles, Route 66 slips into the vastness of Mojave National Preserve, protecting 1.6 million acres of singing sand dunes, twisted Joshua trees, and volcanic cinder cones. Hike the soaring Kelso Dunes—600 feet high and carpeted with wildflowers after the spring rains—or summit Teutonia Peak for sweeping desert views. At dawn and dusk, watch for desert tortoise and other surprising wildlife. Then, as you approach Amboy, the iconic Roy’s Motel & Café sign rises like a desert mirage. Grab a cold drink, take the obligatory selfie, and soak up the retro cool.

Elmer Long's Bottle Tree Ranch on Route 66
Elmer Long’s Bottle Tree Ranch on Route 66

Barstow and Victorville

In the remote desert town of Barstow, the Route 66 Mother Road Museum celebrates the highway’s golden age with vintage cars, neon signs, and midcentury relics that retrace the California dream. Just west of Barstow, The Bottle Tree Ranch shimmers in the desert sun, its welded metal “trees” hung with colored glass in a vibrant ode to roadside folk art. Further on in Victorville, the California Route 66 Museum keeps the nostalgia flowing with classic cars, gas pumps, and diner-era memorabilia.

A 1950s Ford Fairlane parked outside a restored vintage service station in Rancho Cucamonga
The restored Cucumonga Service Station along Route 66 is now a museum and gift shop

San Bernardino and Rancho Cucamonga

As the desert gives way to the Inland Empire, palm trees and citrus groves mark your approach to greater Los Angeles. In San Bernardino—immortalized in Nat King Cole’s “Route 66”—the county museum dives into the region’s past, while the Original McDonald’s Site adds a dash of roadside Americana. Cruise the historic Foothill Boulevard into Rancho Cucamonga to visit the restored 1915 Cucamonga Service Station—now a Route 66 museum and gift shop. More midcentury architecture and classic diners line the route, echoing its enduring appeal.

pasadena city hall showing staircases, towers, front and rear elevations, courtyard and foyer
Pasadena City Hall

Pasadena

After miles of desert outposts and roadside nostalgia, the road becomes Colorado Boulevard and enters Pasadena, arriving at a refined urban center rich in cultural and architectural heritage. Along the historic route, you’ll pass the renowned Pasadena Playhouse, the iconic Pasadena City Hall, and the restored brick storefronts of Old Pasadena. Colorado Boulevard is also the path for the famed Tournament of Roses Parade. While in town, tour the Arts & Crafts Gamble House, wander the Huntington’s exquisite gardens and galleries, and visit the impressive collections at the Norton Simon Museum.

View of the Hollywood Walk of Fame and Dolby Theater at twilight.
Hollywood Walk of Fame at twilight

Los Angeles

In Los Angeles, Route 66 trades city sprawl for cinematic swagger. The historic alignment threads through downtown, where the Broadway Theater District hums with restored movie palaces and the bustling Grand Central Market. Climbing into Hollywood along Sunset Boulevard, neon signs, vintage theaters, and the Hollywood Walk of Fame celebrate the city’s silver-screen mythology. Farther west, Santa Monica Boulevard carries the Mother Road past retro diners through West Hollywood’s design boutiques and nightlife, then into Beverly Hills and West Los Angeles, gliding past the famed storefronts of Rodeo Drive before angling toward the sea.

Summer sunset of Santa Monica, California with golden hour lighting and the beach in the foreground. Beach goers enjoy the last bits of sunshine on the beach
The Santa Monica Pier at sunset

Santa Monica 

At last, Route 66 reaches its celebrated end at the Santa Monica Pier, where the continent yields to the Pacific Ocean. Santa Monica’s wide, sandy beach spreads out beneath swaying palms and the steady rhythm of rolling waves. Stretch your legs along the Marvin Braude Coastal Bike Trail, a.k.a. “The Strand,” which traces 22 oceanfront miles from Pacific Palisades south to Torrance. On the pier, an “End of the Trail” sign marks the route’s terminus, where a Ferris wheel spins above the surf, street performers entertain at sunset, and the salt air carries a sense of arrival.

Where to Stay Along Route 66 in California

Restaurant at the Sanctity Hotel
Restaurant at the Sanctity Hotel

Sanctity Hotel 

In Rancho Cucamonga, Sanctity Hotel offers a restorative pause between desert miles and city lights. Unwind in the wellness studio, sip cocktails from the rooftop bar, and retreat to serene, design-forward rooms before continuing west on the Mother Road.

Guest room at the Los Angeles Athletic Club
Guest room at the Los Angeles Athletic Club

Los Angeles Athletic Club Hotel

Just two blocks from Route 66’s original terminus in downtown, the Los Angeles Athletic Club hotel provides entrée into an exclusive private club with state-of-the-art athletic facilities, elegant lounges, and handsomely appointed guest rooms in the heart of L.A.’s Historic Core.

Rooftop fire pit at Downtown L.A. Proper Hotel
Rooftop fire pit at Downtown L.A. Proper Hotel

Downtown L.A. Proper Hotel 

A few blocks south, designer Kelly Wearstler transformed a historic landmark into a luxurious boutique hotel with an expressive soul. With destination dining and rooftop pool with skyline views, the Downtown L.A. Proper Hotel delivers bold design and an unmistakably cosmopolitan vibe.

Elevated pool deck at Silver Lake Pool & Inn
Elevated pool deck at Silver Lake Pool & Inn

Silver Lake Pool & Inn 

Near Sunset Junction, Silver Lake Pool & Inn channels relaxed California cool. An elevated pool deck and lively Italian-inspired restaurant create a stylish neighborhood base for exploring L.A.’s eastside just off the historic route.

Entrance to the Hollywood Hotel
Entrance to the Hollywood Hotel

Hollywood Hotel 

Set along the Route 66 corridor, Hollywood Hotel pairs affordability with a bit of old-school glamour. A palm-shaded courtyard and outdoor pool offer welcome respite, while quick access to Sunset and Hollywood Boulevards makes it an ideal base for exploring Tinseltown.

Reflecting pool at Cara Hotel
Reflecting pool at Cara Hotel

Cara Hotel

Nestled between Hollywood and Los Feliz, Cara Hotel is a tranquil hideaway centered on a dreamy, sun-dappled courtyard and reflecting pool. By night, its restaurant and bar hum with sophistication and understated glamour.

Palihotel Hollywood Pool
Palihotel Hollywood Pool

Palihotel Hollywood

On Sunset Boulevard, Palihotel Hollywood captures vintage L.A. spirit with playful design, patterned interiors, and an oversized courtyard pool. A guest-exclusive café and bar add personality to this spirited stop along the Mother Road.

Courtyard fire pit at the Olivia Hotel
Courtyard fire pit at the Olivia Hotel

Olivia Hotel

Located along the original Route 66 near Westwood Village and UCLA, the new Olivia Hotel delivers modern comfort with a boutique sensibility. Gather around the outdoor fire pit after a day on the road and wake to an elevated take on the classic continental breakfast.

Guest room at the Channel Road Inn
Guest room at the Channel Road Inn

Channel Road Inn

Two blocks from the beach in Santa Monica Canyon, the historic Channel Road Inn offers a serene coastal retreat. Period charm, thoughtful comforts, and warm hospitality make it an inviting place to unwind at the journey’s end.

9 Quick Getaways from San Francisco

When summer arrives in the Bay Area, the open road beckons—with sea breezes, sun-warmed vineyards, and charming towns all within a two-hour drive of San Francisco. Whether you’re craving coastal calm, wine country indulgence, or a dose of small-town nostalgia, these quick escapes promise maximum reward with minimal planning. Think oyster picnics, blufftop strolls, and vineyard rides on vintage railcars—all designed to refresh and recharge in just a weekend’s time.

Paddleboarding on Tomales Bay
Paddleboarding on Tomales Bay

Tomales Bay: A Coastal Haven of Culinary and Natural Delights

Just 90 minutes from San Francisco, Tomales Bay is a slender, tranquil inlet flanked by protected parklands and oyster farms. It’s a haven for summer kayaking, picnicking, and basking in the beauty of Northern California’s unspoiled coastline. Glide across the calm bay in a kayak or SUP, watching for seals and sea birds, or hike into Point Reyes National Seashore for sweeping coastal vistas.

This is oyster country and tasting them fresh from the source—at dockside shuck-and-slurp spots or rustic outdoor eateries—is a quintessential summer ritual. Farms, cheese shops, and roadside bakeries complete the culinary circuit. Slow, scenic, and salt-kissed, Tomales Bay is summer in its most satisfying form.

Where to stay

Nestled along the water’s edge, Nick’s Cove is a collection of meticulously restored cottages that have been welcoming travelers since the 1930s. Two newly updated cottages honor Nick’s Cove’s rich history while incorporating GreenRow’s sustainable, vintage-inspired furnishings and cheerful aesthetic.

View from Bodega Head
View from Bodega Head

Bodega Bay: A Charming Fishing Village with Natural Splendor

Two hours north of San Francisco, Bodega Bay pairs rugged Pacific beauty with the charms of a working fishing village. Its dramatic coastline is ideal for scenic drives, bluff hikes, and quiet beaches, while the harbor below hums with activity. The Bodega Head Trail is a must for panoramic vistas and possible whale sightings in early summer.

Back in town, feast on just-caught seafood or browse the galleries, boutiques, and quirky gift shops. The harbor and marina are great for paddleboarding or renting a kayak to explore the waters. Bodega Bay’s landscape may be windswept and wild, but its appeal is deeply relaxing and refined.

Where to Stay

Just 300 yards from Bodega Bay and steps away from restaurants and galleries, Bodega Bay Inn offers laid-back vibes, pet-friendly accommodations, and warm hospitality. Family-run since 1983, the inn was originally built as an art gallery and studio and retains its artisan roots.

Sonoma Court shops and tasting rooms in downtown Sonoma
Sonoma Court shops and tasting rooms in downtown Sonoma

Sonoma: Sophisticated Wine Country Charm

Sonoma’s sophisticated summer charms are just an hour away, with its historic town square anchoring the experience. Taste your way through boutique wineries and seasonal menus, all within walking distance of shaded gardens and open-air patios. The plaza itself buzzes with galleries, shops, and a farmers’ market on Tuesday nights and Friday mornings that is rich in local flavor.

Beyond the town, meandering roads invite vineyard drives, scenic bike rides, and stops at roadside fruit stands. Outdoor trails offer valley views and a touch of serenity. Whether you’re swirling wine, shopping antiques, or watching the sunset over the hills, Sonoma’s relaxed rhythm is an ideal summer balm.

Where to stay

At the southern gateway to Sonoma, the brand-new Casia Inn is a soothing oasis that blends rich history with modern elegance in a tranquil garden setting. Just two blocks from the plaza, the Inn at Sonoma features newly renovated interiors and a rooftop deck with a hot tub.

Grapevines in rows with mountains in the background at sunset in the Napa Valley
A Vineyard at sunset in Napa Valley

Napa: Effortless Indulgence in the Valley

Napa’s golden light and vineyard-laced roads set the stage for summer indulgence less than two hours from the city. With more than 400 wineries, the valley invites leisurely tasting experiences that range from sleek modern estates to ivy-covered classics. Outdoor garden pairings, vineyard picnics, and al fresco flights are especially idyllic in summer’s warmth.

Journey aboard the Napa Valley Wine Train for a restored vintage railcar that’s part moving postcard or rent a bike and pedal your way to tasting rooms along the Napa Valley Vine Trail. Napa’s downtown district tempts with galleries, wine bars, and riverfront dining. In the upper valley, mud baths and mineral pools make for a rejuvenating break between tastings. Whether sipping a cabernet or cycling through vines, this is wine country summer at its finest.

Where to stay

A short drive from downtown Napa, the Candlelight Inn is an English Tudor estate nestled in a secluded setting. Guests can relax poolside beneath a wisteria-draped arbor or enjoy lawn games in the yard. Completely redesigned in 2021, Milliken Creek Inn is an exclusive hideaway tucked along the banks of the Napa River. The tranquil, three-acre setting offers sleek fire pits, trickling fountains, a koi pond, and intimate seating areas. 

Downtown Benicia
Downtown Benicia

Benicia: Bayfront Artistry and Historic Allure

Benicia is the kind of place you stumble upon and wonder how you didn’t know about it sooner. Just 45 minutes from San Francisco, this historic waterfront town blends maritime charm with a thriving arts scene. First Street is the heart of it all, with working artist studios, galleries, antique shops, and water-view cafés.

Take a walk along the marina or launch a kayak from the public beach. The town’s history lives on in preserved Victorian homes and the state’s original capitol building, while arts events and outdoor concerts animate this charming town throughout the year. For a low-key escape, Benicia is a true summer sleeper hit.

Where to stay

Built in 1854, The Inn at Benicia Bay is a beautifully renovated inn blending period architectural details and modern amenities while honoring the town’s rich seafaring history. It’s located just a block from downtown Benicia and features wine tastings on Thursday nights and jazz on Fridays.

Blacksmith Square in downtown Livermore
Blacksmith Square in downtown Livermore, photo courtesy of Purple Orchid Wine Country Resort & Spa

Livermore: Wine Country with a Downtown Beat

Just 50 minutes east of San Francisco, Livermore offers a warm, sunny escape with a refreshingly down-to-earth vibe. As one of California’s oldest wine regions, its rolling vineyards and heritage wineries deliver elegant tastings without the pretense. Sip estate blends at Wente or Concannon or discover small-production labels on a scenic wine trail.

Downtown Livermore is a destination in itself—inviting with tree-lined streets, public art, chef-driven restaurants, and frequent summer events like open-air concerts and farmers’ markets. The area also boasts outdoor recreation, with trails winding through golden hills and open preserves. With its balance of wine country charm and vibrant culture, Livermore makes a summer day trip feel like a true getaway.

Where to stay

Located just 10 minutes from the Livermore Wine Trolley, The Purple Orchid Wine Country Resort & Spa provides a tranquil retreat amid rolling hills and olive orchards. Unwind in a poolside cabana, indulge in spa treatments, and sample olive oil made from olives grown onsite.

Kayaking at Pillar Point Harbor
Kayaking at Pillar Point Harbor – photo by Kevin Henney courtesy of Visit Half Moon Bay

Half Moon Bay: Coastal Drama Meets Country Calm

A breezy 45-minute drive from the city delivers you to Half Moon Bay, where dramatic cliffs meet golden beaches and rustic farms. Summer brings clear mornings perfect for hiking the Coastal Trail or horseback riding on Poplar Beach, followed by afternoons tide-pooling at Fitzgerald Marine Reserve or browsing seasonal farmstands.

The working harbor bustles with fishing boats and crab shacks, while elegant seaside restaurants offer sweeping ocean views. Inland, flower farms and art galleries nod to the town’s creative, agricultural spirit. Whether it’s surfing, cycling, or sipping wine over coastal views, Half Moon Bay strikes the perfect balance of sophistication and salt air.

Where to stay

Inspired by European country manors, Seal Cove Inn is a secluded, elegant coastal retreat. A garden path from the inn leads directly to Fitzgerald Marine Reserve and Seal Cove Beach. The Inn at Mavericks is nestled on a small bluff overlooking the ocean and the harbor. The six spacious suites offer luxurious amenities and panoramic views. The Cypress Inn on Miramar Beach is nestled along a sandy beach with stunning ocean views. Be lulled by the waves while enjoying a massage by the hotel’s in-house massage therapist. 

Sea Swings at the Santa Cruz Beach Boardwalk
Sea Swings at the Santa Cruz Beach Boardwalk

Santa Cruz: Surf, Sun, and Seaside Nostalgia

Santa Cruz is a classic California beach town with a playful spirit. The historic Santa Cruz Beach Boardwalk brings carnival magic with its vintage rides and seaside games, while the adjacent Wharf buzzes with seafood, ice cream, and sea lion sightings below the planks.

Cowell’s Beach is the go-to spot for beginners learning to surf, where mellow swells and welcoming instructors make it easy to catch your first wave. From there, stroll or cycle along West Cliff Drive, an oceanfront path offering cliff-top views and photo-worthy moments at every curve. At Lighthouse Point, check out over 100 years of surfing history at the Santa Cruz Surfing Museum. Or watch from the cliffs as fearless surfers try to tame the point breaks at Steamer Lane. This laid-back surf town packs sun-kissed charm into every summer day.

Where to Stay

Across from the Main Beach and the Beach Boardwalk, Marea Sol is a hip, new boutique hotel with a rooftop deck and thoughtfully designed rooms that pay homage to Santa Cruz’s seascapes. Also across from Main Beach, the family-friendly Beach Street Inn & Suites serves up a colorful, contemporary beach vibe with free snow cones and a swimming pool. Chic and elegant, the West Cliff Inn is a beautifully renovated Victorian featuring breezy, coastal-inspired décor and blufftop views of the beach and Boardwalk. Perched on a cliff directly above the wharf and Cowell’s Beach, the oceanfront Sea & Sand Inn offers warm hospitality and exceptional ocean views from every room.