Old Town Scottsdale, Arizona: A Retro-Cool Desert Escape

Scottsdale’s got that perfect blend: urban chic meets Old West charm. What’s not to love?

A Two-Day Itinerary Filled with History, Art, Food & Mid-Century Magic

When we touched down in Arizona, Old Town Scottsdale was meant to be a fun stopover, with a bit of walking, a little sunshine, and maybe some tacos. But two days later, we were completely smitten. Old Town isn’t just a charming desert district; it’s a vibrant, walkable blend of history, art, cocktails, and that perfect mix of retro cool and Southwest soul.

Our base for this adventure was the unforgettable Hotel Valley Ho, a mid-century modern icon that took our stay to another level. From candlelit dinners to barhopping on St. Patrick’s Day, Old Town Scottsdale swept us up in its magic.

Let’s dive into everything we discovered.

Where Is Old Town Scottsdale?

Old Town is situated in central Scottsdale, Arizona, just northeast of Phoenix, and is a quick 20-minute drive from Sky Harbor International Airport. This pedestrian-friendly district is the beating heart of the city, a colorful mix of Western charm, public art, upscale shopping, museums, and nightlife. Whether you’re in sneakers or heels, you can explore most of it on foot.

A Quick Look at Old Town’s Past

Once a modest frontier settlement founded in the late 1880s, Scottsdale began as an agricultural hub anchored by ranching, cotton, and citrus farming. Early settlers, including U.S. Army Chaplain Winfield Scott, after whom the town is named, saw the Salt River Valley as fertile ground for a new community. Through the early 20th century, Scottsdale developed a reputation for its strong Western character, with cowboys, cattle drives, and rodeos shaping daily life.

After World War II, the desert town entered a period of transformation. Returning veterans, artists, and architects were drawn to its wide-open spaces and sunshine. Visionaries like architect Frank Lloyd Wright left a lasting legacy through nearby Taliesin West, inspiring a creative identity that blended with the area’s rugged roots. By the mid-20th century, Scottsdale had evolved into a fashionable retreat for Hollywood stars, wealthy travelers, and winter “snowbirds” seeking warmth.

Today, Old Town Scottsdale holds onto that cowboy heritage seen in its saloons, Western shops, and public art, while embracing a bold, modern twist. The result is a dynamic mix of history and innovation, where rustic storefronts sit beside contemporary galleries, craft cocktail bars, and cutting-edge restaurants.

Where We Stayed: Hotel Valley Ho

Retro Design Meets Luxury Comfort

This was more than just a place to sleep; it was a destination. We rarely put a hotel at the top of a post, but this one deserved it!

When the iconic Hotel Valley Ho opened in 1956, it immediately became one of Scottsdale’s most glamorous addresses. Designed by renowned architect Edward L. Varney in true mid-century modern style, the hotel attracted Hollywood’s elite, including Bing Crosby, Tony Curtis, and Natalie Wood, who came seeking privacy away from the bustle of Los Angeles. Even Marilyn Monroe was rumored to have spent time here. Unlike many resorts of its day, Hotel Valley Ho embraced modernism over traditional Southwestern décor, making it stand out as bold, forward-looking, and unmistakably chic.

After a period of decline in the late 20th century, the property underwent a significant restoration in the early 2000s, restoring it to its former glory while incorporating contemporary comforts. Today, it’s celebrated as one of the best-preserved examples of mid-century modern architecture in the United States. It has earned a place on the National Register of Historic Places.

The blend of vintage flair and modern luxury completely took us by surprise. Think floor-to-ceiling windows, terrazzo floors, and sleek furnishings paired with playful pops of color. Outside, the poolside scene feels straight out of the 1950s, but with a modern twist, chill vibes, desert sunshine, and cocktails in hand. Watching the sunset from our balcony, framed by palm trees and glowing city lights, was nothing short of breathtaking.

We’d stay here again in a heartbeat, not only for its comfort but also for the sense of stepping into a piece of Scottsdale’s glamorous past.

11 Things to Do in Old Town Scottsdale

1. Stroll the Scottsdale Waterfront

Yes, there’s water in the desert, and it makes for one of the prettiest, most peaceful walks in the city. The Arizona Canal, lined with palm trees and modern art installations, winds through the heart of Old Town. You’ll find shaded benches, stylish coffee shops, and cool desert breezes bouncing off the water. In the evening, the reflections from nearby buildings shimmer on the surface, creating a genuinely tranquil scene. It’s also a great spot to rent a Lime scooter and cruise like a local.

2. Visit Scottsdale Museum of Contemporary Art (SMoCA)

Tucked into the Arts District, the SMoCA punches way above its weight. Inside, you’ll find bold exhibitions, architectural installations, and thought-provoking art from local and international creators. We loved how each gallery made us pause and consider something new, whether it was a sculpture made of salvaged desert debris or a minimalist light installation. The museum also hosts talks, film nights, and events that connect visitors with the city’s creative pulse.

3. Explore Western Spirit: Scottsdale’s Museum of the West

This museum dives deep into the art, culture, and stories of the American West, and it’s anything but dusty. Stunning saddle collections, bronze sculptures, Native American pottery, and original Western film posters fill the sleek, modern space. One of the highlights is the Spirit of the Cowboy Gallery, where you’ll see the craftsmanship and gear that defined generations of ranchers. It’s history that feels alive and accessible even if you’ve never set foot on a horse.

4. Snap a Photo at the LOVE Sculpture

Created by pop artist Robert Indiana, the massive red LOVE sculpture is both iconic and romantic in nature. Set against the green lawn of the Civic Center Plaza, desert plants, art installations, and shady trees surround it. It’s the perfect place to take a selfie, have a picnic on the grass, or take a moment to slow down. Ryan, of course, had posed for a pic.

5. Shop Along Fifth Avenue

This vibrant stretch is Scottsdale’s original shopping and arts hub. Picture sunny sidewalks lined with quirky boutiques, turquoise jewelry, leather goods, handmade pottery, and even cowboy hats. There’s a definite retro charm to this area, but also some stylish modern shops that wouldn’t look out of place in L.A. or Austin. You’ll also find public art tucked between storefronts, bronze horses, colorful murals, and Southwestern sculptures that give the whole area a sense of place.

6. Join the Thursday Night Art Walk

Every Thursday since the 1970s, Old Town’s Arts District has transformed into a bustling open gallery. Dozens of local galleries stay open late, welcoming visitors with wine, live music, artist meet-and-greets, and good vibes. It’s casual, festive, and a perfect way to see Scottsdale’s creative side. We chatted with a painter from Tucson about his desert-inspired canvases while sipping Pinot and admiring a glass-blowing demo on the sidewalk. A definite must if you’re in town on a Thursday.

7. Sip Desert-Inspired Cocktails

One of the best surprises in Old Town? The cocktail game is strong. Many local bars draw inspiration from the desert itself, incorporating ingredients such as prickly pear syrup, mesquite-smoked salts, jalapeños, cactus water, and house-infused tequilas. We loved the rooftop scene at Outrider Rooftop Lounge for sunset, and Citizen Public House for creative classics. Even the Irish pubs were bringing their A-game during St. Patrick’s Day, with Guinness flowing and emerald décor everywhere.

8. Visit the Old Adobe Mission

This historic Catholic church, built in 1933 by Mexican immigrants, is one of the oldest buildings in Scottsdale and a peaceful spot that feels far removed from the bustling streets. The thick whitewashed walls, hand-carved wooden altar, and old photographs inside tell a quiet but powerful story about faith, community, and craftsmanship. It’s small, but absolutely worth a stop if you want to feel the layers of history in Old Town beyond the saloons and shops.

9. Treat Yourself to a Spa Day

Scottsdale is known for its spa culture, and you don’t have to leave Old Town to experience it. We relaxed at VH Spa inside our hotel (Hotel Valley Ho), where the atmosphere was blissfully calm and the desert-inspired treatments hit the reset button. For more options, The Spa at the Saguaro offers bold design and playful wellness packages. Whether it’s a desert stone massage, a facial with cactus extract, or just a soak in a hydrotherapy tub, it’s the perfect break from sightseeing.

10. Bar Hop Like a Local

Old Town comes alive after dark. We got to experience it on St. Patrick’s Day, which added an extra level of celebration, green hats, street music, and packed patios. But even on an average weekend, you’ll find everything from dive bars with live country music to upscale speakeasies with craft cocktails. Some of our favorites include Coach House (Scottsdale’s oldest dive bar), The Beverly on Main for its vintage glamour, and Goldwater Brewing Co. for chilled-out, locally brewed beers. Bonus points for the people-watching, it’s top-tier.

11. Catch a Cactus League Spring Training Game

Every March, Scottsdale comes alive with the crack of the bat and the buzz of baseball fans as Cactus League Spring Training takes over the city. Scottsdale Stadium, right in the heart of Old Town, is home to the San Francisco Giants, drawing crowds that mix die-hard locals with visitors escaping the cold. The atmosphere is electric but laid-back, with sunny skies, cold drinks, and lawn seating that feels more like a picnic than a ballpark.

Even if you’re not a baseball fanatic, a spring training game is a quintessential Scottsdale experience, part sport, part social event, and entirely about soaking up the desert sunshine. Grab a hot dog, cheer with the locals, and enjoy the intimate setting where you can sit closer to the players than you ever could during the regular season.

Where to Eat and Drink in Old Town Scottsdale: Our Favorite Finds

Old Town Scottsdale is a vibrant blend of heritage, flavor, and flair, and that spirit comes through loud and clear in its culinary scene. Whether you’re after rooftop cocktails, wellness-focused lunches, or indulgent bites with serious character, this town delivers. Here’s a round-up of our favorite places to eat and drink, all personally tried and truly enjoyed:

The Mission

Start your trip with a sensory punch at this upscale Latin fusion restaurant. Moody, candlelit interiors set the tone for a bold and unforgettable menu. The slow-roasted and perfectly spiced pork shoulder tacos were a table favorite, and the guacamole, made fresh tableside, was as smooth as the smoky mezcal cocktails and prickly pear margarita we sipped alongside it. We had lunch here and it was excellent, we do not doubt that dinner would truly rise to the occasion.

Farm & Craft

This bright, breezy spot is perfect for a midday recharge. The menu is built around wellness, featuring seasonal bowls, protein-packed flatbreads, and fresh-pressed juices that taste like sunshine. We loved the relaxed patio and the low-stress vibe, which was ideal for a quick bite between museum stops or art strolls.

Rehab Burger Therapy

Think beach shack meets burger heaven. If you love burgers, this is the place. This local favorite doesn’t hold back, expecting massive, messy burgers with names like the Hangover or the PB&J (yes, with peanut butter and jelly). It’s fun, unapologetic, and ideal for a casual, comfort-food fix that satisfies your cravings.

Citizen Public House

Chic but welcoming, Citizen Public House serves up modern American fare with flair. Their craft cocktails are top-notch, we’re still dreaming about the smoky mezcal old-fashioned, but it’s the Original Chopped Salad that steals the show. It’s famous in Scottsdale for good reason.

Diego Pops

Lively and Instagram-friendly, Diego Pops is a technicolor celebration of tacos, frozen drinks, and playful eats. The Brussels sprout nachos may sound like a gamble, but trust us, they’re crunchy, salty, sweet, and totally addictive. It’s a great place to kick off a night out.

Goldwater Brewing Co.

This family-owned brewery is a must for craft beer lovers. With a laid-back taproom and a rotating selection of small-batch brews, it’s the perfect pit stop on a sunny afternoon. We sampled a flight and found something to love in each glass, especially the hazy IPAs, which we usually avoid.

Outrider Rooftop Lounge

If you’re chasing sunset views and have stunning ones here, as you see in our pics, this is your spot. Perched atop Canopy by Hilton (our favorite brand), Outrider Rooftop Lounge serves up Camelback Mountain vistas with chilled rosé, cocktails, and small plates. Golden hour here is pure magic.

Cornish Pasty Co.

For something cozy and unexpected, head to this English pub-style eatery serving savory pasties with a creative twist. Having recently been to England, this place pleased both the appetite and brought back some fun memories. From chicken tikka masala to mac and cheese fillings, each one is a complete meal tucked into a flaky pastry. Hearty, unique, and surprisingly perfect after a long day of exploring.

Where to Stay in Old Town Scottsdale

Whether you’re after retro glam, boutique charm, or modern convenience, Old Town Scottsdale has a stay to match your vibe. While we didn’t sleep on every pillow in town, these are standout picks that reflect the area’s style, location, and hospitality.

Hotel Valley Ho

This mid-century modern icon is the place to stay if you want history, luxury, and fun all rolled into one. Once a Hollywood hideaway in the 1950s, Hotel Valley Ho has been beautifully restored, preserving its retro flair alive with vibrant décor, sleek lines, and vintage vibes. Rooms are spacious and bold, the pool scene is lively, and the on-site restaurant, ZuZu, is a local favorite. Plus, you’re within walking distance of all of Old Town’s best shops, galleries, and restaurants.

Canopy by Hilton Scottsdale Old Town

Stylish and centrally located, Canopy offers a more modern boutique feel with desert-inspired design. The rooftop Outrider Lounge is a standout feature, particularly at sunset. Rooms are thoughtfully designed, and bikes are available to make exploring Old Town easy.

The Scott Resort & Spa

Boho chic meets tropical elegance at The Scott, where wicker swings, palm-lined pools, and candlelit courtyards transport you far from the city bustle. This resort is ideal for travelers looking to unwind in comfort while staying close to the action.

Hotel Adeline

Trendy and budget-friendly, Hotel Adeline blends youthful energy with cozy design. The pool courtyard and on-site restaurant make it an excellent base for couples or groups. It’s walkable to the main attractions and has a fun, social vibe.

The Saguaro Scottsdale

With its bright colors and artsy flair, The Saguaro is a hit with creative travelers and Instagrammers alike. It’s playful, centrally located, and ideal for travelers who love boutique hotels with personality.

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When planning a trip, it’s always wise to compare accommodation prices across different platforms. Expedia, based in the U.S., and Booking.com, based in Europe, don’t always feature the same properties, so checking both can give you the best range of options. We personally prefer Booking.com for its user-friendly interface and wide selection, but we always recommend double-checking the hotel or vacation rental’s official website too, sometimes you’ll find exclusive deals or perks when booking directly.

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When to Visit Old Town Scottsdale

We visited in March and found the weather perfect, sunny days and cool, comfortable evenings.

• Spring (March–May): This is one of the best times to visit Scottsdale. Warm but not scorching, spring weather is perfect for strolling Old Town, dining on outdoor patios, and lounging by the pool. Desert wildflowers often bloom, adding bursts of color to the landscape, and baseball fans flock to town for Cactus League spring training.
• Summer (June–August): Summer brings intense heat, with daytime temperatures often soaring above 100°F (38°C). While afternoons are best spent poolside or indoors, mornings and evenings can be pleasant for exploring. The upside? Crowds thin out, and travelers can score incredible hotel and resort deals, making it a surprisingly good time for a luxurious yet affordable escape.
• Fall (September–November): Autumn in Scottsdale is warm, lively, and full of energy. This season hosts some of the city’s best events, from food and wine festivals to art walks and cultural celebrations. The weather cools just enough to make outdoor dining, hiking, and shopping in Old Town enjoyable without the summer intensity.
• Winter (December–February): With mild daytime temperatures, plenty of sunshine, and cool desert nights, winter is Scottsdale’s peak season. Snowbirds from colder climates flock here, and the resorts hum with activity. Golfing, hiking, and patio dining are all at their best, although this is also when hotel prices are at their highest.

Travel Tips

Fun Facts About Old Town Scottsdale

• Cactus League Baseball: Scottsdale is a spring training hub, hosting the San Francisco Giants at Scottsdale Stadium. The Cactus League draws fans from across the country.
• Western Spirit: The Museum of the West in Old Town Scottsdale celebrates the art, history, and culture of the American West with world-class exhibits.
• McDowell Sonoran Preserve: Scottsdale is home to the most significant urban wilderness area in the United States, with more than 30,000 acres and 225 miles of trails.
• ArtWalk Legacy: Scottsdale launched the nation’s first-ever art walk in 1975, and it’s still held every Thursday night in Old Town’s Arts District. This is no doubt an art, some say maybe too many galleries, but there is lots more to do.
• Frank Lloyd Wright’s Taliesin West: Just outside town, the famed architect’s winter home and studio is a UNESCO World Heritage Site and remains one of Scottsdale’s most-visited landmarks. We did visit them; it is pricey, but if you are a Frank Lloyd Wright fan, it is a must.
• Public Art Scene: Scottsdale’s “LOVE” sculpture by Robert Indiana is one of the most photographed pieces of public art in Arizona. We took our own pics in front of it too!
• Foodie Town: Scottsdale hosts the annual Scottsdale Culinary Festival, one of the longest-running food festivals in the United States.
• Sonoran Desert Biodiversity: Despite its arid setting, the Sonoran Desert around Scottsdale is one of the most biodiverse deserts in the world, home to the iconic saguaro cactus.

Final Thoughts

We came to Old Town Scottsdale looking for a couple of easygoing desert days, and left with a full heart, a camera roll of memories, and plans to return. The energy here is electric but relaxed. It’s a place where cowboy heritage shares space with art walks, where mid-century hotels host sunrise yoga, and where every meal feels curated with intention.

Hotel Valley Ho made our stay exceptional. It was more than a hotel; it was part of the story.

So, if you’re looking for a destination that combines style, soul, and a whole lot of sunshine, put Old Town Scottsdale at the top of your list.

Disclosure: Experience Scottsdale graciously hosted us during our visit, and we sincerely thank them for the opportunity to explore and share the best of Old Town Scottsdale. As always, all opinions, experiences, and recommendations in this article are entirely our own. The destination marketing organization did not set any expectations.

© 2025 Wanderers Compass All Rights Reserved

As always, before visiting a destination, check out its official tourism site, Experience Scottsdale

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