How to Spend a Perfect Weekend in Old Town Scottsdale

Old Town Scottsdale is a place where modern energy meets timeless charm. This walkable neighborhood, known for its historic character and vibrant culture, is filled with unique boutiques, art galleries, top-rated restaurants, and a thriving nightlife scene. Whether you're visiting for a quick getaway or looking to experience the best the city has to offer, a weekend in Old Town Scottsdale is the perfect way to soak in its distinctive blend of Southwestern flair and contemporary style.

From exploring the arts scene to indulging in a culinary adventure, there's no shortage of ways to make the most of your time in this dynamic district. Here’s a complete guide to crafting the perfect weekend itinerary.

One of the best ways to get a true taste of Old Town Scottsdale is through its exceptional food and drink scene. The area is home to a variety of dining destinations, from casual eateries to fine dining spots, making it an ideal location for a self-guided culinary tour.

A great place to start is The Wine Collective, where guests can sample a rotating selection of Arizona wines curated by experts. The “Rosé All Day” flight is a favorite among visitors, offering a refreshing introduction to the region’s best rosé varietals. Pair your wine with artisan cheese boards or locally made chocolate for a satisfying start to the evening.

For a sit-down experience, Citizen Public House is a must-visit. This locally owned restaurant specializes in elevated American comfort food, with dishes like the Original Chopped Salad—so famous it even has its own cult following. The restaurant’s cozy yet stylish atmosphere makes it an ideal spot for a relaxing meal.

Another standout dining destination is FnB, a farm-to-table restaurant led by James Beard Award-winning chef Charleen Badman. Known for her creative approach to seasonal ingredients, she crafts exquisite vegetable-forward dishes complemented by an extensive list of Arizona wines.

If you'd rather have an expert guide your culinary journey, consider joining a walking food tour. Both Lip Smacking Foodie Tours and Arizona Food Tours offer curated experiences that showcase the best bites and drinks in Old Town Scottsdale.

Art lovers will find plenty to admire in Old Town Scottsdale. The district is home to a variety of galleries, museums, and interactive installations that celebrate both contemporary and Western art. A great starting point is the Scottsdale Museum of Contemporary Art (SMoCA), where visitors can explore avant-garde exhibitions and cutting-edge installations. A highlight of the museum is the permanent Skyspace installation by artist James Turrell, which creates an immersive experience with light and space.

For a deeper dive into the history of the American West, Western Spirit: Scottsdale’s Museum of the West offers a fascinating collection of artifacts, film exhibits, and historical displays. The museum captures the essence of the Old West through its beautifully curated exhibits, making it a must-visit for history enthusiasts.

Every Thursday evening, the Scottsdale ArtWalk brings the neighborhood to life with live music, artist demonstrations, and open galleries. This weekly event allows visitors to browse local artwork, meet artists, and experience the district’s creative energy firsthand.

No weekend in Old Town Scottsdale is complete without a little shopping. The district offers a mix of high-end retailers, Southwestern-inspired boutiques, and independent shops selling everything from jewelry to home décor. The Fifth Avenue Shops are a great place to start, featuring a variety of locally owned stores that showcase handcrafted goods and unique souvenirs. For those in search of luxury brands, Scottsdale Fashion Square is just a short walk away and offers everything from designer clothing to upscale home accessories.

Old Town Scottsdale is also known for its specialty shops, including The Poisoned Pen, an independent bookstore that caters to mystery and thriller lovers, and Gilbert Ortega Gallery, which specializes in Native American art and jewelry. For something truly unique, visitors can explore the Scottsdale Waterfront area, home to stylish boutiques and artisan markets that highlight the best of local craftsmanship.

As the sun sets, Old Town Scottsdale transforms into a lively entertainment hub. With a mix of laid-back lounges, energetic dance clubs, and historic saloons, there’s something for everyone looking to enjoy a night out. For a classic Western experience, The Rusty Spur Saloon is a beloved institution. As one of Scottsdale’s oldest bars, it offers live country music every night and an authentic cowboy saloon atmosphere. Prickly pear margaritas and ice-cold beers are local favorites, making this spot a great place to kick off the evening.

Another legendary watering hole is Coach House, a Scottsdale staple since 1957. Known for its no-frills charm and generous pours, this bar is especially popular during the holiday season when it transforms into a festive wonderland decked out in twinkling lights.

Those looking for a high-energy scene will find it in Old Town’s Entertainment District, where venues like Pretty Please Lounge offer hip-hop beats and VIP bottle service. Riot House, with its tropical cocktails and vibrant atmosphere, is another hotspot for dancing and socializing late into the night.

A weekend in Old Town Scottsdale wouldn’t be complete without some time spent outdoors. The area offers several ways to explore its scenic surroundings while staying active. Renting an e-bike from Magnum E-Bikes is a fun and convenient way to cruise through Old Town and beyond. The electric assist makes it easy to cover more ground, whether you're exploring the city’s historic streets or venturing out toward the nearby desert trails.

For those who prefer a more leisurely pace, Scottsdale’s Civic Center Park provides a beautiful setting for a morning stroll. The park is home to several public art installations, including the famous "LOVE" sculpture, as well as peaceful green spaces perfect for unwinding.

If brunch is on the agenda, there are plenty of fantastic options nearby. The Montauk is a local favorite, offering a coastal-inspired menu featuring lobster rolls and avocado toast. Another standout is Morning Squeeze, known for its creative breakfast dishes and fresh juices.

Navigating the real estate market in Old Town Scottsdale requires local expertise and deep community knowledge. The Matheson Real Estate Team specializes in helping buyers and sellers make confident decisions in this sought-after neighborhood. Whether you’re looking for a vacation home, an investment property, or a permanent residence, their team is ready to guide you every step of the way.

With years of experience and a commitment to client success, Matheson Real Estate Team can help you find the perfect property that fits your lifestyle. Contact the team today to explore the best real estate opportunities in Old Town Scottsdale.

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