9 Best Places to Shop in Winter Park

When you think of Winter Park, the slopes might be the first thing that comes to mind, but the town’s shopping scene deserves its own spotlight. Nestled among mountain peaks and alpine trails is a collection of shops that blend character, community, and curated finds. Whether you're spending the day browsing or searching for that perfect item, shopping in Winter Park offers more than souvenirs; it offers a slice of local life.

At the center of it all is Cooper Creek Square, an open-air plaza with mountain charm, locally owned shops, and inviting public spaces. It’s where locals meet for coffee, families explore on foot, and visitors often discover their favorite store without even planning to shop.

This women’s boutique balances casual comfort with just the right amount of trend. You’ll find soft sweaters, flattering denim, and breezy dresses perfect for mountain living, along with accessories that elevate everyday outfits. Be…Boutique also offers home accents and gift items that reflect the cozy, modern rustic style that fits Winter Park’s aesthetic so well. Whether you’re refreshing your wardrobe or picking up a birthday gift, this shop makes it easy.

If your ideal shopping experience includes color, whimsy, and a sense of fun, Peezie Marie is your spot. This boutique offers an eclectic mix of women’s fashion, clever kitchenware, accessories, and playful gifts. One moment, you’re admiring a handcrafted necklace; the next, you’re laughing at a funny dish towel or discovering a scarf that becomes your new favorite. It’s full of personality, and every visit feels like a mini treasure hunt.

Step inside Imaginations and you’re instantly transported to a world of play and creativity. This independent toy store caters to children of all ages, with shelves packed full of puzzles, books, science kits, games, and plush toys. It’s a favorite with local families, but also a welcome stop for visitors traveling with kids. The layout is friendly and interactive, and the staff are always ready with recommendations for age-appropriate gifts and rainy-day entertainment.

This independent bookstore may be small, but it has serious personality. Mountain Shire curates its shelves with a mix of fiction, nonfiction, and Colorado-focused titles that appeal to readers of all ages. Alongside the books, you’ll find locally crafted candles, clever greeting cards, and cozy mugs, perfect for pairing with your next great read. It’s the kind of place that invites you to slow down, browse, and connect with the stories of the region.

Altitude Jewelry is where you’ll go to find handcrafted pieces that capture the essence of the Rockies. Local artists contribute to the collection, which includes earrings, pendants, and rings featuring natural elements like turquoise, wood, and semi-precious stones. The designs range from rustic to modern, offering something for every taste. Whether you're commemorating a trip or searching for a gift with local flair, the jewelry here tells a story rooted in the mountains.

Winter Park is all about being outside, and the town’s gear shops are built around that lifestyle. Whether you’re heading to the slopes or prepping for summer hikes, these local outfitters offer quality gear and helpful advice to keep you well-equipped.

A trusted name across Colorado ski towns, Christy Sports offers a full-service experience that goes well beyond rentals. Their team is known for expert boot fitting, custom gear recommendations, and quality tuning services. If you’re visiting and don’t want to travel with equipment, this is the spot to get set up for a seamless day on the mountain. In the warmer months, Christy Sports transitions to bikes, hiking gear, and even patio furniture, making it a go-to year-round.

James & Parry’s blends style and utility in a way that truly fits mountain living. It’s where you can grab a new technical jacket and discover a handmade mug in the same visit. With brands like Patagonia, Vuori, Hydro Flask, and Smartwool on the shelves, this store focuses on quality gear for everyday adventures. Locals come for both function and fashion, and for the friendly, no-pressure help from staff who know their inventory.

As a globally recognized snowboarding brand, Burton’s Winter Park location delivers exactly what you need for a day on the slopes. Boards, boots, bindings, and apparel are all available in a range of sizes and styles, including options for kids. What makes this store stand out is the expertise of the staff; they’re snowboarders themselves and ready to help fine-tune your setup or get you started if you’re new to the sport. In addition to its great inventory, seasonal deals make it worth checking in throughout the year.

Whether you're layering up for a blustery ski day or planning a summer backpacking trip, The North Face store has outerwear and technical gear built for Colorado’s conditions. You’ll find high-performance jackets, moisture-wicking base layers, insulated footwear, and even casual wear that holds up to mountain living. This is a great stop for travelers who didn’t pack enough layers or locals looking to invest in gear that goes the distance.

What sets shopping in Winter Park apart from the typical retail experience is how personal it feels. You’re not browsing aisles in big-box stores; you’re interacting with business owners who are part of the community. They’ll greet you like a neighbor, share recommendations freely, and offer items that are chosen with care and local knowledge.

It’s less about trends and more about lifestyle. The shops here reflect how people actually live in the mountains: practical, relaxed, and just a bit adventurous. Whether you’re picking out a cozy hoodie, upgrading your snow gear, or finding a last-minute birthday card, the experience is laid-back, friendly, and refreshingly authentic.

If the shops, scenery, and sense of community have you thinking about a more permanent place in Winter Park, it might be time to explore your real estate options. Whether you're looking for a weekend retreat or a full-time mountain home, John Sanderson is here to help. Reach out today to start your home search with a local expert who knows the market—and the lifestyle—inside and out.