A Perfect Day in Aspen, Colorado -The Best Things to Do, Wear, and Experience
- D Siesta House
- Nov 15, 2024
- 7 min read
Aspen, Colorado, is a picturesque mountain town famous for its world-class skiing, cozy cafes, high-end shops, and breathtaking scenery. Whether you’re visiting in the winter or summer, this charming town offers something for every season, from outdoor adventures to relaxing après-ski experiences. In this guide, I’ll Walk you through how to spend a perfect day in Aspen, complete with insider tips on what to wear for both the slopes and the town, as well as the best things to do to make the most of your visit. Whether you’re hitting the trails, shopping on historic Main Street, or enjoying a delicious meal with mountain views, Aspen is sure to leave you enchanted.
Where to Stay?
Stay at the popular Aspen Meadows Resort a newly refurbished upscale boutique hotel near Aspen Mountain, offers a range of amenities for a luxurious stay. Enjoy a free roundtrip airport shuttle, a terrace, and an on-site art gallery. Skiers and snowboarders will appreciate the downhill skiing, ski passes, and ski storage. For relaxation, visit the steam room or spa tub, or indulge in a body treatment or massage. The on-site West End Social restaurant serves breakfast, lunch, and dinner. Guests can also enjoy the health club and activities like snowboarding, mountain biking, and basketball. With free in-room WiFi (100+ Mbps), shopping, and a coffee shop/café, Aspen Meadows Resort provides a perfect balance of comfort, convenience, and outdoor adventure.
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A Perfect Day in Aspen
Morning
Start with Breakfast and a Ski Adventure
Breakfast at Jour De Fête
Start your day with breakfast at this cozy, local favorite. This French-inspired café offers hearty breakfast options to fuel your day.
What to Order: Try the classic breakfast burrito or a croissant sandwich, paired with fresh orange juice or a hot latte.
Hit the Slopes on Aspen Mountain
Spend your morning skiing or snowboarding on Aspen Mountain, known for its breathtaking views and challenging runs. With a wide range of trails, it’s ideal for both beginners and experts.
Tip: If you’re new to skiing, consider signing up for a lesson or heading to Buttermilk Mountain, which has more beginner-friendly slopes.
Midday
Explore Downtown Aspen and Enjoy Lunch
Wander Through Aspen’s Downtown
Aspen’s charming downtown area is filled with boutique shops, art galleries, and cozy cafes. Take some time to browse through stores, pick up unique souvenirs, and explore local artwork.
Lunch at White House Tavern
Known for its laid-back vibe and delicious American classics, White House Tavern is a great place to relax and refuel.
What to Order: Their crispy chicken sandwich is a local favorite or try their seasonal soups and salads for something lighter.
Afternoon
Outdoor Adventure and Scenic Views
Snowshoeing at Maroon Bells
Just outside Aspen, the Maroon Bells are some of the most photographed mountains in the U.S. In winter, the area transforms into a snow-covered wonderland, perfect for snowshoeing or cross-country skiing.
Fun Fact: The Maroon Bells got their name from the distinctive maroon color of the peaks, caused by an abundance of iron.
Warm Up with Hot Cocoa at Paradise Bakery
After your snowy adventure, stop by Paradise Bakery for a warm drink and a quick snack. Their hot cocoa is rich and indulgent—a perfect winter treat.
Evening
Enjoy a Cozy Dinner and Night Out
Dinner at Matsuhisa Aspen
This upscale sushi restaurant, located in a beautifully restored Victorian house, is owned by world-renowned chef Nobu Matsuhisa.
What to Order: Try the black cod with miso or any of the creative sushi rolls. It’s a dining experience you won’t forget.
End with a Nightcap at J-Bar, Hotel Jerome
Wrap up your evening with a drink at J-Bar, located inside the historic Hotel Jerome. With its vintage charm and cozy ambiance, it’s a great spot to relax and soak in the Aspen atmosphere.
What to Order: Try their famous Aspen Crud, a boozy milkshake once loved by miners.
Tips for Your Day in Aspen
Dress in Layers: Temperatures can vary, so it’s best to wear layers to stay comfortable throughout the day.
Stay Hydrated: Aspen’s high elevation can cause dehydration, so remember to drink plenty of water.
Plan for Altitude: If it’s your first time in a high-altitude location, give yourself time to adjust, especially if you plan to ski or hike.
Fun Things To-Do in Aspen
What to Wear to Aspen?
When visiting Aspen, you'll want to blend both style and functionality to stay comfortable in the mountain climate. Aspen is known for its chic, upscale vibe, but you'll also need to prepare for a variety of outdoor activities, including skiing, snowboarding, hiking, and relaxing in cozy cafes or at après-ski spots. Here’s a breakdown of what to wear:
1. Ski/Snowboard Gear (if you plan to hit the slopes)
Ski Jacket & Pants: A high-quality, insulated, and waterproof ski jacket and pants are a must. Look for chic yet functional options, like a fitted jacket that flatters your silhouette but still allows for movement. Brands like Arc'teryx, Columbia, and Patagonia offer both stylish and performance-oriented outerwear.
Thermal Base Layers: You'll need moisture-wicking base layers like thermal leggings, tops, and socks. Merino wool or synthetic fabrics (such as Smartwool or Under Armour) are excellent choices.
Winter Boots: Waterproof, insulated boots are essential for walking around Aspen, especially in snowy conditions. Opt for stylish yet sturdy boots, such as Sorel or The North Face, that offer both warmth and traction.
Gloves & Hat: Don’t forget insulated gloves or mittens and a warm beanie or hat, preferably one that covers your ears. Consider a chic wool or cashmere knit hat for après-ski style.
Goggles & Sunglasses: If skiing or snowboarding, goggles are necessary. Otherwise, pack high-quality sunglasses with UV protection for the mountain sun.
2. Après-Ski & Casual Daywear
Chic Sweaters & Layering Pieces: After skiing, you’ll want to layer up in cozy, stylish sweaters or fleece pullovers. Opt for cashmere or wool blends for warmth and elegance. A classic, fitted turtleneck or a chunky knit sweater will keep you warm and chic. Pair it with high-waisted jeans or leggings for comfort and style.
Stylish Outerwear: In addition to your ski jacket, bring a fashionable coat for evening outings. A wool coat, down parka, or faux fur jacket is ideal for après-ski drinks or strolling around town. Go for something tailored for a polished look.
Puffer Jackets: A sleek puffer jacket is a great option for layering over your outfits during the day or while enjoying outdoor activities. Choose a modern, slim-fit version for a more refined look.
High-Waisted Trousers or Jeans: Pair your cozy sweaters with high-waisted jeans or trousers, preferably in a straight or wide-leg cut. Dark wash jeans, leather pants, or even corduroy pants will give you a chic yet relaxed mountain look.
Cashmere or Wool Scarves: A chunky wool scarf will keep you warm, while adding a stylish touch to your outfits. Opt for tones (like gray, black, or beige) for maximum versatility.
3. Footwear
Boots for Walking Around Aspen: Stylish, waterproof boots are key. A pair of sleek L.L. Bean boots, Blundstone Chelsea boots, or knee-high leather boots will work well for both daytime and après-ski.
Comfortable Sneakers or Flats: For days when you're not skiing, comfortable sneakers or stylish flats (like ugg boots or low-heeled ankle boots) are a good choice for casual strolls in the town.
Heeled Boots for Dinner: If you're going out to dinner at one of Aspen’s upscale restaurants, pack a pair of heeled boots (think Chelsea boots or pointed-toe ankle boots) that can handle the snow but still elevate your look.
4. Evening & Dining Out
Dressy Tops & Bottoms: For dinner or a night out, bring a chic, casual dress or a fitted top paired with stylish trousers or a skirt. Think sleek black pants with a pretty blouse, or a wool sweater dress that can be dressed up with boots.
Statement Outerwear: When heading out to an evening event or a more formal dinner, a statement coat or faux fur jacket can make your outfit feel more elevated and fashionable. Aspen is known for its stylish crowd, so don’t be afraid to show a little glam.
Accessories: Bring some statement jewelry, a stylish clutch, or a sleek crossbody bag to complete your evening looks. A classic wool beret or a chic fedora can also add flair to your outfits.
5. Sun Protection & Accessories
Sunglasses: Even in winter, the sun’s rays are strong, especially at higher altitudes. Pack high-quality sunglasses with UV protection (polarized lenses are great). Look for chic, oversized frames to elevate your mountain style.
Lip Balm & Sunscreen: The high-altitude air can be dry and harsh on your skin. Make sure to carry a good quality lip balm and sunscreen for your face, even during winter months.
6. Workout Gear (if you want to visit the gym or yoga studio)
Athleisure Wear: Many resorts like The Ritz-Carlton or The Four Seasons have state-of-the-art fitness centers or yoga studios. Pack leggings or workout pants, a supportive sports bra, and a stylish workout top. Athleta, Lululemon, and Outdoor Voices offer high-quality, stylish options.
Sneakers: Comfortable running or training sneakers are a must if you plan on hitting the gym or hiking.
Additional Tips for Dressing in Aspen:
Layering is Key: The weather can fluctuate throughout the day, so layering is essential. Start with moisture-wicking base layers, add insulating layers like sweaters, and top off with a stylish outer layer for protection from the elements.
Pack for Both Warm & Cold: While it can be cold in the mornings and evenings, daytime temperatures can rise quickly, especially if you're skiing. Always be prepared with layers you can add or shed as needed.
Mountain Style with a Touch of Glam: Aspen is known for its combination of luxury and outdoor adventure. Keep your outfits stylish but practical, and feel free to add a touch of glam with accessories like scarves, hats, and jewelry.
With the right mix of chic, practical, and cozy pieces, you’ll be prepared for everything Aspen has to offer—from the slopes to the après-ski scene and beyond. Enjoy your trip!
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Aspen’s natural beauty, gourmet food, and mountain adventures make it a truly magical destination. Enjoy your day in this charming mountain town, and take in all the amazing sights and experiences it has to offer!
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