Discover Aspen: A Journey Through Nature and Luxury

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Advisor - Anderson Orlandi
Curated By

Anderson Orlandi

  • Aspen

  • Adventure Travel

  • Boutique Travel

  • Couples Travel

  • Local Culture

  • Sightseeing

  • Outdoors

A man looking over a lake and a mountain.
Curator’s statement

Aspen is not just a destination— it’s an experience that intertwines breathtaking landscapes with a rich cultural tapestry. Nestled in the heart of the Rocky Mountains, Aspen is renowned for its stunning natural beauty, offering a year-round playground for outdoor enthusiasts.

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Where to stay in Aspen

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Things to do in Aspen

Cable car in mountainous area.

From world-class skiing and snowboarding in the winter to hiking, mountain biking and festivals in the summer, Aspen provides endless opportunities for adventure and relaxation.

  1. Natural splendor: The majestic peaks and pristine forests surrounding Aspen create a picturesque backdrop that attracts visitors from around the world. The area's commitment to conservation ensures that this natural beauty is preserved for future generations.

  2. Cultural hub: Aspen boasts a vibrant arts and cultural scene, with numerous galleries, theaters and music festivals. Events like the Aspen Music Festival and the Aspen Ideas Festival draw thought leaders and creatives, making it a hub for innovation and inspiration.

  3. Sustainable tourism: Aspen prioritizes sustainability, promoting eco-friendly practices that protect its environment while still providing luxury experiences. Visitors can enjoy the beauty of Aspen while contributing to the preservation of its unique ecosystem.

  4. Community and lifestyle: The welcoming community in Aspen fosters a unique lifestyle that values health, wellness and connection with nature. Residents and visitors alike enjoy a close-knit environment that emphasizes outdoor activities, local cuisine and cultural events.

  5. Economic impact: Aspen’s economy thrives on tourism, supporting local businesses and creating jobs. The blend of luxury and outdoor recreation attracts affluent visitors, contributing to the area's prosperity while ensuring that local artisans and entrepreneurs flourish.

Winter activities

Day 1:

  • Morning: Skiing or snowboarding — Hit the slopes early at Aspen Mountain or Snowmass. Rent equipment if needed and enjoy the fresh powder.

  • Lunch: On-mountain dining — Grab a bite at one of the on-mountain restaurants, such as the Sundeck on Aspen Mountain.

  • Afternoon: Snowshoeing or cross-country skiing — Explore the scenic snowshoeing trails or cross-country ski at the Aspen Nordic Center.

  • Evening: Cozy dinner — Enjoy a warm dinner at a local favorite, like The Wild Fig or Element 47, known for their cozy atmosphere and great food.

Day 2:

  • Morning: Snowmobiling — Go on a guided snowmobile tour through the beautiful backcountry.

  • Lunch: Local café — Stop by a café for a warm drink and light lunch.

  • Afternoon: Spa day — Treat yourself to a spa afternoon at one of the local spas, like The Spa at the St. Regis.

  • Evening: Evening entertainment — Check out the local events or enjoy a live music performance in one of the local venues.

Day 3:

  • Morning: Ice skating — Spend the morning ice skating at the local rink.

  • Lunch: Downtown dining - Enjoy lunch at a downtown restaurant like the Aspen Brewing Company.

  • Afternoon: Shopping and galleries — Explore the boutiques and art galleries around Aspen.

  • Evening: Fine dining - End your trip with a fine dining experience at a renowned restaurant like the Caribou Club.

Summer activities

Day 1:

  • Morning: Hiking — Start your day with a hike on the Maroon Bells Scenic Loop or the Castle Peak Trail. The views are breathtaking!

  • Lunch: Picnic — Pack a picnic to enjoy at a scenic spot or visit a local café.

  • Afternoon: Biking — Rent a bike and explore the various trails around Aspen, such as the Rio Grande Trail.

  • Evening: Stroll through downtown — Explore the shops, art galleries, and enjoy dinner at a local restaurant like Matsuhisa or The Steakhouse.

Day 2:

  • Morning: Scenic gondola ride — Take the Silver Queen Gondola to the top of Aspen Mountain for stunning views and hiking opportunities.

  • Lunch: Mountain restaurant - Dine at the on-mountain restaurant or return to town for lunch.

  • Afternoon: River rafting - Go white-water rafting on the Roaring Fork River for an adrenaline-packed experience.

  • Evening: Outdoor concert or festival — Enjoy an outdoor concert or festival, depending on the season's events.

Day 3:

  • Morning: Fly fishing — Start your day with a guided fly fishing trip on the Roaring Fork River.

  • Lunch: Local eatery - Enjoy lunch at a local eatery or brewery.

  • Afternoon: Explore local art — Visit the Aspen Art Museum or take a stroll through the local art scene.

  • Evening: Sunset at Maroon Bells — Head to Maroon Bells for a stunning sunset, followed by a farewell dinner in town.

Parks to visit

Maroon Bells Scenic Area

  • Highlights: Iconic twin peaks and stunning alpine scenery.

  • Activities: Hiking, photography and picnicking. The area features several trails, including the Maroon Lake Scenic Loop.

Aspen Mountain

  • Highlights: Offers breathtaking views of the surrounding mountains and valleys.

  • Activities: Take the Silver Queen Gondola up and enjoy various hiking trails at the top, including easy-to-moderate options.

Independence Pass

  • Highlights: A stunning mountain pass with breathtaking views and wildflower fields.

  • Activities: Great for hiking, with access to numerous trails, including the easy Independence Lake Trail.

Weller Lake

  • Highlights: A serene lake surrounded by wildflowers and aspen trees.

  • Activities: Hiking, fishing and enjoying a picnic by the water. The hike to Weller Lake is moderate and offers beautiful scenery.

Hiking trails

Maroon Bells Scenic Loop

  • Distance: Approximately 1.5 miles round trip.

  • Difficulty: Easy.

  • Description: A beautiful, paved trail that provides stunning views of the Maroon Bells and Maroon Lake.

Castle Peak Trail

  • Distance: About six miles round trip.

  • Difficulty: Moderate to difficult.

  • Description: This trail leads to Castle Peak, offering spectacular views of the Elk Mountains.

Smuggler Mountain Trail

  • Distance: Approximately 3.5 miles round trip.

  • Difficulty: Moderate.

  • Description: A popular local trail that provides panoramic views of Aspen, the surrounding mountains and the valley below.

Crater Lake Trail

  • Distance: Roughly three miles round trip.

  • Difficulty: Moderate.

  • Description: A scenic hike that takes you to Crater Lake, with beautiful views of the surrounding peaks.

Aspen to Glenwood Springs Trail

  • Distance: Varies, as it stretches for miles.

  • Difficulty: Varies by section.

  • Description: This trail follows the Roaring Fork River and offers various scenic views and access points for shorter hikes.

Make sure to check trail conditions and park regulations before heading out!

Places to eat & drink in Aspen

A structure of a horse head made out of polished tree branches

Fine dining

  • Element 47 – Located in The Little Nell, this upscale restaurant features seasonal Colorado cuisine with an extensive wine list.

  • Matsuhisa – A renowned sushi restaurant by chef Nobu Matsuhisa, offering a unique blend of traditional Japanese dishes with Peruvian influences.

  • Caribou Club — A members-only club that also welcomes guests for dinner, known for its elegant atmosphere and fine dining experience.

Casual dining

  • The Wild Fig — A cozy Mediterranean-inspired eatery known for its delicious small plates and warm ambiance.

  • Pizzeria Locale — A casual spot for wood-fired pizzas, perfect for a laid-back meal with friends or family.

  • Aspen Brewing Company — Enjoy craft beers and a casual menu that includes burgers, sandwiches and pub fare.

  • Campo de Fiori

Breakfast and brunch

  • The Little Nell — Known for its luxurious brunch offerings, featuring a variety of breakfast favorites and stunning mountain views.

  • Victoria's Espresso – A local favorite for coffee and breakfast items, perfect for a quick start to your day.

  • Pine Creek Cookhouse

Sweet treats

  • Paradise Bakery — Famous for its cookies and other baked goods, this is a great spot to grab a sweet treat.

  • Scoop Ice Cream — A must-visit for ice cream lovers, offering a selection of delicious flavors and toppings.

Need to know

This itinerary is part of our ongoing series on travel to Aspen. Looking for more travel inspiration? Check out my guide, First Time Traveler's Guide to South Africa.

Advisor - Anderson Orlandi

Travel Advisor

Anderson Orlandi

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