MileHacker Logo
Itinerary Suggestions

Itinerary Suggestions

Rocky Mountains, USA

Time-Based Itineraries

These suggestions frame a trip based on your available days.

Weekend Getaway (2-3 days):
Winter: Day 1: Ski Aspen Mountain (Ajax), après-ski, fine dinner. Day 2: Ski Snowmass, live music at Belly Up. Day 3: Morning ski Aspen Highlands/Buttermilk, or explore downtown shops/Aspen Art Museum. Depart.
Summer: Day 1: Maroon Bells (shuttle reservation), afternoon hike (Hunter Creek Trail), dinner downtown. Day 2: Silver Queen Gondola up Aspen Mountain, explore Aspen Art Museum and shops, Aspen Music Festival performance. Day 3: Mountain biking or fly fishing, or day trip to Glenwood Springs for hot springs. Depart.

Longer Stays

  • One-week comprehensive: 3-4 days skiing different mountains; 1 day Nordic skiing/snowshoeing; 1 day town exploration (museums, shopping, spa); 1 day trip (Glenwood Hot Springs).
  • Two-week in-depth: Combine one-week with Roaring Fork Valley exploration. More time on specific outdoor activities (backcountry trip with guide, extensive biking).
  • Long-term stay: Rent a condo with a kitchen. Immerse in local community (events, classes, local businesses). Explore trails and down-valley towns.

Interest-Based Routes

Tailor your Aspen trip to your specific passions with these itinerary ideas.

Historical & Heritage Focus

Explore historic downtown Aspen and beyond for a journey into the past.

Historic Exploration

  • Explore historic downtown Aspen, Wheeler Opera House, Hotel Jerome.
  • Visit Ashcroft Ghost Town and Independence Ghost Town.
  • Visit Aspen Historical Society Museum for insights.
  • Consider walking tours of historic areas.
History comes alive in Aspen.

Food & Culinary Experiences

Aspen's dining scene offers everything from fine dining to casual eats.

Taste of Aspen

  • Focus on dining at various restaurants, from fine to mid-range.
  • Explore the happy hour scene.
  • Visit the Aspen Saturday Market in summer.

Adventure & Outdoor Activities

Aspen's natural landscape is a playground for outdoor enthusiasts.

Thrills in the Mountains

  • Prioritize skiing or snowboarding on different mountains.
  • Enjoy extensive hiking on trails (Ute, Crater Lake, American Lake).
  • Engage in mountain biking, whitewater rafting, fly fishing, paragliding.
  • Water activities include rafting and fishing.

Family-Friendly Itinerary

Aspen has many activities for families with children.

Fun for All Ages

  • Ski Buttermilk for beginner terrain.
  • Stay in Snowmass Village for family ski schools and activities.
  • Visit CP Burger for mini-golf.
  • Enjoy easy hiking trails like Rio Grande Trail and John Denver Sanctuary.

Art & Architecture Emphasis

Aspen's art scene and historic buildings are a visual delight.

Art Galleries

Visit the Aspen Art Museum and multiple private art galleries downtown.

Victorian Architecture

Explore the historic Victorian architecture on walking tours.

Aspen Institute

Consider tours of the Aspen Institute campus for its design and intellectual offerings.

Creative Journeys

Discover Aspen's artistic side, from contemporary art to historic design.

Budget-Based Plans

Aspen can be expensive, but smart planning helps manage costs for different budgets.

Backpacker's Guide

Maximize your budget with economical choices.

Saving Strategies

  • Stay in Glenwood Springs or Basalt for cheaper lodging.
  • Utilize the free RFTA buses for transport to Aspen.
  • Self-cater meals with groceries from down-valley supermarkets.
  • Focus on free activities like hiking, walking, window shopping, and free museum entry.
Travel smart, experience more.

Mid-Range Traveler's Itinerary

Balance cost and comfort for a fulfilling trip.

Balanced Approach

  • Stay in a mid-range hotel or condo in Aspen or Snowmass.
  • Mix self-catering with dining at mid-range restaurants.
  • Enjoy a few paid activities, like a gondola ride or a single-day ski pass.
  • Utilize RFTA for local transport.

Luxury Experience Plan

Indulge in Aspen's finest offerings without compromise.

Premium Delights

  • Stay at a 5-star hotel, like The Little Nell.
  • Dine at fine dining restaurants nightly.
  • Enjoy private ski lessons, guided backcountry tours, spa treatments.
  • Indulge in high-end shopping and private car services.
Experience unparalleled luxury.

Value-Focused Recommendations

Smart choices for a more budget-friendly Aspen trip.

Cost-Saving Tips

  • Visit during shoulder seasons (late spring or late fall) for lower prices.
  • Book lodging with a kitchen to prepare some meals.
  • Utilize RFTA for all local transportation.
  • Focus on free outdoor activities like hiking and walking.

Spiritual & Wellness Journey

Rejuvenate your mind and body in Aspen's serene environment.

Paths to Serenity

  • Focus on spa treatments and yoga classes for relaxation.
  • Enjoy nature walks for peace.
  • Visit the John Denver Sanctuary for peaceful contemplation.
  • Consider a day trip to Glenwood Hot Springs for therapeutic mineral waters.

Art & Architecture Emphasis

Discover Aspen's artistic side, from contemporary art to historic design.

Creative Exploration

  • Visit the Aspen Art Museum and multiple private art galleries downtown.
  • Explore the historic Victorian architecture on walking tours.
  • Consider tours of the Aspen Institute campus for its design and intellectual offerings.
  • Admire Aspen's unique blend of old and new design.

Personalized Journey

These itineraries are adaptable to your personal travel style and budget.

Seasonal Specialties

Aspen transforms with each season, showing unique experiences depending on the time of year.

Summer Highlights June-September

Warm weather unlocks a full range of outdoor adventures and cultural events.

Summer Activities

  • This season is perfect for hiking, mountain biking, fly fishing, and rafting.
  • The Aspen Music Festival and Aspen Ideas Festival are active.
  • The Aspen Saturday Market is a popular attraction.
  • The Maroon Bells are fully accessible via shuttle.
outdoor life and cultural scene.

Winter Highlights December-April

Aspen's renowned winter season offers world-class skiing and lively après-ski.

Snowy Adventures

  • This is prime time for skiing and snowboarding on all four mountains.
  • Enjoy the lively après-ski scene.
  • Cross-country skiing and snowshoeing are popular.
  • Events like the X Games Aspen draw crowds.

Shoulder Season Exploration

Discover unique charms outside of peak tourist times.

Fall Highlights Late September-Early October

  • The stunning fall foliage is the main draw.
  • Crisp hiking weather and fewer crowds make it ideal.
  • Independence Pass is typically still open.

Spring Highlights April-May

  • This season offers spring skiing until closing day.
  • Enjoy lower prices and a quieter town.
  • Early hiking is possible on lower trails.

Festival or Event-Centered Visits

Plan your trip around Aspen's renowned festivals.

Event Planning

  • Plan your trip around specific festivals, like the Food & Wine Classic.
  • Attend the X Games.
  • Explore the Aspen Ideas Festival.
  • Book well in advance for these popular times.

Off-Season Exploration Strategies

Experience Aspen with fewer crowds and unique tranquility.

Quiet Moments

  • Enjoy lower prices and less crowded trails.
  • Be prepared for some business closures.
  • Weather can be variable during these times.
  • Focus on quieter activities like reading or simply enjoying the crisp mountain air.

Booking Warning

Peak Season Reservations

Accommodations and flights fill quickly during popular festivals and peak seasons. Secure your bookings well in advance.

Road Closures

Seasonal road closures, especially Independence Pass, affect access. Confirm road status before travel during spring and fall.

Seasonal Planning

Choose your season based on desired activities and crowd levels.