Experience the Best of the Colorado Rockies with an Aspen Vacation Concierge
Stroll through Aspen village and discover the charm of a winter getaway.
Planning an Aspen getaway is exciting — but between flights, ski passes, dining, wellness, and family schedules, the details can pile up fast. That’s where an Aspen vacation concierge comes in. Instead of scrambling with logistics, you get a clear plan and expert support, tailored to your group. Let our concierge team help you map out every detail for a seamless and stress-free stay.
This guide breaks down your Aspen trip into manageable stages:
- What to book weeks in advance
- How to simplify your arrival day
- Where to schedule downtime
- How to leave without last-minute stress
Whether you’re traveling as a family, leading an executive retreat, or seeking a wellness weekend, our concierge trip planning in Aspen ensures every detail is organized seamlessly—from pre-arrival tasks to daily itineraries.
Pre-Arrival (6 Weeks to 72 Hours)
A successful Aspen trip begins before you even board the plane. Key tasks to lock in:
- Lodging & Rentals → Secure your dream stay with Aspen Luxury Vacation Rentals. High-demand weeks (Christmas, New Year’s, X Games, Presidents’ Week) can sell out months in advance. Many guests book Aspen home rentals to enjoy privacy, space, and easy access to the slopes. Consider variations in family or corporate itineraries when selecting your lodging to ensure everyone has the space and amenities they need. Once your accommodations are set, elevate your itinerary with our Aspen itinerary planning— from private mountain dinners to curated adventure outings. Explore our properties.
- Lift Tickets & Lessons → Buy 4–6 weeks ahead for best rates on Aspen Snowmass lift tickets. Ski school spots for kids and private guides often fill quickly — especially during peak weeks: Dec 20–Jan 2, Presidents’ Week, X Games.
- Private Dining or Chefs → Do you want a personalized dining experience at your rental?
Yes → Book a private chef 2–4 weeks in advance. Ideal for celebrations or relaxing nights in — a perfect complement to your Aspen vacation rental.
No → Make restaurant reservations early (especially for peak weeks) to get your preferred time.
Tip: A mix of both gives you the best of Aspen — private chef on your first night, dining out for the rest of the trip. - Wellness Appointments → Reserve massage, yoga, or recovery services at least 2 weeks prior.
- Transportation → Do you prefer having your own vehicle for flexibility?
Car Rental → Reserve early if you plan to explore beyond Aspen or travel with a group.
Transfers → Plan transfers from Aspen/Pitkin County Airport (ASE) or Denver. Book private shuttles or shared rides for a stress-free, no-parking-needed experience.
Tip: Some guests skip the rental car altogether and rely on Aspen’s excellent shuttle system, especially for ski mountain access. - Gear Prep → Ship skis ahead or pre-arrange in-home fittings. Families can also request baby gear rentals to make travel easier.
Pro Tip: Stay organized with our FREE 1-page Aspen Vacation Concierge Planning Checklist. It includes pre-arrival tasks, packing essentials, documents, dietary notes, kids’ sizes, and spa preferences—download it now to simplify your trip planning!
Reserve your Aspen Ski Lounge locker to store gear and relax in comfort before hitting the slopes.
Arrival Day
First impressions matter. To start smoothly:
Airport to Lodge:
- Pre-book a driver or shuttle to avoid long waits. In winter, factor in weather delays or potential diversions to nearby airports (Rifle, Eagle, or Grand Junction).
- Contingency: Ask your concierge about oxygen delivery or altitude acclimation tips if anyone in your party is sensitive to elevation.
Altitude Tips
- Stay hydrated, go easy on alcohol, and consider oxygen delivery or other altitude support if anyone in your party is sensitive to elevation. Your concierge can help coordinate these services.
Kid & Gear Logistics
- Ensure child car seats are requested in advance if traveling with younger guests.
- Plan for luggage and ski/gear transport—concierge can coordinate direct-to-lodge delivery or storage.
First Dinner
- Choose casual or delivery. Avoid heavy meals and alcohol until you are acclimated to the altitude.
Acclimatization
- Unpack, rest, and schedule an early bedtime so you’re energized for the mountain.
On-Mountain Days
Skiing and snowboarding are the heart of most Aspen vacations. To maximize:
- Lift Access: Pre-loaded passes mean you can go straight to the lifts.
- Lessons: Are you looking for personalized instruction or group learning?
Private Guide → Book 4–6 weeks in advance for tailored coaching and flexibility. Families often book a guide for the first day to build confidence and rhythm, then ski independently afterward. Learn more about the Best Aspen Luxury Concierge Services that can help you plan every detail.
Ski School → Reserve group lessons early to secure the best schedules, especially for kids.
Tip: Many families book a private guide for day one to build confidence, then enjoy ski school for the rest of the week. - Gear Storage: Ask about overnight storage at the base of your Aspen house rental or enjoy a seamless ski experience at Aspen Ski Lounge, where you can securely store your gear and relax in comfort..
- Lunch Plan: Book on-mountain dining during peak weeks. Otherwise, pack snacks to stay flexible.
- Après-Ski: Build in daily recovery — hot tubs, spa, or fireside cocktails.
Mountain Nuance Tip: Beginners and families often enjoy gentler slopes in the morning, while advanced skiers can tackle steeper runs—adjust per group skill. For personalized guidance and seamless planning, our concierge team is ready to assist.
Enjoy fun-filled winter moments with family in Aspen’s snow-covered landscapes.
Off-Day Recovery
Even the most active guests need a break. Options include:
- Wellness Reset: Schedule in-villa massages 48–72 hours in advance, or book yoga and guided meditation sessions for a full recharge. Consider a recovery session after your first mountain day or rotate through cold-plunge and sauna experiences to stay refreshed. Explore our Massage & Spa Services for easy booking and tailored wellness options.
- Alternative Adventures: Ice skating, sledding, or indoor climbing for variety.
- Kids’ Activities: Movies, crafts, and family game nights keep younger travelers happy while parents relax. For families with young children, consider babysitting policies, crib/high-chair needs, snack kits, and nap windows. Rainy-day options and indoor activities can also be arranged through our Nanny services for seamless support.
- Shopping or Culture: Boutiques, galleries, and seasonal performances are perfect for a slower pace. Art lovers should be sure to stop by the Aspen Art Museum for rotating exhibits and unique programming.
- Concierge Extras: Ask about private wellness sessions or bespoke mountain adventures for a fully customized day off.
You can also explore our Aspen travel concierge services for unique ways to recharge — from private wellness sessions to bespoke mountain adventures.
Departure Logistics
Avoid last-day stress by preparing:
- Transfers: Confirm transport 24 hours before departure.
- Packing & Gear Return: Schedule pickup of rentals or shipped equipment.
- Souvenirs: Plan a final brunch or local shopping trip.
- Checkout: Ask your concierge about luggage storage or late checkout options — especially useful when staying at Aspen rentals.
Sample Concierge Itineraries
Dine in style while enjoying panoramic snowy peaks in Aspen.
Family Winter 4-Day
DAY 1: (Arrival Day)
2:00–5:00 PM: Arrival and check-in. Pre-book your airport transfer 3–5 days in advance.
6:30 PM: Simple family-style dinner or delivery. (Tip: Book restaurants 5–7 days ahead during peak season.)
Evening: Hydrate and rest early to adjust to the altitude.
DAY 2: (On-Mountain Adventure)
8:00 AM: Kids’ ski school — book 4–6 weeks in advance.
9:00 AM: Adults enjoy guided ski runs (reserve private guide 4–6 weeks prior).
12:30 PM: Lunch at an on-mountain restaurant (book 3–5 days ahead). If full, try quick-service spots near the base.
Afternoon: Après-ski at your lodge or hot tub recovery.
DAY 3: (Family Fun & Light Adventure)
9:00 AM–12:00 PM: Half-day skiing or snowboarding.
2:00 PM: Family ice skating or sledding. Rentals can be arranged same-day via your concierge.
6:30 PM: Family dinner reservation (book 5–7 days in advance).
DAY 4: (Departure)
Morning: Pack up and enjoy one last sledding run or a local café brunch.
11:00 AM: Checkout. Ask your concierge for late checkout options if flights are later.
Executive Offsite 3-Day
DAY 1: (Arrival + Kickoff)
Afternoon: Arrive and check in. Arrange transfers at least 1 week in advance for groups.
6:00 PM: Welcome dinner — pre-book a private chef or group reservation 2–3 weeks ahead.
DAY 2: (Adventure & Strategy)
8:00 AM: Morning ski session (pre-purchase lift tickets 4–6 weeks in advance).
12:30 PM: Lunch reservation (book 5 days ahead for large groups).
2:00–5:00 PM: Private meeting or team-building session. Consider:
- In-home boardroom setup with AV and high-speed internet
- NDA-ready spaces for confidential discussions
- Chef timing coordinated with session breaks
- Team-building slots, e.g., morning ski + afternoon strategy session
7:00 PM: Private dining or in-home tasting experience — if unavailable, try a local fine dining alternative like Betula or Steakhouse No. 316.
DAY 3: (Wrap-Up & Departure)
9:00 AM: Breakfast or coffee debrief.
11:00 AM: Spa recovery — schedule massages or saunas 1–2 weeks prior.
1:00 PM: Departure. Confirm transfers 24 hours in advance.
Summer Wellness Long Weekend
DAY 1: (Arrival + Reset)
3:00 PM: Check-in and unpack.
5:00 PM: Grounding yoga or breathwork session (book 1 week ahead).
7:00 PM: Light dinner or in-home chef-prepared meal.
DAY 2: (Adventure + Relaxation)
7:00 AM: Morning hike — confirm trail conditions a day before.
12:00 PM: Farm-to-table lunch (reserve 3–5 days ahead).
3:00 PM: Afternoon spa or sound bath (book 1 week prior). If full, try a cold plunge session or local recovery studio.
Evening: Free time or dinner al fresco at your rental.
DAY 3: (Morning Wellness + Departure)
8:00 AM: Leisurely bike ride or guided nature walk.
10:30 AM: Brunch before departure.
12:00 PM: Checkout — coordinate luggage storage or extended stay options with your concierge.
Investor Scouting 2–3 Day
DAY 1: (Arrival + Market Overview)
Afternoon: Check into your rental or hotel. Arrange airport transfers 3–5 days ahead.
4:00 PM: Meet your local real estate advisor for a brief market overview and discussion of investment goals.
7:00 PM: Dinner at a top Aspen restaurant (book 5–7 days in advance) to connect with a property consultant or local advisor.
DAY 2: (Property Tours + Lifestyle Insights)
9:00 AM–3:00 PM: Property and neighborhood tours — schedule 1–2 weeks in advance for best availability. Include stops at schools, recreation centers, and downtown areas to get a feel for community life.
3:30 PM: Coffee debrief or casual meeting with a property manager to discuss rental potential.
7:00 PM: Private chef dinner or local fine dining.
DAY 3: (Due Diligence + Departure)
9:00 AM: Follow up with your realtor or financial advisor to review opportunities.
11:00 AM: Light lunch or spa session before checkout.
1:00 PM: Departure — confirm driver 24 hours prior.
FAQs
What does an Aspen vacation concierge do?
They manage logistics — lodging, dining, activities, wellness, and transport — so your trip runs seamlessly.
How far in advance should I book ski lessons and lift tickets?
At least 4–6 weeks, especially for peak holidays.
Do I need a car in Aspen?
Not necessarily. Many guests staying at vacation rentals in Aspen rely on pre-arranged transfers and Aspen’s excellent shuttle system.
What’s different for families with toddlers vs teens?
Concierges often recommend childcare and indoor play for toddlers, while teens may prefer ski lessons, climbing gyms, or snow tubing.
Stress-Free Aspen Trip Planning for Your Next Getaway
An Aspen vacation concierge transforms planning into peace of mind. By handling details early — from lift tickets and dining to family activities and wellness — you can arrive confident that every moment is designed for you.
For specific, high-touch experiences like private chefs, VIP cultural access, or exclusive adventures, explore our Aspen luxury concierge services for more information.
Ready to plan your Aspen stay with your group’s needs in mind? Use our “Plan My Aspen Stay” short form to share your dates, party details, and priorities, and let our concierge experts design your perfect itinerary!