Your Personal Chauffeur in Aspen Colorado
Welcome to Winter Wagon, were we offer our premier chauffeur services right here in beautiful Aspen Colorado. We know that getting around Aspen, whether its during the busy winter season or the beautiful summer months, can be a real hassle. Between the snow-covered roads, the tricky parking situations, and just wanting to relax on your vacation, driving is probably the last thing on your mind. That’s where we come in. We provide a top-notch private chauffeur service designed to handle all your transportation needs, so you don’t have to worry about a thing. You can just sit back, relax, and enjoy everything Aspen has to offer. Our team are locals and they know the area realy well.
Our service is super flexible. You can hire us to have a professional, vetted chauffeur drive your own car. Maybe you drove your favorite SUV to Aspen, or you have a rental your comfortable with, but you just dont want to deal with the driving part. No problem at all, our driver will show up and take you wherever you need to go in your vehicle. Or, if you prefer, you can have us drive you in one of our premium vehicles. We have a fleet of comfortable and safe cars and SUVs that are perfect for the mountain weather, ensuring you get to your destination safely and in style. It’s really all about what works best for you and your family.

You can book our service by the hour, for whenever you need a chauffeur to help with driving or even running errands for you. This hourly model is what our clients love the most because it gives them complete controll. You dont need to hire someone for the entire day or the whole week (unless you want to). If you just need a driver for a few hours in the morning to get to the ski lift and then again at night to go to dinner, thats perfectly fine. If you need someone on-call for the entire afternoon to take you shopping and then pick up groceries, we can do that too. Our goal is to fit into your schedule, not the other way around. Its your vacation after all.
We can drive you, run errands for you, act as your personal concierge, and really just about anything you need from our team. Our professional chauffeurs are more than just drivers. They are local experts who are dedicated to making your trip as smooth and enjoyable as possible. Think of us as your personal assistant on the ground in Aspen. We want you to have the best possible time, and our team is here to make that happen. There not just random drivers, there professionals.
Our honest and reliable team is here to help anyway we can with making sure your trip moves as smoothly as possible. We pride ourselves on our professionalism and our discretion. We understand the need for privacy and reliability, especially for our clients in Aspen. You can trust our team to be punctual, curteous, and incredibly helpful. We are here to serve you and take all the stress of logistics off your shoulders.
Book our chauffeur by the hour for whatever you need. We are here to serve you. Your vacation time is precious, and you shouldn’t spend it worrying about traffic on Main Street or trying to find a parking spot near the gondola. Let us handle the details, so you can focus on making memories. We just want you to have a great time and not worry about the small stuff.
How We Work?
We made the process of booking and using our chauffeur service as simple and seamless as possible. We know you dont want to jump through a bunch of hoops to get the help you need. It’s really just a few easy steps. Weve worked hard to make this super easy.
Book your chauffeur to handle whatever you need. First, you just book your chauffeur to handle whatever you need. You can do this online or by giving us a call. You’ll tell us when you need the service, for how long, and what you’ll need us to do. Will we be driving your car or one of ours? Do you have a list of errands for us to run? Are you looking for dinner recommendations? Just let us know, and we’ll get everything setup for you. You can book in advance to secure your time, which we recomend during peak season, or you can even try for same-day service if you find yourself in a bind. We try to be as flexible as possible.
Track your chauffeur and hours from our app. Once your service is booked and confirmed, you can track your chauffeur and the hours you’re using right from our app. This gives you amazing peace of mind. You can see exactly where your driver is, so you know when their arriving for pickup. You can also communicate with your driver directly through the app if your plans change or you need to add a last-minute stop. It also keeps track of the time, so you always know exactly how much of your booked service you’ve used. It’s all about transparency and keeping you in controll. No hidden fees or suprises.
Your driving and tasks are done. This is the best part. You just sit back and let us handle everything. Your driving needs are taken care of. Your errands are completed. Your tasks are done. You don’t have to think about it at all. Your chauffeur will handle all the requests you gave them, weather its navigating to a restaurant, waiting for you while you shop, or going to the store to stock your pantry before you even arrive at your rental. It’s that simple. We take care of the work, you get to enjoy your time.
What Can Our Chauffeurs Do For You?
This is where our service really shines because the answer is almost anything. Our team is flexible and adaptable, ready to handle a wide range of tasks to make your life easier. We are not just drivers, we are your personal assistants. Alot of our clients are surprised by how much we can actualy do for them.
Your Private Driver
This is the core of our service. We provide safe, reliable, and comfortable transportation all over Aspen and the surrounding areas. Forget about the stress of icy roads, mountain driving, or the infamously bad traffic around town. Our drivers are trained for this.
- Ski Resort Transportation: This is a big one. We can pick you up from your hotel or rental and drop you off right at the base of Aspen Mountain, Highlands, Buttermilk, or Snowmass. No long walks from a far-away parking lot, no waiting for a crowded bus. We’ll load your skis and boots, and when your done for the day, we’ll be right there to pick you up. It makes the ski day so much more relaxing and alot less stressfull.
- Dinner and Nightlife: Going out for a nice dinner at Caribou Club, Matsuhisa, or maybe just a more casual spot? Let us handle the driving. You can enjoy your evening, have a few drinks, and not worry about how your getting home. We will get you there and back safely. Parking in Aspen at night is a nightmare, so let us take that worry away.
- Airport Transfers: We can handle your transportation to and from Aspen/Pitkin County Airport (ASE). We can also arrange for longer trips, like pickups or drop-offs at Eagle County Regional Airport (EGE) or even Denver International Airport (DEN). Start and end your vacation without the stress of airport shuttles or rental cars. Its a much better way to travel.
- In-Town Errands and Shopping: Need to go to the bank? Want to explore the shops downtown? We can drive you from place to place, wait for you, and hold your bags. It’s like having your own personal car and driver on call. You dont have to keep looking for parking at every stop.
We can do this all in your own personal vehicle, which many of our clients prefer. Our drivers are fully insured and vetted, so you can have total confidence letting them behind the wheel of your car. Or, as we mentioned, you can use our fleet of luxury SUVs, which are all equiped for mountain driving. Either way, your safe and sound.
Your Personal Errand Runner
This is a huge time-saver. Your vacation time is valuable, why spend it running tedious errands? Send us instead. Our chauffeurs can act as your personal runner, checking items off your to-do list while you’re on the slopes or relaxing by the fire. This is a realy popular part of our service.
Here’s just a few things we can do:
- Grocery Shopping: This is probably our most popular errand request. Send us your list, and we’ll go to City Market or one of the specialty grocers and get everything you need. We can even have your rental home or condo fully stocked with your favorite foods and drinks before you even arrive. Imagine walking into your vacation rental with the fridge already full. Its an amazing feeling.
- Picking Up Essentials: Need someone to pick up your pre-ordered ski rentals? Or maybe your lift tickets? We can do that. Need a prescription filled at the pharmacy? We’re on it. Dropping off or picking up dry cleaning? Consider it done. We handle all those little things.
- Package and Mail Runs: Need to run to the post office or a FedEx location? We can handle shipping and receiving packages for you. This is super helpful if your waiting on an important delivery.
- Specialty Items: Need someone to grab a specific bottle of wine, pick up a birthday cake, or find a particular item you forgot to pack? Our team knows the town and can find what you need. Just let us know.
Just give us the list, and we’ll get it done efficientally. It frees up hours of your time. You came to Aspen to ski and relax, not to stand in line at the grocery store.
Your Local Concierge
Our chauffeurs aren’t just new to town. They are long-time locals or seasoned professionals who know Aspen inside and out. This local knowledge is an invaluable resource for you. They can act as your personal concierege, helping you plan and execute the perfect Aspen experience.
- Reservations: Getting a dinner reservation at the most popular spots in Aspen can be really difficult. While we cant work miracles, our team knows the restaraunts, they know the people, and they can give you the best advice on how to get a table. We can make calls on your behalf and help you find amazing places to eat, even if your first choice is booked.
- Recommendations: Looking for the best apres-ski spot? Want to find a family-friendly activity? Need a recommendation for a great hiking trail in the summer? Just ask your driver. They have the local inside scoop that you won’t find in a guidebook. They can give you honest feedback and great ideas. There knowledge is a huge plus.
- Planning and Logistics: We can help you plan your day. If you want to go skiing in the morning, have lunch in town, and then go see some art galleries, we can help map out the logistics, timing, and best way to do it. We can coordinate with other services, like childcare or private chefs, to make sure everyone is on the same page.
This concierege aspect of our service is what truly sets us apart. It’s not just about the drive, its about the entire experience. We want to help you have the most amazing trip possible, and our team is ready to provide their expertise.
Why Winter Wagon is Your Best Choice
There are other options for getting around Aspen, but none offer the combination of flexibility, reliability, and personal service that Winter Wagon does. We built our chauffeur service around the real needs of visitors and locals in Aspen. We listen to our customers and we know what they want.
Our team is the number one reason to choose us. We are extremely selective about who we hire. Every chauffeur on our team is meticulously vetted, background-checked, and trained. They are not just excellent drivers with clean records, they are professionals who are committed to customer service. They are polite, discrete, and always put your needs first. You can trust them in your car, with your family, and with your vacation plans. They are also masters of mountain driving, so you can feel completly safe even in the toughest winter weather. This is definately our biggest strength.
The flexibility of our by-the-hour model is a game-changer. Traditional limo services often require long minimum bookings or fixed itineraries. With Winter Wagon, you are in complete control. You only pay for the time you use. This makes our service surprisingly affordable and much more practical. Use us for a quick one-hour errand run or book us for a full 12-hour day of activities. The choice is yours, and you can even adjust on the fly using our app. Its that easy.
Finally, we offer total peace of mind. From the moment you book, you know you’re in good hands. Our seamless app, our professional drivers, and our dedicated support team are all working to make sure your experience is perfect. No stress, no hassle, no worries. Just a smooth, comfortable, and efficient service tailored exactly to you. We take the “work” part of your vacation and handle it for you. Your vacation should be about relaxing.
So, when your planning your next trip to Aspen, think about how much easier it would be with a personal chauffeur on call. Let Winter Wagon handle all your driving and erands. We are here to serve you and help you make the most of your time in this incredible town. Book your chauffeur today and discover a new level of relaxation and convenience. We look forward to driving for you.