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Why Choose Us?

Fast Trade-in Value

Tell us about your car and we’ll give you an accurate value today!

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No hassle financing

We’ll work with you to design a plan for your lifestyle & budget.

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Competitive Specials

Browse our latest offers and save big on your next car!

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Your Favorite Dealership - By a Long Shot!

For over 35 years, families across the Driftless region have counted on us for honest advice, fair pricing, and service they can rely on. Our CARFAX Top-Rated Dealer designation reflects what we hear every day from our customers — that buying and servicing a vehicle here just feels different.

Ready to experience the difference for yourself? Visit us today.

Handling All Your Commercial Needs

Here at Sleepy Hollow Chrysler Dodge Jeep Ram, commercial business is our business, and we've got the built-for-work vehicles, On The Job™ allowances, and the keep-you-on-the-road-to-profitability specialized service and sales expertise to prove it. Whether it's a Ram truck, a commercial van, a Chrysler sedan or a Jeep® brand SUV, let us help you select the right vehicle and programs to meet your unique business needs.

Choosing an FCA Commercial vehicle means access to a full-service commercial vehicle lineup, a dedicated support system of in-field technicians, a business relations team and exclusive member incentives and discounts. For all your small and large fleet needs, its better with FCA Commercial on your side.

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How To Purchase Online

Here at Sleepy Hollow Chrysler Dodge Jeep Ram, we understand your time is valuable. That's why we provide options to make your next purchase or lease more convenient. If you prefer to do the process from home, you can start with a trade-in appraisal or a finance application. Once you select the vehicle you're interested in, you will have options to adjust your payments and purchase online. You can even get your vehicle delivered to your home! If at any point you decide you're more comfortable with one of our teammates by your side, we're here to help. Stop in any time we're open to pick up where you left off.

We Keep You Going

Need service or maintenance? We make that easy, too. Tell us about your vehicle, select your services, and reserve a time. Call, book online, or just drive right in!

Stress-Free Car Shopping

As a family-owned dealership, we pride ourselves on having a great team of people who will always prioritize a pressure-free shopping experience for you. Call us with questions, take an extended test drive, and compare your financing options -- we're here to help. 

We also provide a vast selection of new and pre-owned cars, trucks and SUVs in inventory. With competitive prices offered on every pre-owned model for sale on our lot, we're here to help you find the right vehicle for your lifestyle and budget.
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  1. Sleepy Hollow Chrysler Dodge Jeep RAM

    1310 North Main Street
    Viroqua, WI 54665-1149

    • Sales: 6084906348
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Get in touch

  • Contact our Sales Department at: 6084906348
  • Monday08:00AM - 06:00PM
  • Tuesday08:00AM - 06:00PM
  • Wednesday08:00AM - 06:00PM
  • Thursday08:00AM - 06:00PM
  • Friday08:00AM - 06:00PM
  • Saturday08:00AM - 02:00PM
  • SundayClosed

Frequently asked questions

Where is Sleepy Hollow Chrysler Dodge Jeep Ram located?

Sleepy Hollow Chrysler Dodge Jeep Ram is located at 1310 North Main Street in Viroqua, WI 54665. We serve drivers throughout Vernon County and the Driftless region, including La Crosse, Westby, Sparta, Hillsboro, Boscobel, Richland Center, Baraboo, Tomah, and West Salem. Call us at (608) 637-3482.

What are Sleepy Hollow Chrysler Dodge Jeep Ram's sales hours?

Our sales team is available Monday through Friday from 8:00 AM to 6:00 PM, and Saturday from 8:00 AM to 2:00 PM. We are closed on Sundays.

What vehicles does Sleepy Hollow Chrysler Dodge Jeep Ram carry?

We carry new and pre-owned vehicles across four brands. Ram trucks include the Ram 1500, Ram 2500, Ram 3500, and Ram ProMaster cargo vans. Jeep models include the Cherokee, Wrangler, Wrangler 4xe, Gladiator, Grand Cherokee, Grand Cherokee L, Grand Cherokee 4xe, Compass, Wagoneer, and Grand Wagoneer. Dodge models include the Durango and Hornet. Chrysler models include the Pacifica, Pacifica Plug-in Hybrid, and Voyager minivans. We also carry a wide selection of pre-owned vehicles from all makes and models.

Can I custom-order a vehicle?

Yes. If the exact configuration, trim, or color you want is not in our current inventory, we can place a custom factory order built to your specifications. Talk to one of our sales team members about factory ordering, and ask about current incentives that may apply.

Can I start the buying process online?

Yes. You can browse inventory, get a trade-in appraisal, apply for financing, and calculate your monthly payments online before you ever set foot in the dealership. When you are ready to move forward, our team is here to help you finish the process in person.

Does Sleepy Hollow Chrysler Dodge Jeep Ram accept trade-ins?

Yes. You can get a fast trade-in value online before visiting the dealership. We accept trade-ins on new and pre-owned purchases, and our team will help you apply your trade value toward your next vehicle.

Are there current specials or incentives available?

Yes. We offer rotating monthly specials on new and pre-owned vehicles, including manufacturer incentives, low APR financing offers, and lease deals on Ram, Jeep, Dodge, and Chrysler models. Visit our specials page or call us at (608) 637-3482 for the latest offers.

Does Sleepy Hollow Chrysler Dodge Jeep Ram service all makes and models?

Yes. Our service center is open to all makes and models, not just the brands we sell. Whether you drive a Toyota, Subaru, Honda, Hyundai, Kia, Ford, Chevy, or any other vehicle, our technicians can handle routine maintenance and repairs. Schedule online, call us at (608) 637-3482, or simply drive right in.

Do I need an appointment for service?

No appointment is necessary for many routine services. You are welcome to simply drive right in. If you prefer to schedule ahead, you can book online or call us at (608) 637-3482. Our technicians handle everything from oil changes and tire rotations to complex repairs, and we use genuine Mopar OEM parts on every job.

Does Sleepy Hollow Chrysler Dodge Jeep Ram carry Mopar parts and accessories?

Yes. Our parts center stocks genuine Mopar OEM parts and accessories for Ram, Jeep, Dodge, and Chrysler vehicles. Mopar parts are engineered specifically for your vehicle, ensuring a perfect fit and reliable performance. Call our parts team at (608) 637-3482, order online, or stop in to browse our Mopar accessories catalogs.

Does Sleepy Hollow Chrysler Dodge Jeep Ram sell commercial vehicles and fleet trucks?

Yes. Commercial business is a specialty here. We carry a full lineup of work-ready vehicles including Ram 1500, 2500, 3500, 4500, and 5500 chassis cab trucks, Ram ProMaster cargo vans, and Jeep SUVs. We offer Ram Commercial On The Job allowances and exclusive fleet incentives for businesses, contractors, and municipalities. Truck upfitting services including service bodies, flatbeds, dump beds, and snow plows are available through the Sleepy Hollow Truck Center at 150 Fairlane Drive in Viroqua.

Does Sleepy Hollow Chrysler Dodge Jeep Ram offer rental vehicles?

Yes. Rental vehicles are available in Viroqua, WI, including trucks, SUVs, minivans, and passenger vans. Whether you need a loaner while your vehicle is being serviced or you are visiting the Driftless region, we can help. Call us at (608) 637-3482 or visit our Rent-A-Car page to check availability.