New Silverado 1500 Trail Boss — Built for Capability

Looking for a new Silverado 1500 Trail Boss in Lexington? The Trail Boss is a popular choice around Central Kentucky for drivers who want factory off-road styling, confident performance, and the versatility of a full-size truck. This inventory serves drivers across Richmond and Georgetown.

Available Silverado 1500 Trail Boss trucks may include Custom Trail Boss and LT Trail Boss configurations. Select trucks qualify for our Lifetime Guarantee, and we offer finance solutions designed to keep ownership predictable , so you can focus on choosing the right truck before worrying about the details.

Vehicle prices listed on this website may include optional features installed at the dealership. Monthly payment estimates exclude tax, title, license, and an $849 documentation fee. For current pricing and specials, please contact us directly. Prices are subject to change without notice due to errors, omissions, or inventory fluctuations. For further details, please reach out via call, text, or email. While we strive to provide accurate vehicle information, listings may not reflect all precise details. Accessories and colors may vary, and all inventory is subject to prior sale. Vehicle photos may be illustrative and may not depict the exact vehicle. Confirm pricing and vehicle details with the dealership. The Rod Hatfield Powertrain For Life guarantee requires regular maintenance, including tire rotations and oil changes every 5,000–6,000 miles, at our facility. This guarantee applies to vehicles 5 model years or newer with less than 75,000 miles at the time of delivery. Vehicles not eligible for this program include, but are not limited to, European luxury models, 1-ton trucks, and modified vehicles. We reserve the right to correct pricing errors caused by human or technical issues. Mileage shown in photos may vary upon delivery due to service, test drives, or other operational use. The Manufacturer's Suggested Retail Price excludes tax, title, license, dealer fees, and optional equipment. Dealer sets final price. The Manufacturer's Suggested Retail Price excludes tax, title, license, dealer fees, and optional equipment. Dealer sets final price.

The Manufacturer's Suggested Retail Price excludes tax, title, license, dealer fees and optional equipment. Dealer sets final price.

What to Know When Shopping New Silverado 1500 Trail Boss Trucks

When shopping for a new full-size truck, trim level, capability, and long-term usability often matter more than individual features. At Rod Hatfield Chevrolet, our Silverado 1500 Trail Boss inventory is selected to give drivers confident performance and everyday versatility without unnecessary complexity.

Silverado 1500 Trail Boss trucks may be available in Custom Trail Boss and LT Trail Boss configurations. Each offers a different balance of design, comfort, and technology. Availability and configuration details vary by current inventory.

We also offer finance solutions designed to keep ownership predictable, along with select vehicles that qualify for our Lifetime Guarantee. Our team will walk through available options and explain what applies to each vehicle.

Questions Drivers Ask About the Silverado 1500 Trail Boss

What makes the Trail Boss different from other trims?

The Trail Boss focuses on factory off-road styling and a lifted stance, giving it a more rugged look and feel while maintaining Silverado dependability.

Is the Trail Boss practical for everyday driving?

Yes. Many drivers choose the Trail Boss for daily driving because it combines capability with comfort and remains easy to live with year-round.

Should I choose Custom Trail Boss or LT Trail Boss?

That depends on your preferences for interior features and technology. Both offer Trail Boss styling, with different levels of refinement.

Do Trail Boss trucks qualify for Lifetime coverage?

Select vehicles qualify based on eligibility guidelines. Qualification is determined by the individual vehicle and confirmed at time of purchase.

Ready to Take a Closer Look?

A truck should fit how you drive and what you expect long-term. Seeing it in person helps make that clear.

Get Pre-Approved Schedule Test Drive View New Truck Offers

Have a Trade-In? It Can Help Offset Your Purchase

Bring your vehicle by Rod Hatfield Chevrolet in Lexington for a straightforward, in-person appraisal based on today’s market. No obligation.

Get Trade-In Value