Jeep has reintroduced the Grand Cherokee Trailhawk and Overland. Rugged Trailhawk is promising best-in-class off-road capability. Overland has been lightly reimagined as a premium off-roader. The Grand Cherokee lineup is growing for 2027 as Jeep is reintroducing the Trailhawk and Overland. One focuses on off-road capability, while the other embraces luxury. Starting with the Trailhawk, the model has a new front fascia that offers an improved approach angle. The SUV also comes equipped with a matte black hood decal, red tow hooks, and dark neutral metallic accents. The Trail Rated vehicle rides on 18-inch Granite Crystal wheels that are wrapped in 30.5-inch Goodyear Territory all-terrain tires. The model also has six skid plates as well as a TrailCam system, which acts as a virtual spotter. Jeep didn’t release interior pictures, but confirmed the Trailhawk has Global Black Nappa leather seats with red contrast stitching. They’re joined by a 12.3-inch infotainment system, which was added as part of the 2026 facelift. Rounding out the highlights are a Quadra-Trac II 4×4 system with a two-speed transfer case and a Selec-Terrain traction control system with a Rock mode. The Trailhawk also has an electronic limited-slip differential, a Quadra-Lift air suspension, and a standard Trailer Tow Package that enables the model to haul up to 6,200 lbs (2,812 kg). The air suspension gives the Jeep a best-in-class maximum ground clearance of 11.4 inches (290 mm) as well as best-in-class approach, breakover and departure angles of 36, 24.4, and 30.3 degrees, respectively. Grand Cherokee Overland The Grand Cherokee Overland closely resembles the Trailhawk and it’s being marketed as a premium off-roader. As a result, it shares the same front end but adopts bright metallic tow hooks. That’s where the similarities end as the Overland has black painted lower bodywork, Silver Silk accents, and a body-color roof. Buyers will also find larger 21-inch wheels with Granite Crystal pockets. The interior sports Nappa leather front seats with heating and ventilation as well as “Overland” embossing on the backrests. There’s also heated rear seats as well as a “unique ‘An-Teak’ Satin Chrome accent with a Liquid Chrome applique tracer.” Like the Trailhawk, the model has a Quadra-Trac II 4×4 system with a two-speed transfer case and a Quadra-Lift air suspension. They’re joined by hill-descent control and a 360-degree surround view camera system. The Trailhawk is powered by a turbocharged 2.0-liter Hurricane four-cylinder engine that produces 324 hp (242 kW / 329 PS) and 332 lb-ft (450 Nm) of torque. Jeep didn’t say what’s under the hood of the Overland, but it’s presumably the same mill given its premium positioning. Regardless, both models are scheduled to arrive later this year and more details will be announced closer to launch.