Trailhawk and Overland return to the Grand Cherokee lineup for 2027, each built on a shared foundation of two-speed 4x4 hardware and air suspension but aimed at different priorities. Trailhawk is the trail-focused version, holding onto its Trail Rated badge and a full off-road equipment list. Overland keeps that same core capability but wraps it in a more finished cabin and exterior. For drivers moving along the Yellowhead corridor or out past Anthony Henday on the west side of Edmonton, that flexibility covers a lot of ground, from gravel access roads to daily commuting. Both trims are open for order now, with arrival expected at Crosstown Chrysler Dodge Jeep Ram in late 2026.
Overland's exterior leans upscale first. Its more aggressive front fascia is paired with bright tow hooks and painted black lower bodywork, while a body-colour painted roof and Silver Silk accents add a cleaner overall look. 21-inch machine-faced wheels finished with mid-gloss Granite Crystal pockets complete a stance built to look at home parked outside a west-end office park.
Trailhawk keeps its focus on function. Red tow hooks and a matte black, glare-resistant hood decal with red Trailhawk detailing mark it out immediately, while the front fascia is reshaped to improve approach angle. 18-inch Granite Crystal wheels wrapped in all-terrain tires and a rear Trailhawk badge with a second red tow hook round out the look.
Overland's cabin is built around comfort, with "Overland" embossed into the Nappa leather front seat backs and a satin chrome accent finished in an An-Teak tone, traced with a liquid chrome applique. Front seats are heated and ventilated, and rear passengers get standard heated seats, a feature that earns its keep once temperatures drop through an Edmonton winter.
Trailhawk's interior sticks to genuine Nappa leather in Global Black, stitched with red accents that carry the exterior theme inside. The same 12.3-inch infotainment display found across the lineup is standard here as well, so buyers don't give up connectivity in exchange for the off-road hardware built into this trim.
Trailhawk runs on the 2.0-litre Hurricane 4 Turbo engine paired with an eight-speed automatic transmission, producing 324 horsepower and 332 lb-ft of torque. The engine uses Turbulent Jet Ignition in its first high-volume production application, reaching a segment output of 162 horsepower per litre, with peak torque available low in the rev range for quicker response than earlier gas-powered Grand Cherokee models.
That same Hurricane 4 Turbo platform is standard from Laredo Altitude up through the lineup, placing Overland on the same core powertrain as Trailhawk. The eight-speed automatic and torque converter combination is tuned for low-speed control, whether that means crawling over rutted ground or easing down a boat launch. Maximum towing across the capability-rated lineup reaches 2,812 kilograms (6,200 pounds) when properly equipped.
Trailhawk includes a standard integrated TrailCam off-road camera with dynamic tire path guidance and a rear camera washer, useful for keeping a clear view of the front wheels on tight, uneven trail sections. The Off-Road Pages display vehicle pitch, roll, and Selec-Terrain settings, giving drivers a real-time read on how the truck is handling changing terrain.
Overland instead includes a standard 360-degree surround view camera with washer, a better fit for tight parking around the west end of the city. Core safety and driver-assistance technology is shared across both trims, so the decision between Trailhawk and Overland is really about how the vehicle will be used day to day.
Trailhawk carries the full off-road package: Quadra-Trac II with a two-speed transfer case, Selec-Terrain traction control with Rock mode, Quadra-Lift air suspension with electronic semi-active damping, a rear electronic limited-slip differential, 30.5-inch all-terrain tires, and six high-strength steel skid plates. Class-leading approach, breakover, and departure angles of 36, 24.4, and 30.3 degrees back up the hardware. Overland keeps Quadra-Trac II and a class-exclusive Quadra-Lift air suspension, adds Hill-descent Control, and puts more weight on cabin comfort than trail-specific hardware. Both trims share a class-leading maximum ground clearance of 28.9 centimetres (11.4 inches) and a towing rating of 2,812 kilograms (6,200 pounds).
Trailhawk starts at $78,890, and Overland starts at $81,890, including a $2,295 destination charge, based on the manufacturer's announced pricing. These figures are set ahead of arrival, so contact our sales team at Crosstown Chrysler Dodge Jeep Ram to confirm final pricing for your build.
Both trims can be ordered now, with delivery to Canadian dealerships expected in late 2026. Reach out to Crosstown Chrysler Dodge Jeep Ram to place an order or get on our list for arrival updates.
