Wellington Motors
935 Woodlawn Rd West, Guelph, ON, N1K 1B7

2027 Jeep Grand Cherokee

Guelph traffic moves between two very different worlds in the space of a few kilometres -- downtown streets near the university, then open Wellington County concessions where the shoulder turns to gravel without warning. The 2027 Grand Cherokee lineup answers to both with the return of Trailhawk and Overland. Trailhawk keeps its Trail Rated badge and a genuine off-road equipment list; Overland shares the same two-speed 4x4 foundation and air suspension but spends its energy on cabin finish and comfort instead. Neither trim is new to the lineup -- both are returning after time away, with order books open now at Wellington Chrysler Dodge Jeep Ram and delivery slated for late 2026.

What's new on the 2027 Jeep Grand Cherokee?

Exterior

Where Trailhawk announces itself with red tow hooks, a glare-resistant matte black hood decal in red script, and a fascia reshaped for a sharper approach angle, Overland reaches for a quieter kind of presence -- bright tow hooks, black-painted lower cladding, and a fascia that's aggressive without looking rugged. Both wear distinct wheel designs to match: Trailhawk on 18-inch Granite Crystal wheels wrapped in all-terrain rubber, Overland on 21-inch machine-faced wheels finished with mid-gloss Granite Crystal pockets.

Colour choices carry the theme further. Trailhawk closes with a rear badge and second tow hook in the same red as up front; Overland instead adds a body-colour painted roof and Silver Silk accent trim, a combination meant to read as finished rather than purpose-built.

2027 Jeep Grand Cherokee

Interior

Nappa leather covers both cabins, but the finishing details split the two apart. Trailhawk's is done in Global Black with red contrast stitching, a direct echo of what's happening outside the vehicle, while Overland's carries "Overland" embossed into the seat backs alongside an An-Teak satin chrome accent traced with liquid chrome.

Comfort features follow a similar pattern. Overland's front seats are heated and ventilated, with the rear bench heated as standard -- a genuine asset once a southern Ontario winter turns damp and cold. Trailhawk keeps things simpler in that department, putting its engineering budget into the trail hardware instead, though both trims share the same 12.3-inch infotainment display used across the Grand Cherokee range.

2027 Jeep Grand Cherokee

Features

2027 Jeep Grand Cherokee

Powertrain

Trailhawk and Overland both use the 2.0-litre Hurricane 4 Turbo four-cylinder, the engine standard from Laredo Altitude on up through the lineup, paired with an eight-speed automatic transmission. In Trailhawk's application it produces 324 horsepower and 332 lb-ft of torque, with Turbulent Jet Ignition technology -- making its first high-volume production appearance here -- helping the engine reach 162 horsepower per litre while building torque low in the rev range.

That low-end torque translates directly into low-speed control, handled jointly by the eight-speed automatic and its torque converter. It shows up whether the truck is working across uneven ground at a crawl or easing a trailer down a ramp. Across the capability-rated lineup, maximum towing reaches 2,812 kilograms (6,200 pounds) when properly equipped.

2027 Jeep Grand Cherokee

Technology

Trail navigation gets its own toolkit on Trailhawk: an integrated TrailCam with dynamic tire path projection and a rear camera washer, plus the Off-Road Pages showing live pitch, roll, and Selec-Terrain data. Overland skips that trail-specific setup in favour of a standard 360-degree surround view camera with its own washer, a better fit for tight parking around campus and downtown.

Outside of those camera differences, the safety and driver-assistance suite is shared across both trims, so buyers aren't trading away everyday support for the version they choose.

Versions

Trailhawk's equipment list reads like a checklist for genuine trail use: Quadra-Trac II with a two-speed transfer case, Selec-Terrain traction control with a Rock mode, Quadra-Lift air suspension with electronic semi-active damping, a rear electronic limited-slip differential, 30.5-inch all-terrain tires, six high-strength steel skid plates, and a standard Trailer Tow Package. Class-leading approach, breakover, and departure angles of 36, 24.4, and 30.3 degrees round it out. Overland keeps Quadra-Trac II and a class-exclusive Quadra-Lift air suspension, adds Hill-descent Control, and otherwise spends its attention on the cabin. Ground clearance reaches a class-leading 28.9 centimetres (11.4 inches) on either trim.

Frequently Asked Questions about the 2027 Jeep Grand Cherokee

How Much Does the 2027 Jeep Grand Cherokee Cost?

Manufacturer pricing places Trailhawk at $78,890 and Overland at $81,890, the latter figure including a $2,295 destination charge. These numbers were announced ahead of arrival, so our team at Wellington Chrysler Dodge Jeep Ram can confirm the exact price on the build you have in mind.

When Will It Arrive on the Market?

Order books are open now for both trims, with delivery to Canadian dealerships expected in late 2026. Reach out to Wellington Chrysler Dodge Jeep Ram to place an order or get on our list for updates as the date gets closer.

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