2027 Jeep Grand Cherokee Adds Sub-$50K Upland TrimStellantisThe 2027 Jeep Grand Cherokee adds a new trim level called Upland that's rugged but not as off-road-oriented as the Trailhawk.The Upland includes all-terrain tires and visual differences meant to make it look like the Trailhawk.It doesn't have the Trailhawk's upgraded suspension or four-wheel-drive system, however.Jeep brought the rock-crawling Trailhawk model back to the Grand Cherokee lineup for 2027, but it's not the only new off-road-oriented trim offered for this mid-size SUV. There's also now the Upland trim, which was first introduced on the Grand Wagoneer and offers a less expensive choice for those looking for a more rugged aesthetic. The Grand Cherokee Upland does without the Trailhawk's mechanical upgrades, but its starting price is $5000 lower, and it incorporates many of its sibling's visual tweaks.2027 Jeep Grand Cherokee TrailhawkStellantisThe Upland has 18-inch wheels wrapped in all-terrain tires, and the front fascia incorporates a similar design as the Trailhawk, with gray tow hooks to match other bits of gray exterior trim. It comes standard with the 324-hp turbocharged 2.0-liter inline-four that was added to the Grand Cherokee lineup for 2026, but it doesn't have the height-adjustable air suspension or the transfer case that the Trailhawk includes.AdvertisementAdvertisementThe starting price for the 2027 Grand Cherokee Upland comes in at just under $50,000—$49,990, to be specific—and applies to the two-row version. We don't yet know if the Upland model will also be available for the three-row 2027 Grand Cherokee L, but Jeep says this new trim will be arriving in dealerships late this year.➡️ Skip the lot. Let Car and Driver help you find your next car.Shop New Cars Shop Used CarsYou Might Also LikeGift Guide: Best Ride-On Electric Cars for KidsFuture Cars Worth Waiting For: 2025–2029