One of the last remaining hidden gems among Killington hiking trails rests near the village of Chittenden. If you’re hoping to conquer one of the most challenging Killington hiking trails this summer, we highly recommend Bucklin Trail. In the end, this full-day excursion is quite rewarding as you’ll earn sweeping views of three mountain ranges, including the Adirondacks, the White Mountains, and, of course, the Green Mountains. The out-and-back journey to Killington Peak spans 7.2 miles in total with a strenuous elevation gain of nearly 2,500 feet. Bucklin Trail To Killington Peakīucklin Trailhead rests directly in-between the cities of Killington and Rutland in the heart of the Green Mountains. If you’re hoping to extend your stay inside Gifford Woods State Forest Park, we recommend challenging yourself on the arduous Sherburne Pass Trail to Pico Peak. The well-marked path itself is enclosed by pretty wildflowers, sugar maples, and beech trees. Not only is Deer Leap ideal for hikers of all skill levels thanks to its gradual elevation gain, but it also provides some of the best Green Mountain valley views at its peak. The 1.9-mile Deer Leap Overlook Trail is just a five-minute drive from most of our contemporary Killington condo rentals. We’ve conveniently compiled four of our favorite Killington hiking trails, ranging from “hard” to “easy,” to ensure that your adventure-based escape into the Green Mountains is nothing short of flawless. Whether you’re hoping to discover a rushing waterfall or hike to the top of a mountain’s peak, you’ll always be a short drive from our affordable, top-rated Killington accommodations. While there’s no off-season for backcountry hiking in our neck of the Vermont hardwoods, there’s no denying the jaw-dropping beauty during the lush summer and autumn’s foliage. It should come as no surprise to you that the Green Mountains that surround the charming town of Killington, VT, provide thrill-seekers and avid hikers with a seemingly endless network of mountaintop trails within minutes of The Killington Group’s vacation rentals.