Start from 19 curated places around Killington, VT, then choose the recommendations that fit your guests.
Restaurants & cafés
Casey's Caboose
A Killington institution since 1981, Casey's is the kind of restaurant that locals and return visitors claim ownership of. The menu runs from steak and seafood to loaded mac and cheese and burgers, the fireplace crackles in winter, and the après-ski happy hour is one of the best-value windows on the Access Road. Rustic in the best sense.
The Foundry at Summit Pond
A restaurant built on the banks of Summit Pond that earns its reputation as Killington's most scenically situated dining room. The menu aims higher than most resort-area spots — braised short rib, Vermont cheese boards, seasonal mushroom risotto — with a wine list that reflects real effort. Summer patio dining on the pond edge is genuinely lovely.
Trails & outdoors
Killington Peak via Bucklin Trail
The most popular approach to Killington Peak (4,241 feet) — Vermont's second highest summit — runs 7.5 miles out-and-back through hardwood forest before emerging on open ridge with 360-degree views. The trail gains 2,600 feet and is genuinely challenging. On clear days you can see from Whiteface Mountain to Mount Monadnock.
Deer Leap Overlook Trail
A 2.1-mile moderate loop from the Inn at Long Trail parking area to a dramatic open ledge overlook above Sherburne Pass. The trail climbs 900 feet to a rocky viewpoint looking south over Route 4 and the Coolidge Range. It's one of the most satisfying short hikes in Vermont given the elevation gain-to-view payoff ratio.
Things to do
Killington Adventure Center
The resort's summer activity complex at the base area runs the Beast Mountain Coaster, sky rope courses, zip lines, a disc golf course, and hiking trail access. The mountain coaster — a wheeled sled descending 3,600 feet of mountain-side track — is the standout attraction for non-hikers. Activity tickets can be purchased à la carte or as bundles.
Killington Music Festival
A classical music festival running annually in July and August, bringing trained chamber musicians from major conservatories to perform in intimate venues around the Killington area. The programming mixes orchestral works with chamber music and solo recitals in a setting that has no business being this musically sophisticated for a ski town.
Landmarks & sights
Killington Resort
Vermont's largest ski area covers six peaks with 155 trails, 21 lifts, and a vertical drop of 3,050 feet — the highest in the East. In summer the mountain runs gondola sightseeing rides, mountain biking, and the Killington Adventure Center with a mountain coaster, zip lines, and sky ropes. The scale is genuinely impressive even without snow.
Pico Mountain
Killington's sister resort on Route 4 offers a quieter, more intimate ski experience with 58 trails and a significantly smaller crowd. The mountain is included in some Killington lift packages and has its own devoted regulars who prefer its family-focused atmosphere and genuine New England ski area character over the main resort's scale.