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Our top picks by catetory

Wobby Barn, Killington Road

The poster child for Killington nightlife, this steakhouse and nightclub has been the go-to place for live music and drinks since 1963. Noted in USA Today as a top 5 après ski destination, the steaks hit the spot and the live music is energizing. Killington provides free shuttles to and from the Base. Downside? They do not take reservations, and it's not exactly off the radar.


Pickle Barrel, Killington Road

Pickle Barrel is the second cult classic Night Club in Killington. The Barrel is three levels and has 2 stages with a great mix of live and DJ performances. If you need to get away from the noise, make your way to the bar in the back for more mellow vibes. This venue also offers free shuttle buses, but be prepared to pay a cover charge.


Casey's Caboose, Killington Road

This quaint, railroad themed restaurant is just 5 minutes from Killington. Families in search of a ’magical’ and welcoming atmosphere will love the train car styled booths on the second floor. Casey’s menu is packed with locally sourced dairy, meats, and produce. Fan favorites include the gourmet burgers, made from locally sourced Vermont beef and Casey‘s Mac ‘n’ Cheese - made from a secret recipe. The marinated flank steak and roast prime rib are also delicious.


Motor Room Bar, Bear Mountain Peak

This is Killington’s most unique après offering. Travel to and from this elevated bar, set in the original drive terminal of Killington's first lift, by Snow Cat. Watch as the Chefs prepare light hors d'oeuvres and craft cocktails in this quaint, redesigned 1960’s Ski Lift Motor Room. Adults only (21+) and advanced reservations are required.


Long Trail Brewing Co., ~20 mins on Rt. 4 East

This riverside brewery and pub is the ideal scenic destination for those looking to sample a range of local IPAs. The bar-style food and live entertainment will entice you to have one more round. If the weather is nice, go for a short hike or play corn hole in the yard. The wings and samplers are fan favorites. Curious how your beer was made? Head to the observation deck observe the craft brewing process.


Pico Fitness Center, Main St., Ludlow

Revitalize after a long day of skiing. Along with their signature warm maple sugar scrub, the Grand Spa offers a range of treatments including custom sports massages, facials, nail services, and hot stone massages, all of which will have you feeling ready to conquer the slopes. For the fitness fanatic who has energy to burn, the spa also has a fully equipped fitness center.

For more variety and fine dining, consider Okemo, about 30 minutes away.

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