Places to Drink

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4 Bars, 3 Levels, 2 Stages, 1 Legendary Party - The Pickle Barrel is Killington’s largest and most exciting entertainment venue. Centrally located on the Killington Road, the Pickle Barrel has 3 separate levels of entertainment, performance stages, dance floors & bars within one of the craziest looking  buildings. The Pickle Barrel has been a favorite party spot and gathering place since the 1960s.

The Wobbly Barn has been called Killington's home for good time dining and high altitude entertainment! Recently listed in the top  5 of USA Today's Best Apres Ski-Bar and Top 30 Apres Spots in the USA. Downstiars is a steakhouse and late night the upstairs party sarts. Mix of live music and DJs to get everyone dancing and having a good time.

Killington Distillery sits at the base of Killington Mountain, elevation 4241ft, where  the extremes are the way of life. Together you can explore the peaks of whiskey's topography while dining in a private Gondola. You can also sit indoors and enjoy food off their limited menu. The drinks are really great and there s a nice selection for everyone.

The Lookout Tavern brings a comfortable and upbeat mix of bar and restaurant with the best wings around for après ski and happy hour in Killington. The Lookout's charm is infectious and the sports bar and restaurant is alive with energy after a day or skiing or snowboarding. Expect to see people drinking at the bar with their ski boots on.

Rutland Beer Works is a 15-barrel brewery in the heart of Rutland, Vermont and they have a small outpost tucked away inside the Mountain Green condos and is considered a hidden spot for those looking for something quick and easy. Fast service and decent menu options make this a great find.

Roaring Brook Umbrella Bar is owned an operated by Killington Resort and is located at the base of the mountain next to the main base lodge. Open during the day and for Apre' Ski this is s great spot to hang out when you are ready to call it a day. Sit indoors or outdoors (your choice) and enjoy the same great views.

A Killington favorite offering weekly live entertainment, eclectic food and locally crafted beers. Menu items include JAX fried chicken sandwich (it's HUGE!), house guac, pork wings, a Thai noodle bowl and $2 tacos every Tuesday. Frequent hot spot for a lot of local skiers and snowboarders alike.

Moguls offers live entertainment every weekend with some of the best musicians in the Killington area. We also host great events and parties, from Winter Olympics, to DJ Dance parties, to Turkey Bowling & more. Pool tables, music, and has all the makings of a great dive bar.

Inspired by the 273-mile hiking trail that traverses through the Green Mountains, Long Trail Brewing Company has been a caretaker of Vermont craft since 1989. Please note they dont cater to the late night crowd and typically close at 6:00 PM so its a great place for a day time beer and burger.

O'Dwyer's is the Public House Home of the Killington Irish Festival. They are an Irish run and owned family bar and restaurant with ready to pour Guinness, Harp, and Smithwicks.The restaurant prepares all home cooked specials. They also have great live Irish and Americana music Friday and Saturday nights.

The Inn at Long Trail, is. a classic Vermont inn, bed and breakfast. with an Irish pub, and formal dining room. Live Irish music every weekend is offered in their pub which is in a grotto looking spot at the base of their property. Definitely a throwback spot but at least you can drink a proper pint of Guinness at the first pub it was served in Vermont.

Liquid Art is a great spot to hang and have an amazing coffee drink, latte, or an out-of-this-world martini while also viewing art. With ingredients like fresh sage, passion fruit purée, hibiscus syrup, and maple thyme simple syrup to name just a few,  you'll want to sample all of the owner's amazing creations. Wine and cheese plates are also a fan favorite.