5-Day Culinary and Outdoor Adventure in Killington, Vermont Itinerary

Gear up for another day on the slopes at Killington Ski Area. If you prefer a slower start, opt for a morning snowshoeing excursion on the picturesque trails surrounding the resort.

For lunch, ski over to Lookout Tavern where you can enjoy a casual meal with a view of the mountain. Afterward, take some time to explore the charming shops and galleries in the Killington area.

Unwind with apres-ski drinks at Wobbly Barn, a legendary spot for live music and a vibrant atmosphere. Then, continue the evening with a comforting dinner at The Garlic, known for its Italian cuisine and warm ambiance.

Embrace the winter landscape with a guided snowshoeing tour at Killington Nordic Center. The serene trails and fresh mountain air provide a rejuvenating start to the day.

After working up an appetite, head to Casey's Caboose, a unique restaurant housed in a train car, for a lunch featuring their signature burgers and extensive beer selection. Post-lunch, take a leisurely drive to the nearby town of Woodstock for a change of scenery.

Return to Killington for a cozy fireside dinner at The Foundry at Summit Pond. This rustic yet elegant restaurant offers a menu highlighting local ingredients and a welcoming ambiance.

Start your day with a visit to the Norman Rockwell Museum of Vermont in nearby Rutland. Explore the works of this iconic American artist before enjoying a classic breakfast at a local diner.

Return to Killington and spend the afternoon at Killington Arts Guild Gallery, where you can admire and purchase works by local artists. For lunch, try the creative pies at iPie Pizzeria, a favorite spot for pizza enthusiasts.

Dine at Sushi Yoshi, known for its fresh sushi and vibrant atmosphere. After dinner, take a leisurely stroll around Killington, enjoying the crisp mountain air and the starry sky.

Enjoy a final breakfast at Wobbly Barn Steakhouse, known for its hearty morning offerings. Then, take a scenic drive to the nearby town of Woodstock for a morning of exploring its historic streets and charming boutiques.

For your last lunch in Killington, visit Liquid Art Coffeehouse & Eatery once more to savor their eclectic menu and specialty drinks. Afterward, return to the resort for some last-minute skiing or simply relax and take in the mountain views.

Conclude your trip with a memorable dinner at The Garlic, where you can reminisce about your time in Killington over a sumptuous meal. Raise a glass to the adventures you've had and the flavors you've savored in this picturesque corner of Vermont.