Start your trip in Burlington, Vermont's largest city, located on the shores of Lake Champlain. Visit the Champlain Lake Aquarium to see local fish species and the stunning views of Lake Champlain. Next, head to the Church Street Marketplace to explore the local shops and eateries. Have lunch at Leunig's Bistro for delicious French cuisine. End your day with the breathtaking sunset view at the Waterfront Park.
Drive towards the northeast to Stowe for skiing at the Mount Mansfield, Vermont's highest peak. After lunch at The Skinny Pancake, continue to Montpelier, the state capital. Visit the Vermont State House and then head to the Bragg Farm Sugar House & Gift Shop, where you can learn about the maple sugar-making process and try some homemade maple syrup!
Head towards the south to Grafton for a serene hike at the and picturesque views of the valleys. After lunch at the Phelps Barn Pub, continue to Manchester for some shopping and exploring. Check out the Northshire Bookstore and the Manchester Designer Outlets
Drive south to Killington, Vermont's largest ski area with remarkable slopes and trails. Spend the day skiing or hiking depending on the time of year. Have lunch at the Peak Lodge for delicious bites with spectacular views. In the evening, relax at the Fireside Lounge for some cocktails and warmth.
End your trip in Woodstock, a beautiful small town with a historic covered bridge and quaint shops. Visit Billings Farm & Museum to learn about the local traditions and see the barn animals. Have lunch at The Prince & The Pauper for some authentic English cuisine. Stroll through the Woodstock Village Green and the Marsh-Billings-Rockefeller National Historical Park.
It's best to rent a car or drive your own car for this trip as public transportation may not be readily available; however, keep in mind that the winter season may require special precautions and equipment. Estimated rental car costs start from $50 per day, plus gas. Total estimated travel distance is around 372 miles and 7 hours of driving time.
If you have more time, add a day trip to the Burlington Bike Path or the Ben & Jerry's Factory Tour. If you have less time, consider skipping Killington and reducing the trip to 4 days.