10 days in Vermont Itinerary

Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 17th (Sat): pause for some photo ops at Bennington Battle Monument, then admire the natural beauty at Hildene, The Lincoln Family Home, and then explore the different monuments and memorials at The Old First Church. Get ready for a full day of sightseeing on the next day: sample the fine beverages at Saxtons Distillery, snap pictures at Creamery Covered Bridge, learn about winemaking at Honora Winery & Vineyard, then hit the slopes at Mount Snow Resort, and finally take in the views from Bridge at the Green.

To see where to stay, reviews, other places to visit, and other tourist information, refer to the Bennington trip itinerary planning site.

Asheville to Bennington is an approximately 8.5-hour flight. You can also drive; or do a combination of bus and train. In October, Bennington is slightly colder than Asheville - with highs of 62°F and lows of 41°F. Finish your sightseeing early on the 18th (Sun) to allow enough time to drive to Woodstock.

Woodstock is the shire town of Windsor County, Vermont, United States. Visit Marsh - Billings - Rockefeller National Historical Park and Billings Farm & Museum for their historical value. Step out of the city life by going to Quechee Gorge and Green Mountain National Golf Course. And it doesn't end there: experience rural life at Sugarbush Farm, brush up on your knowledge of spirits at Vermont Spirits, and sample the tasty concoctions at Long Trail Brewing Company.

To find where to stay, other places to visit, photos, and more tourist information, refer to the Woodstock journey planner.

Drive from Bennington to Woodstock in 2 hours. Alternatively, you can take a bus. In October, daily temperatures in Woodstock can reach 62°F, while at night they dip to 40°F. Finish your sightseeing early on the 21st (Wed) so you can drive to Burlington.

Burlington is the most populous city in the U.S. Visiting Stowe Recreation Path and Burlington Bike Path will get you outdoors. Explore the numerous day-trip ideas around Burlington: Boyden Valley Winery & Spirits (in Cambridge), D.A.R. State Park (in Addison) and Stowe (Stowe Mercantile & Mount Mansfield State Forest). There's still lots to do: sample the tasty concoctions at Magic Hat Brewing Company, do a tasting at Lincoln Peak Vineyard, brush up on your knowledge of spirits at Green Mountain Distillers, and examine the collection at Shelburne Museum.

To find maps, where to stay, reviews, and tourist information, read our Burlington trip itinerary planning tool.

You can drive from Woodstock to Burlington in 2 hours. Alternatively, you can take a bus. October in Burlington sees daily highs of 62°F and lows of 44°F at night. Finish your sightseeing early on the 25th (Sun) so you can travel back home.