4 days in Vermont Itinerary

4 days in Vermont Itinerary

Created using Inspirock Vermont trip planner

This plan was created by another user. Make it your plan

Route & dates

4 days in Vermont Itinerary

Start: New York City
Fly:  4​h
1
Burlington
— Few hours
Drive:  1​h 45​min
2
Woodstock
— 1 night
Drive:  1​h 45​min
3
Bennington
— 2 nights
Drive:  4​h
End: New York City

few
hours
Burlington

Burlington ©
Burlington is the most populous city in the U.S. On the 15th (Sat), learn about winemaking at Shelburne Vineyard and then enjoy the sand and surf at North Beach Park.

For traveler tips, ratings, where to stay, and more tourist information, go to the Burlington tour itinerary site .

New York City to Burlington is an approximately 4-hour flight. You can also do a combination of bus and flight; or drive. Expect slightly colder evenings in Burlington when traveling from New York City in June, with lows around 57°F. Finish your sightseeing early on the 15th (Sat) to allow enough time to drive to Woodstock.

Things to do in Burlington

Beaches Parks Outdoors

Side Trip

Shelburne Vineyard
Highlights from your plan
North Beach Park ©
North Beach Park
Shelburne Vineyard ©
Shelburne Vineyard

1
night
Woodstock

Woodstock
Woodstock is the shire town of Windsor County, Vermont, United States. On the 16th (Sun), steep yourself in history at President Calvin Coolidge State Historic Site, contemplate the long history of Calvin Coolidge Homestead, and then indulge your thirst for a good beer at Long Trail Brewing Company.

You can plan Woodstock trip in no time by asking Inspirock to help create your itinerary.

You can drive from Burlington to Woodstock in 2 hours. Alternatively, you can take a bus. In June, daily temperatures in Woodstock can reach 77°F, while at night they dip to 53°F. Finish up your sightseeing early on the 16th (Sun) so you can go by car to Bennington.

Things to do in Woodstock

Historic Sites Breweries & Distilleries

Side Trips

Plymouth, Long Trail Brewing Company
Highlights from your plan

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 17th (Mon): take in the awesome beauty at Equinox Mountain, then admire the sheer force of Lye Brook Falls, and then take in the spiritual surroundings of The Old First Church. On the next day, get engrossed in the history at Hildene, The Lincoln Family Home, identify plant and animal life at Equinox Preservation Trust, then view the masterpieces at Southern Vermont Arts Center, and finally explore the world behind art at Norman Rockwell Exhibition.

Discover how to plan a Bennington trip in just a few steps with Inspirock's itinerary builder.

Traveling by car from Woodstock to Bennington takes 2 hours. In June, daytime highs in Bennington are 76°F, while nighttime lows are 53°F. Wrap up your sightseeing on the 18th (Tue) early enough to travel back home.

Things to do in Bennington

Parks Nature Museums

Side Trips

Manchester, Arlington
Highlights from your plan
The Old First Church ©
The Old First Church
Equinox Preservation Trust ©
Equinox Preservation Trust
Southern Vermont Arts Center ©
Southern Vermont Arts Center

Similar Plans

5 days in Vermont BY A USER FROM UNITED STATES November, teens, kids, popular sights PREFERENCES: November, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Vermont BY A USER FROM UNITED STATES July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Vermont BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 7 days in New Hampshire, Maine & Vermont BY A USER FROM UNITED STATES July, kids, popular sights PREFERENCES: July, kids ATTRACTION STYLE: Popular sights PACE: Medium
View more plans