4 days in Vermont Itinerary

4 days in Vermont Itinerary

Created using Inspirock Vermont trip itinerary planner

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

Route & dates

4 days in Vermont Itinerary

Start: New York City
Drive:  4​h
1
Bennington
— 1 night
Drive:  1​h 45​min
2
Woodstock
— 2 nights
Drive:  5​h
End: New York City

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. On the 15th (Sat), stop by Bennington Potters, take in the views from Silk Road Covered Bridge, and then stroll the grounds of The Old First Church. On the 16th (Sun), you'll have a packed day of sightseeing: take in the dramatic scenery at Lye Brook Falls, take in nature's colorful creations at Hildene, The Lincoln Family Home, then identify plant and animal life at Equinox Preservation Trust, and finally snap pictures at Papermill Village Bridge.

To see ratings, traveler tips, and more tourist information, go to the Bennington road trip planning site .

New York City to Bennington is an approximately 3.5-hour car ride. Traveling from New York City in June, Bennington is little chillier at night with lows of 53°F. Finish your sightseeing early on the 16th (Sun) to allow enough time to drive to Woodstock.

Things to do in Bennington

Parks Wildlife Historic Sites

Side Trip

Manchester
Highlights from your plan
The Old First Church ©
The Old First Church
Silk Road Covered Bridge ©
Silk Road Covered Bridge
Bennington Potters ©
Bennington Potters

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 17th (Mon), steep yourself in history at Calvin Coolidge Homestead, steep yourself in history at President Calvin Coolidge State Historic Site, and then indulge your thirst for a good beer at Long Trail Brewing Company. Get ready for a full day of sightseeing on the next day: take in the views from Cornish-Windsor Bridge, then take your sightseeing to a higher altitude at Mount Tom, and then contemplate the waterfront views at Ottaquechee River.

For where to stay, other places to visit, maps, and other tourist information, read Woodstock route maker .

You can drive from Bennington to Woodstock in 2 hours. In June, daytime highs in Woodstock are 77°F, while nighttime lows are 53°F. Finish your sightseeing early on the 18th (Tue) so you can drive back home.

Things to do in Woodstock

Nature Historic Sites Parks

Side Trips

Plymouth, Cornish-Windsor Bridge, Long Trail Brewing Company
Highlights from your plan
Calvin Coolidge Homestead ©
Calvin Coolidge Homestead
Mount Tom ©
Mount Tom

Similar Plans

5 days in Vermont BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, historic sites, museums, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Vermont BY A USER FROM CANADA May, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, historic sites, museums, popular sights PREFERENCES: August, culture, outdoors, relaxing, romantic, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES August, kids, beaches, historic sites, wildlife, popular sights PREFERENCES: August, kids, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES June, culture, relaxing, romantic, historic sites, museums, wildlife, popular sights PREFERENCES: June, culture, relaxing, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM ICELAND September, outdoors, relaxing, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: September, outdoors, relaxing, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Vermont, Maine & New Hampshire BY A USER FROM UNITED STATES May, culture, beaches, historic sites, museums, popular sights PREFERENCES: May, culture, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES September, outdoors, historic sites, popular sights PREFERENCES: September, outdoors, historic sites ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES June, relaxing, historic sites, wildlife, popular sights PREFERENCES: June, relaxing, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Vermont BY A USER FROM UNITED STATES July, outdoors, wildlife, popular sights PREFERENCES: July, outdoors, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans