Welcome to Bennington


The charming hilltop site of Colonial Old Bennington is studded with 80 Georgian and Federal houses (dating from 1761 – the year Bennington was founded – to 1830). The poet Robert Frost is buried here and a museum in his old homestead pays eloquent tribute.

As Bennington is within the bounds of the Green Mountain National Forest, there are many hiking trails nearby, including the grandparents of them all: the Appalachian and Long Trails.


Top experiences in Bennington

Amazing hotels and hostels

We've pre-picked the best hotels, hostels and bed and breakfasts to make your stay as enjoyable as possible.

Bennington activities

$3500 Cultural & Theme Tours

Photograph New England Fall Colors

ItineraryDay 1: New Hampshire History Stop At: Robert Frost Farm State Historic Site, Derry, New HampshirePhotograph iconic scenic locations such as Historic Homes from the 1600's Colonial AmericaDuration: 1 hourNo meals included on this day.No accommodation included on this day.Day 2: Maine Stop At: Portland Head Light, Cape Elizabeth, MaineOptional Sunrise photography along the Maine Coast- Lighthouses, coves and crashing ocean waves. Duration: 1 hour 15 minutesNo meals included on this day.No accommodation included on this day.Day 3: New Hampshire- Waterfalls and RiversStop At: White Mountain National Forest, New HampshireSpend the day photographing and exploring Covered bridges, forests of colored trees, and quiet trails to waterfalls! Duration: 2 hours 20 minutesNo meals included on this day.No accommodation included on this day.Day 4: Vermont CapitalStop At: Vermont State House, Montpelier, VermontTour Vermont's Capital city- smallest in the USA- historic stores, beautiful art and a Culinary School! Duration: 2 hoursNo meals included on this day.No accommodation included on this day.Day 5: Vermont Iconic Places- Stop At: Bennington Battle Monument, Bennington, VermontExplore Historic Bennington Vermont, with its Battle monument giving 360 views of the surrounding hillsides dotted in colored trees! Duration: 2 hoursNo meals included on this day.No accommodation included on this day.Day 6: New Hampshire- Hidden VillagesStop At: Thompson Bridge, West Swanzey, New HampshireSwanzey New Hampshire is an area with 6 covered bridges, we will explore the covered bridges, take in time for a lunch and see more! Duration: 3 hoursNo meals included on this day.No accommodation included on this day.