Things to Do Near Pine Hollow Campground

There's more to do around here than most people expect! We're just a few minutes from historic Bennington and the Vermont/Massachusetts border, with hiking trails, local history, and a few swimming holes only the locals know about. Here's what we'd send you to see.

01

Bennington Battle Monument

A 306-foot stone obelisk commemorating the 1777 Battle of Bennington, with an observation deck offering views across three states.

~15 min from camp

History

Bennington Battle Monument near Pine Hollow Campground

01

Bennington Battle Monument

A 306-foot stone obelisk commemorating the 1777 Battle of Bennington, with an observation deck offering views across three states.

~15 min from camp

History

Bennington Battle Monument near Pine Hollow Campground

01

Bennington Battle Monument

A 306-foot stone obelisk commemorating the 1777 Battle of Bennington, with an observation deck offering views across three states.

~15 min from camp

History

Bennington Battle Monument near Pine Hollow Campground

02

Bennington Museum

Home to the largest public collection of Grandma Moses paintings, plus Vermont history and decorative arts.

~15 min from camp

History

Museum gallery hallway with columns, sculptures, and warm wood floors.

02

Bennington Museum

Home to the largest public collection of Grandma Moses paintings, plus Vermont history and decorative arts.

~15 min from camp

History

Museum gallery hallway with columns, sculptures, and warm wood floors.

02

Bennington Museum

Home to the largest public collection of Grandma Moses paintings, plus Vermont history and decorative arts.

~15 min from camp

History

Museum gallery hallway with columns, sculptures, and warm wood floors.

03

Park–McCullough Historic House

A beautifully preserved 1865 Victorian mansion with period furnishings and gardens.

~15 min from camp

History

Victorian-era mansion in the Bennington, Vermont area

03

Park–McCullough Historic House

A beautifully preserved 1865 Victorian mansion with period furnishings and gardens.

~15 min from camp

History

Victorian-era mansion in the Bennington, Vermont area

03

Park–McCullough Historic House

A beautifully preserved 1865 Victorian mansion with period furnishings and gardens.

~15 min from camp

History

Victorian-era mansion in the Bennington, Vermont area

04

The Tubs

Natural swimming holes carved into rock along a wooded creek, with a small waterfall.

~15–20 min from camp

Outdoors

Natural swimming hole with waterfall at The Tubs in Pownal, Vermont

04

The Tubs

Natural swimming holes carved into rock along a wooded creek, with a small waterfall.

~15–20 min from camp

Outdoors

Natural swimming hole with waterfall at The Tubs in Pownal, Vermont

04

The Tubs

Natural swimming holes carved into rock along a wooded creek, with a small waterfall.

~15–20 min from camp

Outdoors

Natural swimming hole with waterfall at The Tubs in Pownal, Vermont

05

Prospect Mountain

Hiking trails in summer, cross-country skiing in winter.

~20 min from camp

Outdoors

View of Prospect Mountain from a hiking trail in Woodford, Vermont

05

Prospect Mountain

Hiking trails in summer, cross-country skiing in winter.

~20 min from camp

Outdoors

View of Prospect Mountain from a hiking trail in Woodford, Vermont

05

Prospect Mountain

Hiking trails in summer, cross-country skiing in winter.

~20 min from camp

Outdoors

View of Prospect Mountain from a hiking trail in Woodford, Vermont

06

Silk Road & Burt Henry Covered Bridges

Two classic Vermont covered bridges, great for photos on a scenic drive.

~15–20 min from camp

Outdoors

Red covered bridge on a quiet wooded road.

06

Silk Road & Burt Henry Covered Bridges

Two classic Vermont covered bridges, great for photos on a scenic drive.

~15–20 min from camp

Outdoors

Red covered bridge on a quiet wooded road.

06

Silk Road & Burt Henry Covered Bridges

Two classic Vermont covered bridges, great for photos on a scenic drive.

~15–20 min from camp

Outdoors

Red covered bridge on a quiet wooded road.

07

MASS MoCA

One of the largest contemporary art museums in the country, in a converted mill complex in North Adams, MA.

~20–25 min from camp

Arts

Old brick mill building with a tall chimney and surrounding trees.

07

MASS MoCA

One of the largest contemporary art museums in the country, in a converted mill complex in North Adams, MA.

~20–25 min from camp

Arts

Old brick mill building with a tall chimney and surrounding trees.

07

MASS MoCA

One of the largest contemporary art museums in the country, in a converted mill complex in North Adams, MA.

~20–25 min from camp

Arts

Old brick mill building with a tall chimney and surrounding trees.

08

Clark Art Institute

World-class art museum and research institute in nearby Williamstown, MA.

~30 min from camp

Arts

Person standing in an art museum gallery looking at framed paintings.

08

Clark Art Institute

World-class art museum and research institute in nearby Williamstown, MA.

~30 min from camp

Arts

Person standing in an art museum gallery looking at framed paintings.

08

Clark Art Institute

World-class art museum and research institute in nearby Williamstown, MA.

~30 min from camp

Arts

Person standing in an art museum gallery looking at framed paintings.

09

Downtown Bennington

Stroll Bennington’s walkable downtown for local shops, cafés, and restaurants, a relaxed way to spend an afternoon between hikes.

~15 min from camp

Local

Charming small-town pedestrian street with outdoor cafés and storefronts.

09

Downtown Bennington

Stroll Bennington’s walkable downtown for local shops, cafés, and restaurants, a relaxed way to spend an afternoon between hikes.

~15 min from camp

Local

Charming small-town pedestrian street with outdoor cafés and storefronts.

09

Downtown Bennington

Stroll Bennington’s walkable downtown for local shops, cafés, and restaurants, a relaxed way to spend an afternoon between hikes.

~15 min from camp

Local

Charming small-town pedestrian street with outdoor cafés and storefronts.

Ready to make Pine Hollow your basecamp?

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