Rainy Day Things to Do in Bennington Vermont

Things To Do Rainy Day Things To Do In Bennington Vermont

So what’s a little rain when there are so many rainy day activities just waiting for you in Bennington? As much as Vermont is known for its beautiful weather, sometimes your Vermont vacation is going to come with a few raindrops. That’s why we’ve assembled a go-to list of things to do on a rainy day in Bennington. Sometimes you’re even rewarded for coming out in the rain: at Ramunto’s they offer rainy day discounts on craft brews.

Show Time

Catch a movie or a live show.

Vermont Arts Exchange

48 Main Street
North Bennington, Vermont


VAE is a vibrant multi-dimensional arts organization that is embedded in the community. Its venues include a number of exhibition and performance sites throughout the area. 

Oldcastle Theatre Company

331 Main Street
Bennington, Vermont


Enjoy interesting, high quality theatrical productions in an intimate performance space.

Cinema 7

125 Phyllis Lane
Bennington, Vermont


A conveniently located multiplex movie theater showing the latest releases.


Step inside one of Bennington’s fabulous museums.  Explore the vast history and culture of Bennington. An enjoyable activity for all ages.

Park McCullough House

1 Park Street
North Bennington, Vermont


Bennington Museum

75 Main Street
Bennington, Vermont


Hemmings Old Car Museum (temporarily closed)

222 Main Street
Bennington, Vermont 05201


Doll House and Toy Museum

212 Union Street
Bennington, Vermont


Games Galore

Enjoy an afternoon of both old school board games and new age video games. There’s plenty of room for the whole family to wait out a rainy afternoon. 

gamers grotto rainy day activities bennington vermont shopping

The Gamer’s Grotto

457 Main Street
Bennington, Vermont 05201


Indoor Golf

Indoor high resolution simulation makes a fun rainy day activity for golfers of all abilities.

Full Swing Simulators at Mt. Anthony Country Club

180 Country Club Drive
Bennington, VT 05201


Don’t let a little rain ruin your golf vacation. Mt. Anthony Country Club offers indoor Full Swing PRO Simulators that provide an immersive experience with ultra-realistic graphics and precise analytics designed to make lasting improvements to your game. 

Indoor Tennis and Pickleball

At the Bennington Indoor Tennis bubble you can still play your favorite sport despite the rain outside.

Bennington Tennis Center

200 Lovers Lane
Bennington, Vermont


The Mill Pickleball

160 Benmont Ave
Bennington, Vermont 05201

(802) 881-9141

Indoor Swimming

Check out the indoor pool at the Bennington Recreation Center. Swim a few laps, attend a class, or bring the whole family for free swim. Look ahead for swim schedule on the center’s website.

Bennington Recreation Center

655 Gage Street
Bennington, Vermont


Sports Bars

There are worse things in the world than having to wait out a storm inside of a cozy sports bar. Some, like Ramunto’s, even offers rainy day discounts on beer.


519 Main Street
Bennington, Vermont 05201



27 Main Street
North Bennington, Vermont 05257


Micro Brew Pubs

Grab your umbrella and hop from one craft brew pub to another…Or, just stay put at any one of Bennington’s finest craft breweries or pubs.

Madison’s Brewery

428 Main Street
Bennington, Vermont 05201


Farm Road Brewing

400 Main Street
Bennington, Vermont


Harvest Brewing

201 South Street
Bennington, Vermont 05201


Read and Relax

Stop in the Bennington Bookshop to pick up that book you have been wanting to get to all year long. Then head on over to one of these great cafés. Embrace the warmth of these quiet and sometimes quaint reading spots. Or, check out one of Bennington’s public libraries.

Bennington Free Library

101 Silver Street
Bennington, Vermont


Take the kids for story hour or hang out in their kids’ room.

John G. McCullough Free Library – North Bennington

2 Main Street
North Bennington, VT 05201


Bringing You Vermont Café and Country Store

434 Main Street
Bennington, Vermont


Spa Days

Have a Spa Day Enjoy some well-deserved rejuvenation?

Get Fit

Go for a workout. Most of the fitness providers listed offer a daily or weekly rate.

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Move to Vermont.