Bennington Events

Click on any month to see what’s happening in Southern Vermont!

January

... A Winter  Wonderland of things to do.

Oldcastle Theatre Company Winter Concert Series

2017 Dates to be determined

Vermont Arts Exchange Basement Music Series

January 22, 2016
8:00 PM
Masonic Hall, North Bennington, Vermont
Jeffery Broussard & the Creole Cowboys! Doors open @ 7 Show starts @ 8

Winterfest and Penguin Plunge

2017 Date not yet determined
Plunge Time: 11:00 am Lake Paran North Bennington, Vermont Join Special Olympics Vermont for the Annual North Bennington Penguin Plunge.  Brave the icy waters of Lake Paran to raise awareness and funds for the 935 athletes of Special Olympics Vermont.  For more info:  www.specialolympicsvermont.org

February

... Opportunities abound for your favorite winter outdoor activity: skating,  skiing, showshoeing, snowmobiling.

Bennington Museum Student Art Show

February 6, 2016
10:00 AM-5:00 PM
75 Main St, Bennington, Vermont
Come celebrate the re-opening of the Bennington Museum and view artwork from talented students from preschool to grade 12. Free Admission

Vermont Arts Exchange

February 12-13, 2016
8:00pm
North Bennington, Vermont
Gypsy Layne Cabaret & Co.

Oldcastle Theatre Company Summer Camp

February 15-19, 2016
75 Main St, Bennington, Vermont
School Vacation Theatre Camp. A fun and unique experience during school vacation break!

Oldcastle Theatre Company

February 19, 2016
7:30 PM
75 Main St, Bennington, Vermont
An Evening with Christopher Kimball

Vermont Arts Exchange Dad’s Create Sessions

Every Wednesday until February 24, 2016
6:00 PM-7:30 PM
VAE Studio, 48 Main Street, North Bennington, Vermont
Fathers or Father figures and their children come to create, guided by experienced art instructor.
The event is free but registration is required by calling 802-442-5549 or emailing infovae@comcast.net
Pizza and salad included

March

March is sugaring time in Vermont.  See it being made, or just enjoy it on your pancakes...

St.  Patrick’s Day Parade

March 12, 2017
Main St, Bennington, Vermont

 

 

April

April flowers are so welcome after a long winter.

Maple Sugaring Open House Weekend

April 2-3, 2016
Bennington, Vermont
Open House Weekend is your opportunity to get a first-hand look at how Vermont’s sugar makers are able to take the sap from maple trees and craft something as delicious as pure Vermont maple syrup! Click here for maps and directions:  vermontmaple.org

May

Tour of the Battenkill Bicycle Race

May 21, 2016
Start in Greenwhich, New York to Bennington, Vermont
One of the largest cycling events in the United States will come to our area for its 12th anniversary in 2016.  More than 3,000 participants from 45 states and 15 countries compete in the Tour.  Race distance for most of the amateur categories is 65 miles, while for the Pro and Category 1 and 2 racers it’s 84 miles.  There will be races for cyclists in amateur and professional rankings on Sunday, as well as a pro/am event.

Mayfest Arts & Crafts Festival

May 28, 2016
10:00 AM
Main St. Bennington, Vermont
Downtown Bennington transforms into a festival of arts, crafts, activities, food, & entertainment.  In 2014 there will be over 125 crafters and artisans from throughout New England featuring handmade crafts of wood, pottery, glass, metal, fabric, jewelry, and more.  As always, School Street will be lined with ethnic treats including Indian, German, Italian, and American.  You’ll also find favorites such as fried dough, gourmet seafood, wood fired pizza, baked potatoes, ice cream, and more!  Mayfest isn’t just for adults though; there are lots of kid’s activities, contests, and games.  The Vermont National Guard climbing wall is always one of the biggest kid’s attraction along with football toss and dunking booth.  The 4-H shooting range, face painting, and more also add to the fun.  Click for more info: www.betterbennington.com

Hemmings Cruise-Ins Car Shows 2016

5:30 – 8:00 PM (Dates Below)
Main St, Bennington, Vermont

  • Thursday,  May 12
  • Thursday,  May 26
  • Thursday,  June 9
  • Thursday,  June 23
  • Friday,       July 8
  • Thursday, July 21
  • Thursday,  August 4
  • Thursday,  August 18

 

 

 

June

Strolling of the Heifers Weekend

June 3-5, 2016
Main St. Brattleboro, Vermont
Join us in beautiful, historic Brattleboro for a weekend of activities honoring farmers and celebrating local food, all built around our signature event, the world-famous Strolling of the Heifers Parade, Saturday, June 4 at 10 a.m. sharp!All Strolling of the Heifers events are rain or shine! The heifers don’t mind the weather, the farmers are working in all kinds of weather, and we will be honoring and celebrating them all weekend!  For a complete schedule of events, click here: www.strollingoftheheifers.com   About 40 minutes east of Four Chimneys Inn.

Hemmings Cruise-Ins Car Shows 2016

5:30 – 8:00 PM (Dates Below)
216 Main St. Bennington, Vermont

  • Thursday,  May 12
  • Thursday,  May 26
  • Thursday,  June 9
  • Thursday,  June 23
  • Friday,       July 8
  • Thursday, July 21
  • Thursday,  August 4
  • Thursday,  August 18

Graduation, Williams College

June 5, 2016
Williamstown, MA
Click here for more info:  www.commencement.williams.edu

 

American Lung Association Fight for Air Climb

June 11, 2016
Bennington Battle Monument, Bennington VT
Help raise funds to benefit  lung disease while reaching a personal goal!

 

July

Bennington’s “First Fridays” Event

July 3, 2016
5:00 PM – 8:00 PM
Downtown Bennington Historic District, Bennington, Vermont (map)
Located 1.3 miles from Four Chimneys. Come celebrate the Arts on the First Friday of each month with a Gallery Tours and Artist Openings, Live Entertainers and Street Performers, Children’s Activities, Oldcastle Theater Productions, and More! First Friday Programs and Maps available at the Better Bennington Corporation and most downtown shops on the day of the event.

Hometown 4th of July Celebration and Fireworks

2017 Dates TBD
Willow Park, Bennington, Vermont (map)
2.7 miles from Four Chimneys

Hemmings Cruise-Ins and Car Shows 2016

5:30 – 8:00 PM (Dates Below)
216 Main St. Bennington, Vermont (map)

  • Thursday,  May 12
  • Thursday,  May 26
  • Thursday,  June 9
  • Thursday,  June 23
  • Friday,      July 8
  • Thursday, July 21
  • Thursday,  August 4
  • Thursday,  August 18

Midnight Madness

2017 Date TBD
7:00 PM-12:00 AM
Main St. Bennington, Vermont
Downtown retail extravaganza that is a terrific family even and community institution with incredible bargains all throughout downtown.

 

 

August

Bennington Arts Weekend

August 5-7, 2016
Downtown Bennington, Vermont
A weekend of museum and gallery exhibits, along with music and theater taking place throughout downtown Bennington. For more information contact The Better Bennington Corporation at admin@betterbennington.com or at (802) 442-5758.

Southern Vermont Arts and Crafts Festival

August 5-7, 2016
10:00 AM-5:00 PM
Camelot Village, 66 Colgate Village, Bennington, Vermont
Bennington’s 38th annual craft festival is a exhibition of fine artisan goods from around the area. Adult admission is $8 a day or $12 for the weekend, Kids admission is $2.

Bennington’s “First Fridays” Event

August 7, 2016
5:00 PM–8:00 PM
Downtown Bennington Historic District, Bennington, Vermont  (map)
Celebrate the Arts on the First Friday of each month with a Gallery Tours and Artist Openings, Live Entertainers and Street Performers, Children’s Activities, Oldcastle Theater Productions, and More! First Friday Programs and Maps available at the Better Bennington Corporation and most downtown shops on the day of the event.

Bennington Battle Day Festivities 2016

August 12-14, 2016
Bennington Battle Monument, Bennington, Vermont (map)
Located .7 mile from Four Chimneys Inn, Bennington Battle Day is a time to remember the Battle of Bennington, a battle that lead to the turning point in the Revolutionary War in the 18th century.  Visitors and locals alike can ride an elevator to the top of the Bennington Monument for panoramic views of the valleys and the hills of Vermont, Massachusetts and New York. The stone monument, which is about 306 feet (about 93.3 meters) above the streets of Bennington, marks the site of a critical supply depot for the Green Mountain Boys during the Revolutionary War.

Rock, Rattle, and Drum Pow Wow

August 13-14, 2016
10:00 AM-6:00 PM
325 North St. Bennington, Vermont
Award Winning, Arvel Bird &The Aztec Dancers!

 

Hemmings Cruise-Ins and Car Shows 2016

5:30 – 8:00 PM (Dates Below)
216 Main Street, Bennington, Vermont (map)

• Thursday, May 12
• Thursday, May 26
• Thursday, June 9
• Thursday, June 23
• Friday, July 8
• Thursday, July 21
• Thursday, August 4
• Thursday, August 18

September

Garlic & Herb Festival

September 3-4, 2016
10:00 AM–5:00 PM
Camelot Village, Rte 9 West, Historic Bennington, Vermont (map)
Garlic Growers, Food Producers, Crafts, Garlic Products, Garlic Ice Cream, Garlic Apple Pie, Beer Tent, Live Music, Informative Demonstrations including Garlic Braiding, Children’s Activities, Weed Walk and much more! A Top Ten Vermont Event which draws thousands of visitors. Join the fun at lovely (located just across the street from Four Chimneys Inn) Free Parking. Admission is $5 for adults. Private Property – please leave pets at home. Close to Bennington’s historic and cultural attractions. For more information call the Bennington Area Chamber of Commerce at (802) 447-3311 for suggested itineraries and accommodations.

Bennington’s “First Fridays” Event

September 4, 2016
5:00 PM–8:00 PM
Downtown Bennington Historic District, Bennington, Vermont (map)
Located 1.3 miles from Four Chimneys Inn.  Celebrate the Arts on the First Friday of each month with a Gallery Tours and Artist Openings, Live Entertainers and Street Performers, Children’s Activities, Oldcastle Theater Productions, and More! First Friday Programs and Maps available at the Better Bennington Corporation and most downtown shops on the day of the event. For more information visit www.betterbennington.com

Annual Bennington Quiltfest

September 17-18, 2016
Saturday: 9:00 AM-5:00 PM, Sunday: 9:00 AM-4:00 PM
Mount Anthony Union Middle School, 747 East Road, Bennington, Vermont (map)
Located 1.8 miles from Four Chimneys Inn. For more info:  www.benningtonquiltfest.com

48th Annual Bennington Car Show

2016 Dates TBD
At Willow Park in Bennington, Vermont  (map)
For more info:  http://www.benningtoncarshow.com/

October

Bennington’s “First Fridays” Event

October 7, 2016
5:00 PM– 8:00 PM
Downtown Bennington Historic District, Bennington, Vermont (map)
Located 1.3 miles from Four Chimneys Inn.  Celebrate the Arts on the First Friday of each month with a Gallery Tours and Artist Openings, Live Entertainers and Street Performers, Children’s Activities, Oldcastle Theater Productions, and More! First Friday Programs and Maps available at the Better Bennington Corporation and most downtown shops on the day of the event.

Oktoberfest

October 8, 2016
11:00 AM-5:00 PM
Colgate Park, Rout 9 West, Bennington, Vermont

Bennington’s Fallapalooza!

October 29, 2016
11:00 AM–4:00 PM
Main Street, Bennington, Vermont (map)
Located 1.3 miles from Four Chimneys Inn, it’s like Mayfest, Midnight Madness, Octoberfest, and the Food Festivals all wrapped up into one big celebration! Enjoy Bennington Farmers Market, Wagon Rides, Crafters and Vendors, Entertainers, Children’s Activities, Store-to-Store Trick-or-Treating, Food Vendors, and more. Main Street in Downtown Bennington. Free admission and free parking.

November

Veteran’s Day Parade

November 11, 2016
11:00 AM
Main St. Bennington, Vermont

Hometown Holiday

November 26, 2016
10:00 AM–5:00 PM
Downtown Bennington Historic District, Bennington, Vermont (map)
Located 1.3 miles from Four Chimneys Inn.Visit with Santa Claus and celebrate “Small Business Saturday” while enjoying the Sounds of the Season with Carolers and Musicians. Many in-store specials and activities all throughout downtown Bennington. Check out www.betterbennington.com for details.

 

December

Events for December 2016 TBD


January, February, April, May, July, August, September banner photos courtesy of  “The Shires of Vermont C Lee Krohn, 2008”