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Events Calendar

Randolph is alive year round with a bunch of activities and get-togethers! The calendar below contains many of the events taking place in and around town. Please add your own event using the Add Event button below. For municipal meetings and other town business please consult the Town of Randolph website

Annual Randolph events

  • Safe & Seen Halloween at Gazebo and Main Street (October 31)
  • Gear House's Annual Used Gear Swap (November)
  • Christmas Tree lighting ceremony (December)
  • First Fridays on Main Street and Merchants Row (summer)
  • Annual Furniture/Yard Sale at Bethany Chapel (June)
  • Independence Day parade through downtown (July 4)
  • New World Festival at Chandler Center for the Arts (September)
  • Gear House contributes to Slab Bike event every summer, as well as the Circus Ride Gravel Race, Peavine Whitewater Race, Braintree Bluegrass Brunch Rides, and three weekly group rides through the season

Primary Event Venues

Upcoming Events

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  • Hike the Florida Trail
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Derek & The Demons w/ Bull & Prairie and Honey

7:30pm-10:00pm Derek & The Demons w/ Bull & Prairie and Honey

May Songwriters in the Round w/ Fern Maddie, Jenny Porter, Jenna Rice, Erin Cassels-Brown and Dante Frontani

7:30pm-10:00pm May Songwriters in the Round w/ Fern Maddie, Jenny Porter, Jenna Rice, Erin Cassels-Brown and Dante Frontani

Randolph Singers Spring Concert

4:00pm-5:30pm Randolph Singers Spring Concert

Next Generation: Up & Coming Classical Talent

7:00pm-9:00pm Next Generation: Up & Coming Classical Talent

Sun May 4
9:00 am to 3:00 pm

The Brady Brunch!

Sunday May 4th 9:00 am to 3:00 pm
@ 29 Merchants Row, Randolph, VT

BIG NEWS!
Wit & Grit, Short Notice, Wee Bird Bagel Cafe, and Bent Hill Brewery are joining forces to bring you The Brady Brunch! Special hours on Sunday May 4th (which also happens to be Hannah's birthday, and what a gift this will be)! Special menus for both the kitchen and bar to reflect a taste and vibe from all four businesses. Sneak preview of menu items to come throughout the next week or so.
No reservations, and parties of 7 or more will most likely smile and wave to each other from separate tables. Note passing also permitted.
Please note that the regular Wit & Grit menu will not be available. Also please note that Short Notice will not be open that evening, so you better come and get your fix for brunch!

   Find Out More      Email the organizer   

Thu May 8
7:00 pm to 9:00 pm

Glenn Miller Orchestra

Thursday May 8th 7:00 pm to 9:00 pm
@ Chandler Music Hall - 71 N Main Steet, Randolph, VT 05060

The world-renowned Glenn Miller Orchestra returns to Chandler Music Hall for the first time in over 20 years on Thursday, May 8th at 7:00 PM. One of the most beloved big bands of all time, the orchestra, under the direction of Erik Stabnau, featuring vocalist Jenny Swoish and The Moonlight Serenaders, will perform their timeless catalog of swing era classics just as they would have sounded when Glenn Miller himself led the band over 80 years ago. This spectacular show promises to transport audiences back to the golden age of big band music, offering an experience that's both nostalgic and captivating.

   Find Out More   

Fri May 9
7:30 pm to 10:00 pm

Derek & The Demons w/ Bull & Prairie and Honey

Friday May 9th 7:30 pm to 10:00 pm
@ The Underground - Listening Room, 24 Pleasant St Unit A, Randolph, VT 05060, USA

Advance: $14 (+fees) // Day of show: $17 (+fees)
Doors: 7:00 // Show: 7:30
BYOB (21+)
All Ages


Derek & The Demons:
Derek and the Demons is a rock trio from Windsor, VT, known for their globally-influenced sound. With over a decade of experience, they continue to release albums and perform at select events.

Bull & Prairie:
Bull & Prairie is a Vermont-based band blending indie rock, freak folk, and Americana. Their music explores life's beauty and pain through a unique melodic sound that captures diverse traditions and experiences.

Honey:
Honey is a Vermont-based rock band formed in May 2024, known for their original music and energetic performances. With a unique style, they continually create   ...

   Find Out More      Email the organizer      Read More   

Fri May 9
5:00 pm to 8:00 pm

Drag Your Mother to Trivia!

Friday May 9th 5:00 pm to 8:00 pm
@ 29 Merchants Row, Randolph, VT

Wit & Grit is thrilled to welcome back Bethel Area Drag for a special Mother’s Day Weekend event!
All mothers will be entered in a raffle to win a special Mother’s Day gift basket!
Friday May 9th, doors @ 5pm, show @ 6pm.
18+ event. Entrance by donation.

   Find Out More      Email the organizer   

Fri May 16
7:30 pm to 10:00 pm

May Songwriters in the Round w/ Fern Maddie, Jenny Porter, Jenna Rice, Erin Cassels-Brown and Dante Frontani

Friday May 16th 7:30 pm to 10:00 pm
@ The Underground - Listening Room, 24 Pleasant St Unit A, Randolph, VT 05060, USA

Advance: $14 (+fees) // Day of show: $17 (+fees)
Doors: 7:00 // Show: 7:30
BYOB (21+)
All Ages

Fern Maddie:
Fern Maddie is a folk singer-songwriter based in Montpelier. Fern's 2022 release Ghost Story earned national and international acclaim and resulted in a successful tour of the UK and Northern Ireland in January 2023. More recently, she wrote and recorded a feature song for the Vermont documentary Claim the Lane. She is currently composing a Vermont-set rock musical with support from the Vermont Arts Council and the National Endowment for the Arts.

Jenny Porter:
Jenny Porter is a barefoot singer songwriter born and raised in Vermont. She has been singing and playing guitar the last 10 years throughout New England. Sh   ...

   Find Out More      Email the organizer      Read More   

Sat May 17
1:00 pm to 2:30 pm

Author Howard Norman

Saturday May 17th 1:00 pm to 2:30 pm
@ Kimball Public Library

Author Howard Norman will join the Adult Book Club to discuss his book Come To the Window. Books available at Kimball.

   Find Out More   

Sat May 17
7:00 pm to 9:00 pm

Mary Frances Leahy

Saturday May 17th 7:00 pm to 9:00 pm
@ Chandler Music Hall - 71 N Main Steet, Randolph, VT 05060

Don't miss Mary Frances Leahy live at Chandler Music Hall on May 17th! After sharing the stage with parents Natalie MacMaster & Donnell Leahy for over 600 shows, Mary Frances brings her musical heritage and soul-stirring talent to Randolph on her debut solo tour. A gifted fiddler, pianist and dancer, Leahy's new album is an infectious blend of Celtic, Latin and Jazz. This is sure to be an unforgettable evening you won't want to miss! Tickets selling fast - grab yours at chandler-arts.org

   Find Out More   

Sat May 17
1:00 pm to 2:30 pm

Author Howard Norman

Saturday May 17th 1:00 pm to 2:30 pm
@ Kimball Public Library

Author Howard Norman will join the Adult Book Club to discuss his book Come To the Window. Books available at Kimball.

Sun May 18
4:00 pm to 5:30 pm

Randolph Singers Spring Concert

Sunday May 18th 4:00 pm to 5:30 pm
@ Chandler Music Hall - 71 N Main Steet, Randolph, VT 05060

A mix of genres: classical, rock, folk & movies inspired by the theme "Meditation to Mirth."

   Find Out More   

Tue May 20
6:00 pm to 7:30 pm

Adult Book Group

Tuesday May 20th 6:00 pm to 7:30 pm
@ Kimball Public Library

Adult Book Group meeting to enjoy some wonderful baked goods and ask your baking questions. Bring your favorite baking cookbook and a question to ask the group. Enjoy some treats! Cookbooks available at Kimball.

Sat May 24
1:30 pm to 3:00 pm

Beekeeping with Farmer James

Saturday May 24th 1:30 pm to 3:00 pm
@ Kimball Public Library

Local beekeeper Farmer James will talk about his experiences as a beekeeper. Come hear his stories, advice, and bring your questions! 

Sat May 24
7:00 pm to 9:00 pm

Next Generation: Up & Coming Classical Talent

Saturday May 24th 7:00 pm to 9:00 pm
@ Chandler Music Hall - 71 N Main Steet, Randolph, VT 05060

Young classical musicians from middle and high schools throughout Vermont and the Upper Valley will share their artistry in Chandler’s annual youth concert, inspired by National Public Radio’s From the Top program. For this performance, the area’s leading music teachers recommend students who deserve special recognition.

Students performing works from the Baroque and Classical periods, into contemporary classical music:

Luke Murphy, cello. Montpelier
Anna Dauerman, flute. Shelburne
Alice Breen, flute. Essex Junction
Jessie Bodette, flute Middlebury
Madison Atwood, piano Northfield
Ryan Young, piano Montpelier
Agatha Chakrabarti, violin Hanover, NH

   Find Out More   

Tue May 27
6:00 pm to 7:30 pm

Hike the Florida Trail

Tuesday May 27th 6:00 pm to 7:30 pm
@ Kimball Public Library

Mary Anderson will show photos and answer questions about her recent thru hike of the Florida National Scenic Trail at Kimball Library Tuesday, May 27, (6-7:30 pm).

Mary has over 20,000 miles of backpacking under her feet. She has paddled the CT River 430 miles from source to sea. She has biked through all of VT’s cities and towns. Mary has also skied the entire 300 mile Catamount Trail in one winter.

Now in her 60's Mary is working on hiking all 11 of the National Scenic Trails. This past winter she completed the Florida National Scenic Trail with a broken foot and hiked a majority of it on crutches.

Come hear some of Mary’s stories. Bring your questions about hiking, biking, skiing or paddling!