Festivals near Rutland, VT.

Pasta Dinner

• Oct. 4 - Oct 4, 2025
• The Brick Church (Clarendon Congregational Church) - Clarendon, VT USA

• $1 - $10
• $10 - $25

The menu will include Penne pasta, handmade meatballs, homemade sauce, salad, rolls, dessert and drinks. Adults $12 | Kids (4-10) $6.00 - Limited Seat ....

Vermont Sheep & Wool Festival

• Oct. 4 - Oct 4, 2025
• Fairgrounds Road - Tunbridge, VT USA

• FREE!!
• $1 - $10

The Vermont Sheep & Wool Festival celebrates local farms and natural fibers. The event features a variety of vendors offering fleece and yarn, fiber a ....

Puuluup (Neo-Zombie-Post-Folk)

• Oct. 3 - Oct 3, 2025
• Chandler Music Hall ~ Chandler Center for the Arts - Randolph, VT USA

• Music

• $10 - $25

Experience the Estonian zombie-folk duo Puuluup, returning to Central Vermont with their genre-defying blend of tradition and innovation. Performing o ....

Coffee & Community – National Coffee Day by Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Chelsea, VT USA

• FREE!!

As National Coffee Day approaches on September 29, it’s time to raise a mug to the brew that fuels our mornings, sparks our conversations, and connect ....

Cafely’s Warm Welcome on National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Randolph, VT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lover! Get ready to raise your mug because National Coffee Day on September 29 is just around the corner, and it’s the perfect time ....

Celebrate with a Bold Cup of Cafely

• Sep. 29 - Sep 29, 2025
• 24 Pleasant St - Randolph, VT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lover! Ready to raise a mug to one of the most beloved beverages in the world? National Coffee Day on September 29 is your day to ce ....

Love Your Coffee: Celebrate with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Randolph, VT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lovers! Can you believe it’s almost National Coffee Day on September 29? I’m already feeling that warm, nostalgic buzz just thinking ....

Braintree Bluegrass Brunch feat. Turnip Truck and The Spring Chickens

• Sep. 28 - Sep 28, 2025
• 2756 Braintree Hill Rd - Braintree, VT USA

• Music

Join us for the final Braintree Bluegrass Brunch of the season—featuring Turnip Truck and The Spring Chickens live at the historic Braintree Hill Meet ....

Bristol Harvest Festival

• Sep. 27 - Sep 27, 2025
• Bristol Town Green - Bristol, VT USA

Join the 26th annual Bristol Harvest Festival presented by the Addison County Chamber of Commerce with support by the Bristol Recreation Department. T ....

Adirondack Harvest Festival

• Sep. 20 - Sep 20, 2025
• Essex County Fairgrounds - Westport, NY USA

The 9th Annual Adirondack Harvest Festival will take place on Saturday, September 20, 2025 from 12 to 5 PM at the Essex County Fairgrounds in Westport ....

Vermont Climbing Festival

• Sep. 19 - Sep 21, 2025
• farr's field - Waterbury, VT USA

• $50 - $100

CRAG-VT is excited to announce the sixth annual Vermont Climbing Festival, taking place September 19–21, 2025 in Waterbury and on the cliffs of Bolton ....

Bandwagon Summer Series: The Gaslight Tinkers plus Sammy & Brothers

• Sep. 13 - Sep 13, 2025
• Cooper Field - Putney, VT USA

• Music

• $10 - $25

Get ready for a high-energy night of global grooves and fiddle fire! The Gaslight Tinkers blend African, Caribbean, funk, reggae, and Latin rhythms wi ....

Bandwagon Summer Series: The Gaslight Tinkers plus Sammy & Brothers

• Sep. 13 - Sep 13, 2025
• Cooper Field - Putney, VT USA

• Music

• $10 - $25

Get ready for a high-energy night of global grooves and fiddle fire! The Gaslight Tinkers blend African, Caribbean, funk, reggae, and Latin rhythms wi ....

Town of West Rutland Block Party

• Sep. 6 - Sep 6, 2025
• West Rutland Town Hall - West Rutland, VT USA

• Music

The Block Party will take place on the Town Hall Green and Marble Street on Saturday, September 6 from 2:30pm to 8:00pm. Marble Street from Campbell ....

The County Bounty Tour

• Sep. 6 - Sep 7, 2025
• Washington County - Washington County, NY USA

It's the Cheese Tour and MORE: the same farm tour you've grown to love, but this year with new stops and products, and a new name: the County Bounty T ....

MaMuse

• Sep. 3 - Sep 3, 2025
• Chandler Music Hall ~ Chandler Center for the Arts - Randolph, VT USA

• Music

• $25 - $50

Join MaMuse for an evening of harmony-rich folk-soul that uplifts the spirit and opens the heart. Expect unreleased songs from their upcoming album, b ....

Fair Haven Food Truck Frenzy

• Sep. 3 - Sep 3, 2025
• Fair Haven - Fair Haven, VT USA

• Food / Wine / Beer

Fair Haven Food Truck Frenzy – September 3, 2025 | 5:00–9:00 PM | Fair Haven Park Fair Haven’s favorite community tradition is back! On Wednesday, Se ....

2025 Adirondack Independence Music Festival

• Aug. 31 - Aug 31, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....

2025 Adirondack Independence Music Festival

• Aug. 31 - Aug 31, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....

2025 Adirondack Independence Music Festival

• Aug. 31 - Aug 31, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....

2025 Adirondack Independence Music Festival

• Aug. 30 - Aug 30, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....

2025 Adirondack Independence Music Festival

• Aug. 30 - Aug 30, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....

2025 Adirondack Independence Music Festival

• Aug. 30 - Aug 30, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....

Country Festival on the Farm

• Aug. 30 - Aug 30, 2025
• North Meadow Farm - Manchester, VT USA

Join us on Saturday, August 30th for North Meadow Farm's Country Festival! In place of our annual fall festival you know and love our country festival ....

2025 Adirondack Independence Music Festival

• Aug. 29 - Aug 29, 2025
• Charles R. Wood Park - Lake George, NY USA

• Music

• $100 - $250

The Adirondack Independence Music Festival will return to Charles R. Wood Park in Lake George, NY for three unforgettable days over Labor Day weekend, ....