Festivals near Bennington, VT.

15th Annual Mac and Cheese Bowl

• Oct. 18 - Oct 18, 2025
• Cohoes - Cohoes, NY USA

• Food / Wine / Beer

• $25 - $50

Vendors from throughout the Capital Region offer tastings of mac and cheese, with all proceeds to benefit the Regional Food Bank. ....

Regional Food Bank Mac-N-Cheese Bowl

• Oct. 18 - Oct 18, 2025
• Remsen Street - Cohoes, NY USA

• Food / Wine / Beer

• $25 - $50

Stations will span four blocks on Remsen Street where you'll be able to enjoy a sampling of each participant's recipe. VIP Tickets include a tasting f ....

Chaffee Art Center's 64th Annual Art in the Park Fall Festival

• Oct. 11 - Oct 12, 2025
• Main Street Park - Rutland, VT USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Community (Fundraiser)
• Music

• FREE!!

64th Annual Art in the Park Fall Foliage Festival featuring fine artists and craft persons, specialty foods, kid’s activities, and musical enter ....

64th Annual Art in the Park Fall Foliage Festival

• Oct. 11 - Oct 12, 2025
• Main Street Park - Rutland, VT USA

Chaffee Art Center's 64th Annual Art in the Park Fall Foliage Festival October 11 & 12 featuring fine artists & craft persons, specialty foods, kid’s ....

Maple Ski Ridge Fall Festival

• Oct. 11 - Oct 11, 2025
• Maple Ski Ridge - Schenectady, NY USA

• Arts (Arts & Crafts)
• Community (Family & Kids)
• Community (Fundraiser)
• Seasonal (Fall)

• FREE!!
• $1 - $10

Get your Fall Fix at Maple Ski Ridge. Enjoy traditional Fall experiences like hay rides, fall foliage chair lift rides, pumpkin painting, bounce hou ....

10/10/25 6pm TV Doctors (Evan Conway, Bob Morris, Josh Witmer) @ The Eleven at Lark Hall, Albany, NY

• Oct. 10 - Oct 10, 2025
• The Eleven - Albany, NY USA

• Music

Friday, October 10, 2025 6:00 pm - 8:00 pm TV Doctors (featuring: Evan Conway, Bob Morris, Josh Witmer) voted "Jam Band of the Year 2024" at The Eddie ....

Albany Skelly Run

• Oct. 4 - Oct 4, 2025
• Albany - Albany, NY USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

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 ....

Cider Pressing and Frost Barn Open House

• Oct. 4 - Oct 4, 2025
• Robert Frost Stone House Museum at Bennington College - Shaftsbury, VT USA

• Food / Wine / Beer

Hard cider sales and free tasting, as well as free samples of fresh-pressed juice from the Robert Frost Stone House orchard, courtesy of Watson Wheele ....

The Arch Stanton Quartet Music Band

• Oct. 3 - Oct 3, 2025
• Opalka Gallery - Albany, NY USA

• Music

• FREE!!

The Arch Stanton Quartet Terry Gordon: Horns | Roger Noyes: Guitar | Chris Macchia: Bass | James Ketterer: Drums The Arch Stanton Quartet, based in up ....

Music from Arch Stanton Quartet

• Oct. 3 - Oct 3, 2025
• Opalka Gallery - Albany, NY USA

• Music

• FREE!!

The Arch Stanton Quartet Terry Gordon: Horns | Roger Noyes: Guitar | Chris Macchia: Bass | James Ketterer: Drums The Arch Stanton Quartet, based in ....

WHMCC's 2nd Annual Cider-Fest

• Oct. 3 - Oct 3, 2025
• 2 Museum Ln - Waterford, NY USA

• Food / Wine / Beer

• $10 - $25

With our summer programing winding down we are looking towards cooler weather and seasonal events. Please join us for our 2nd Annual Cider-Fest! We w ....

Coffee First: National Coffee Day with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - North Adams, MA USA

• FREE!!

National Coffee Day on September 29 is a cherished moment to raise a mug to the brew that fuels countless mornings, conversations, and connections acr ....

Bandwagon Summer Series: Hazmat Modine

• Sep. 27 - Sep 27, 2025
• The Putney Inn - Putney, VT USA

• Music

• $10 - $25

Experience Hazmat Modine’s “uniquely intercontinental sonic collage” blending American roots with global traditions. This dynamic eight-piece band bri ....

Bandwagon Summer Series: Hazmat Modine

• Sep. 27 - Sep 27, 2025
• The Putney Inn - Putney, VT USA

• Music

• $10 - $25

Experience Hazmat Modine’s “uniquely intercontinental sonic collage” blending American roots with global traditions. This dynamic eight-piece band bri ....