Festivals near Lenox, MA.

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 ....

Brothers Osborne and LeAnn Rimes

• Oct. 11 - Oct 11, 2025
• Keane Stud - Amenia, NY USA

• Music

• $50 - $100

Highlands Country Night End the day with a live concert under the stars, featuring LeAnn Rimes and Brothers Osborne—a night of unforgettable country m ....

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 ....

Third Eye Blind with special guest Dinosaur Jr.

• Oct. 10 - Oct 10, 2025
• Keane Stud - Amenia, NY USA

• Music

• $50 - $100

Concert Under the Stars with Third Eye Blind Wrap up your day with a live outdoor concert by Third Eye Blind with special guest Dinosaur Jr. Bring you ....

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 ....

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 ....

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 ....

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 ....

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 ....

Harvest Bounty German Fest

• Oct. 3 - Oct 3, 2025
• Litchfield Community Center - Litchfield, CT USA

• $1 - $10

Menu: German Food & Beer Band: Keith's Polkaparty Band * Pre-registration REQUIRED BY Wednesday Oct. 1st ....

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 ....

Porchfest Schenectady

• Sep. 20 - Sep 20, 2025
• General Electric Realty Plot - Schenectady, NY USA

• Music

Stroll, stand, or bring a lawn chair. Parking throughout the GE Realty plot neighborhood. Food by the Broken Inn and Greek on the Run. There's a varie ....

Makers Market Night!

• Sep. 19 - Sep 19, 2025
• Opalka Gallery - Albany, NY USA

• Music

• FREE!!

Makers Market Night! BANDS: The Parlor, Jimi Woodful BREWERS: Fort Orange Brewing, Common Roots FOOD: Slidin’ Dirty, Lidia’s Empanadas, Kona Ice MARKE ....

FreshGrass

• Sep. 19 - Sep 21, 2025
• MASS MoCA - North Adams, MA USA

• Music

• $100 - $250

Set against the foothills of the beautiful Berkshire mountains FreshGrass is a family-friendly festival with the best in bluegrass and roots music fil ....

Music Mountain Summer Festival: 96th Season FINAL CONCERT BENEFIT - Juilliard String Quartet

• Sep. 14 - Sep 14, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Ludwig van BEETHOVEN String Quartet in A Minor, Opus 132 Antonín DVORÁK String Quintet in E Flat Major, Opus 97, "American" Tickets: $40-85, Under 19 ....

47th annual Carrot Festival

• Sep. 14 - Sep 14, 2025
• Congregation Agudat Achim - Schenectady, NY USA

Carrot Festival attendees will enjoy a day full of live entertainment, vendors and crafters and plenty of activities in the Family Zone for people of ....

Music Mountain Summer Festival: NEW YORK GILBERT & SULLIVAN PLAYERS

• Sep. 13 - Sep 13, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

9/13/25 6pm TV Doctors (Evan Conway, Bob Morris, Josh Witmer) @ The Eleven at Lark Hall, Albany, NY

• Sep. 13 - Sep 13, 2025
• The Eleven - Albany, NY USA

• Music

Saturday, September 13, 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 E ....

Music Brings Communities Together with Sample the Cat

• Sep. 13 - Sep 13, 2025
• Becket Arts Center - Becket, MA USA

• Music

Bring a chair, a picnic, friends or just yourself. Held outdoors on the Becket Arts Center lawn ....

The Ukrainian Festival to benefit humanitarian aid for Ukraine

• Sep. 13 - Sep 13, 2025
• 225 Washington Ave Ext - Albany, NY USA

• $10 - $25

A Ukrainian festival featuring folk dancers, singers, musical groups, arts and crafts, as well as traditional Ukrainian food, will be held at the Poli ....

The Ukrainian Festival to benefit humanitarian aid for Ukraine

• Sep. 13 - Sep 13, 2025
• Polish Community Center - Albany, NY USA

• $10 - $25

A Ukrainian festival featuring folk dancers, singers, musical groups, arts and crafts, as well as traditional Ukrainian food, will be held at the Poli ....

Harvest Festival

• Sep. 12 - Sep 12, 2025
• Kimball Farms - Lenox, MA USA

• FREE!!

Kickoff autumn with an exciting day socializing with other older adults while enjoying an authentic farmers market experience, complete with live ente ....