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Winter holiday events in Lenox, MA

Saturnalia at Caius Farm Brewery
Sat, Dec 12, 2:00 PM
Branford · Caius Farm Brewery
Saturnalia at Caius Farm Brewery
Sat, Dec 12, 2:00 PM
Branford · Caius Farm Brewery
Spring Story Time and Nature Walk
Sun, Mar 29, 10:30 AM
Pleasantville · Rockefeller State Park Preserve
Spring Story Time and Nature Walk
Sun, Mar 29, 10:30 AM
Pleasantville · Rockefeller State Park Preserve
Sales end soon
Fireside Whiskey Tasting
Thursday at 6:00 PM
Francestown · Blue Bear Inn | On Crotched Mountain
Sales end soon
Fireside Whiskey Tasting
Thursday at 6:00 PM
Francestown · Blue Bear Inn | On Crotched Mountain
Going fast
LO Connecticut | Meet the Wolf Pack
Sun, Mar 15, 3:15 PM
South Salem · 7 Buck Run St
Going fast
LO Connecticut | Meet the Wolf Pack
Sun, Mar 15, 3:15 PM
South Salem · 7 Buck Run St
Sunday Supper March 1st
Sunday at 4:30 PM
Delhi · 70 Main St
Sunday Supper March 1st
Sunday at 4:30 PM
Delhi · 70 Main St
An Enchanted Evening - North Salem Girls Dance 2026
Friday at 7:00 PM
North Salem · Pequenakonck Elementary School
An Enchanted Evening - North Salem Girls Dance 2026
Friday at 7:00 PM
North Salem · Pequenakonck Elementary School
Season of Plenty Harvest Festival
Sat, Oct 10, 10:00 AM
Bovina Center · 904 Reinertsen Hill Rd
Season of Plenty Harvest Festival
Sat, Oct 10, 10:00 AM
Bovina Center · 904 Reinertsen Hill Rd
MathFest '26: Shrewsbury, MA
Sat, Apr 4, 1:00 PM
Shrewsbury · Oak Middle School
MathFest '26: Shrewsbury, MA
Sat, Apr 4, 1:00 PM
Shrewsbury · Oak Middle School
The Melt Soup Crawl
Sat, Mar 7, 1:00 PM
Norwalk · River Street
The Melt Soup Crawl
Sat, Mar 7, 1:00 PM
Norwalk · River Street
Almost full
21+ Annual Easter Cork Hunt at Broken Creek Vineyard!
Sat, Mar 28, 11:30 AM + 1 more
Shrewsbury · Broken Creek Vineyard and Winery
Almost full
21+ Annual Easter Cork Hunt at Broken Creek Vineyard!
Sat, Mar 28, 11:30 AM + 1 more
Shrewsbury · Broken Creek Vineyard and Winery
Seasonal Smackdown: Eggstravaganza
Sat, Apr 25, 12:00 PM
Goshen · All One One All Farm
Seasonal Smackdown: Eggstravaganza
Sat, Apr 25, 12:00 PM
Goshen · All One One All Farm
Herbal Medicine 101: Love your Liver: Spring Tonics and Bitters
Sun, Apr 19, 10:30 AM
Goshen · All One One All Farm
Herbal Medicine 101: Love your Liver: Spring Tonics and Bitters
Sun, Apr 19, 10:30 AM
Goshen · All One One All Farm
SWAGLY Queer Youth Sleepover
Fri, Apr 17, 5:00 PM
Worcester · AIDS Project Worcester Inc
SWAGLY Queer Youth Sleepover
Fri, Apr 17, 5:00 PM
Worcester · AIDS Project Worcester Inc
Going fast
Inclusive Neurodiverse Farmer Program Spring 1 Session(March - May)
Westport · Wakeman Town Farm
Going fast
Inclusive Neurodiverse Farmer Program Spring 1 Session(March - May)
Westport · Wakeman Town Farm
Enchanted Spring High Tea| Madison Beach Hotel & Tea & Tarot, Sun, April 26
Sun, Apr 26, 4:00 PM
Madison · Madison Beach Hotel, Curio Collection by Hilton
Enchanted Spring High Tea| Madison Beach Hotel & Tea & Tarot, Sun, April 26
Sun, Apr 26, 4:00 PM
Madison · Madison Beach Hotel, Curio Collection by Hilton
An Intimate Evening with Bettye Lavette
Wed, Mar 18, 8:00 PM
Fairfield · StageOne at FTC
An Intimate Evening with Bettye Lavette
Wed, Mar 18, 8:00 PM
Fairfield · StageOne at FTC
Breakfast with the Easter Bunny
Sat, Mar 28, 11:00 AM
West Haverstraw · 55 W Railroad Ave
Breakfast with the Easter Bunny
Sat, Mar 28, 11:00 AM
West Haverstraw · 55 W Railroad Ave
Farm Fresh Tasting
Sun, May 3, 3:00 PM + 5 more
Goshen · All One One All Farm
Farm Fresh Tasting
Sun, May 3, 3:00 PM + 5 more
Goshen · All One One All Farm
A Year of Toni Morrison: Jazz
Sun, Jun 21, 2:00 PM
Bridgeport · Kindred Thoughts Bookstore
A Year of Toni Morrison: Jazz
Sun, Jun 21, 2:00 PM
Bridgeport · Kindred Thoughts Bookstore
Easter Brunch- 1:30pm Seating
Sun, Apr 5, 1:30 PM
West Haverstraw · 55 W Railroad Ave
Easter Brunch- 1:30pm Seating
Sun, Apr 5, 1:30 PM
West Haverstraw · 55 W Railroad Ave

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