Upcoming Events in Cheshire

Prospect Car Show

14 May 2026

Prospect, CT

Señor Pancho's of Prospect, 280 Cheshire Rd

Cushing Academy Girls Varsity Basketball

21 January 2026

Cheshire, CT

Cheshire Academy, 10 Main St

Live Music: The Mudflaps Band

27 December 2025

Cheshire, CT

125 Commerce Ct

Sunday Afternoon Tea

25 January 2026

Cheshire, CT

36 Wallingford Rd

Advent Young Men’s Retreat 2025

15 December 2025

Cheshire, CT

Novitiate and College of Humanities of the Legionaries of Christ, 475 Oak Ave

Chris Newell, Acoustic Guitarist

13 December 2025

Cheshire, CT

125 Commerce Ct

Hand Boys Varsity Basketball @ Cheshire

23 January 2026

Cheshire, CT

Cheshire High School, 525 S Main St

The Shops at Stone Bridge Barnes & Noble Storytime

13 December 2025

Cheshire, CT

The Shops at Stone Bridge, CT-10 #691

January 11th Supper Club

11 January 2026

Cheshire, CT

36 Wallingford Rd

Cut To The Chemistry @Counter Weight

29 January 2026

Cheshire, CT

Counter Weight Brewing Co, 7 Diana Ct