As we get ready to begin holiday shopping, we are all looking for the perfect gifts for family members and friends! And there’s no better way than to shop local. Scroll down for a list of holiday shopping events offering a variety of options to find the perfect holiday gifts from small local businesses.
Stamford Moms Holiday Sip & Shop at Third Place by Half Full Brewery
Sunday, December 7, 10 a.m. – 2 p.m.
FREE admission plus photos with Santa & shop The Stamford Moms Patch Bar!
Sip & Shop Greenwich Girls’ Night Out at Innis Arden Golf Club
Wednesday, November 5, 4 p.m. – 9 p.m.
Holiday Craft Fair at American Legion Post 12 in Norwalk
Saturday, November 8, 9 a.m. – 3 p.m.
Nielsen’s Holiday Shopping Event
Thursday, November 13, 5:30 p.m. – 8 p.m.
United Methodist Preschool Holiday Boutique
Thursday, November 13, 5 p.m. – 9 p.m.
United Methodist Preschool, 165 South Avenue, New Canaan
Shop the Stamford Moms Patch Bar!
St. Matthew Church Christmas Fair
Saturday, November 15, 10 a.m. – 6 p.m. & Sunday, November 16, 10 a.m. – 2 p.m.
Union Memorial Church Holiday Fair
Saturday, November 15, 10 a.m. – 3 p.m.
2025 Holiday Bazaar at the Antique & Artisan Gallery
Monday, November 17 – Wednesday, December 24
Blossom Hill Holiday Bazaar at the Carriage Barn Arts Center, New Canaan
Friday, November 21, 5:30 p.m. – 9 p.m.
Christmas Boutique & Bake Sale at St. Bridget of Ireland Parish, Stamford
Saturday, November 22, 9 a.m. – 4 p.m.
Holiday Market at the New Canaan Nature Center
Saturday, November 22, 10 a.m. – 5 p.m.
Holiday Shopping Fair at Stamford High School
Saturday, November 29, 9:30 a.m. – 3 p.m.
Small Business Saturday Holiday Market at Designs by Lee
Saturday, November 29, 11 a.m. – 3 p.m.
Saturday, December 6 & Sunday, December 7, 11 a.m. – 3 p.m.
Saturday, December 13 & Sunday, December 14, 11 a.m. – 3 p.m.
Saturday, December 20, 11 a.m. – 3 p.m.
Greenwich Historical Society Holiday Boutique at Greenwich Country Club
Thursday, December 4, 9:30 a.m. – 4:30 p.m.
Merry Meadowlands: A Holiday Home & Market at the Darien Community Association
Thursday, December 4 & Friday, December 5
Holiday Market Sip & Shop at the Stamford Museum & Nature Center
Thursday, December 4, 4 p.m. – 8 p.m.
Kids Business Fair
Saturday, December 6, 10 a.m. – 1 p.m.
1264 High Ridge Road, Stamford
Holiday Market Weekend at Mill River Park
Saturday, December 6 & Sunday, December 7, 10 a.m. – 6 p.m.
Mater Salvatoris Stella Maris School Christmas Fair
Saturday, December 6, 10 a.m. – 2 p.m.
926 Newfield Avenue, Stamford
Holiday Extravaganza & Market at 30 Washington Street, Norwalk
Saturday, December 7, 4 p.m.
Mill River Park’s Holiday Market
Saturday, December 20 & Sunday, December 21, noon – 7 p.m.