Connecticut Fairs & Festivals: The Complete 2026 Guide

Connecticut hosts 322 fairs and festivals in 2026 across 8 counties — agricultural fairs, craft shows, food festivals, and seasonal celebrations. Season peaks in September, August, July. This guide covers the best-rated events, when to go, and how to find fairs near you.

Best-rated fairs & festivals in Connecticut

Show distance from me

Past event4.9(210)

CraftFood FestivalArtisan

Woodstock Makers Market

It will host some of the best local artisans, farmers, crafters and bakers selling their items.

Sat, Jun 27Woodstock

4.8(830)

CraftFood FestivalCultural

Old Saybrook Arts and Crafts Festival

There will be over 150 talented artists and crafters showcasing their original works across various categories, including acrylics, ceramics, consumables, embellishments, fiber arts, glasswork, graphics, jewelry, metalwork, mixed media, oils, pastels, photography, pottery, sculpture, watercolors, and woodcraft.

Sat–Sun, Oct 3–4Old Saybrook

4.8(534)

CraftFood FestivalArtisan

Stonington Borough Art Walk

A craft fair in Stonington.

Sat, Sep 12Stonington

5(61)

CraftFood FestivalArtisan

Manchester Summer Pop-up Market

Come shop and support local makers and small business owners.

Sat–Sun, Aug 8–9Manchester

Past event4.8(391)

CraftFood FestivalArtisan

Orange Summer Community Farmers Market

It will feature fresh produce, in-season fruits and vegetables, bakery products, eggs, flowers, plants, milk, meats, soaps, as well as unique crafts and services.

Thu, Jul 2Orange

Past event4.8(242)

CulturalSeasonalFamily

Wooster Square Cherry Blossom Festival

Each spring, the Wooster Square Cherry Blossom Festival celebrates the bloom of hundreds of Yoshino cherry trees in New Haven’s historic Italian neighborhood, with food vendors, live music, artisans, and one of the city’s most photographed days.

Sun, Apr 19New Haven