2025 Guilford Fall Fun Guide: Chowder Challenge, Book And Bake Sale, And More

GUILFORD, CT — The autumnal equinox on Monday, Sept. 22, signals the official arrival of fall, but the season is already in full swing in Guilford with several events.

Sunny days and crisp evenings are perfect for outdoor fun. One can’t-miss event is the 2025 Chowder Challenge and artisan marketplace in Guilford on Sept. 28.

But that’s just the beginning of fun activities taking place over the next couple of months.

Are you planning an event this fall? Feature it so nearby readers see it all across Patch — including in roundups like this!

Below, find the 2025 Patch Guide to Fall Fun in Guilford:

• 2025 Fall Festival at Bishop's Orchards: Running through Nov. 4, the festival features apple and pear picking, wagon rides, a pick-your-own flower field, and pumpkin picking starting later in September. Weekend activities include food trucks and seasonal offerings from the farm’s general store.
• Friends of the Guilford Library 44th Annual Fall Book and Bake Sale: The Fall Book and Bake Sale, the largest annual fundraiser for the Friends of the Library, returns once again on Sept. 26 to delight Shoreline readers of all ages. The sale stands out for the high standards, variety, and organization of its offerings.
• Christ Episcopal Church ~ Annual Tag Sale - Special Preview Event: Furniture, Clothing, Artwork, Decorative Items, Toys, Household Wares, Jewelry, Antiques and much more! All proceeds to benefit Christ Church.
• Meals on Wheels Fundraiser - Darling Diva Bingo: Celebrate Meals on Wheels' 40th year by joining participating in an outrageously fun night of Diva Bingo on Sept. 26.
• 2025 Chowder Challenge and Artisan Marketplace: On Sept. 28, enjoy a vibrant marketplace featuring artists, local businesses, and more. Enjoy live music while the Chowder Challenge takes place at participating restaurants and retail stores throughout town. The Artisan Marketplace on the Green is free to attend. Tickets for the Chowder Challenge can be purchased in advance or on the day of the event.