• Ladies Swag Stroll

    Main Street Old Saybrook Old Saybrook

    Old Saybrook Main Street Ladies Swag Stroll September 25th 5–8 Purchase a $10 tote bag Grab your girlfriends and stop into more than 10 participating businesses to pick up your […]

  • Guilford Meals on Wheels Fundraiser – Darling Diva Bingo

    Guilford VFW 104 Mill Road, Guilford, CT, United States

    Get ready for Drag Queen Bingo with the Darling Divas dazzling performances and ten lively bingo games in support of Guilford Meals on Wheels — a night of fun with purpose.

    $40
  • Friends of the Guilford Library 44th Annual Fall Book and Bake Sale

    Guilford Free Library 67 Park Street, Guilford, CT, United States

    Discover thousands of books, vintage treasures, and baked treats at Guilford Library’s biggest fundraiser, where every purchase supports programs, resources, and community events for readers of all ages.

    Free
  • Free Yoga All Day Open House!

    Breathing Room 216 Crown St. 2nd Floor, New Haven, CT

    Celebrate Breathing Room’s 17th Birthday with FREE yoga all day, boutique discounts, local treats, and birthday cake. One day only, come move, connect, and celebrate community.

    Free
  • Christ Church Tag Sale

    Christ Episcopal Church 11 Park Street, Guilford, CT

    Discover treasures at Christ Church of Guilford’s biggest tag sale yet featuring clothing, toys, jewelry, glassware, holiday décor, sports and garden gear and so much more for every shopper.

    Free
  • Madison Artisan and Antique Festival

    Madison on the Common 26 Meeting House Lane, Madison, CT

    Stroll the historic Madison Green for a day of autumn fun! Shop artisan & antique vendors, enjoy live music, hayrides, pumpkins, kids’ activities & more.

    $5
  • 2025 Chowder Challenge and Marketplace on the Green

    Guilford Green Whitfield Street, GUILFORD, CT, United States

    Chowder, music & makers on the Guilford Green, yes please. Sample chowders from local chefs, shop the Artisan Marketplace, and enjoy live music by Take Two and Call Me in the Morning.

  • Robbie Collomore Concerts: Amara Trio

    The Chester Meeting House 4 Liberty Street, Chester, CT, United States

    Experience the award-winning Amara Trio, rising stars from Juilliard’s Honors Chamber Music Program, as they bring Mozart, Shostakovich, and Beethoven to life with passion, artistry, and community spirit.

    $40
  • Happy Hour Hike Mile Creek Preserve

    Mile Creek Preserve 191 Mile Creek Road, Old Lyme

    Get ready for a guided hike in the Old Lyme Land Trust's Mile Creek Preserve. Meet at the trailhead at 4:15 for an easy walk through the wetlands. Followed by […]

    Free
  • Fall Wreath Making with Deux Bisous

    Deux Bisous 73 Wall Street, Madison, CT

    Wreaths, brooms, and a whole lot of autumn magic. Join Deux Bisous for sips, snacks, and cozy crafting fun, your front door (and your fall vibes) will thank you.

    $55