Looking back over the last five years, Ridgefield’s housing market tells quite a story — one shaped by world events, shifting mortgage rates, and our own local dynamics.
Ridgefield in October is truly a treat!!! From scarecrow contests to art festivals, to movies in the Pumpkin Patch, and even a dash of spooky fun, there is something for everyone! Whether you are already lucky enough to call Ridgefield "home", or just checking out the town here is your guide to some fun (& mostly free!) events happening this October. Want to combine a fun activity with your house hunting? Call/text Sarah at (203) 417-6254 and we'll work your house search around some fun fall festivities!
Jesse Lee Pumpkin Patch
📅 September 27 – October 31, 2025
⏰ Weekends & Holidays: 10 AM – 6 PM | Weekdays: 2 PM – 6 PM
📍 Jesse Lee Memorial United Methodist Church, Ridgefield
🍁 Pick out pumpkins and enjoy the festive atmosphere at this long-standing Ridgefield tradition. Proceeds benefit youth programs and community initiatives. See below for details on storytimes and Movie Night.
Ridgefield Farmer’s Market (Final Market of the Season)
📅 Saturday, October 4 · 10:00 AM – 1:00 PM
📍 Jesse Lee UMC, Ridgefield
🍁 Browse fresh produce, baked goods, and specialty items while enjoying live music and family activities along historic Main Street. Bring a blanket and appetite — this is the last market of the year.
Blessing of the Animals
📅 Sunday, October 5 · 2:00 – 4:00 PM
📍 First Congregational Church of Ridgefield, 103 Main Street
🍁 Pets of all shapes and sizes are welcome at this annual blessing, held on the church terrace. Certificates, treats, and a joyful community spirit make this a favorite fall event.
#HandsOnHistory Family Day
📅 Sundays, October 5 , 12 & 19
⏰ 11:00 AM – 4:00 PM
📍 Keeler Tavern Museum & History Center, Ridgefield
🍁 Free admission includes access to the It Takes a Village exhibition and featured trade demonstrations.
🔗 Keeler Tavern #HandsOnHistory Family Day Details
Read-Aloud for Children at the Pumpkin Patch
📅 Sunday, October 5 at 2:00 PM
&
📅 Sunday, October 26 at 4:00 PM
📍 Jesse Lee Pumpkin Patch, Ridgefield
🍁 Families can settle in among the pumpkins for a seasonal storytime designed just for kids.
Library Book Sale
📅 October 11–13, 2025
📍 Ridgefield Library
⏰ Saturday, October 11 · 9 AM – 5 PM
Sunday, October 12 · 1 PM – 5 PM
Monday, October 13 · 8 AM – 6 PM
🍁 Thousands of titles at great prices, with proceeds supporting library programs. An early entrance option is available Friday morning for Friends of the Ridgefield Library members."
🔗 Ridgefield Library Book Sale Details
Fall in Love with Ridgefield
📅 Saturday, October 11 · 10 AM – 2 PM
📍 Main Street, Ridgefield
🍁 Celebrate fall downtown with merchant specials, live entertainment, face painting, and the annual scarecrow competition. A family concert at the library adds to the festivities.
Pumpkin Painting at the Pumpkin Patch
📅 Monday, October 13 · 2:00 – 3:00 PM
📍 Jesse Lee Pumpkin Patch, Ridgefield
🍁 Pick a pumpkin and make it your own with paint supplies provided on-site.
Paranormal Park
📅 October 17–18 & 24–25 · 6:30 – 9:00 PM
📍 Richardson Park, 729 North Salem Road, Ridgefield
🍁 A live-action ghost walk with eerie scenes and spooky encounters. The 6:30 PM slot is designed as a no-scare option, while later tours deliver the full fright factor. Recommended for ages 10 and up.
🔗 Paranormal Park Ghost Walk Information & Tickets
Shred Day – Lions Club
📅 Saturday, October 18 · 9:00 AM – 12:00 PM
📍 Behind Starbucks, Ridgefield
🍁 Safely dispose of sensitive documents at $10 per box. Proceeds benefit the Ridgefield Lions Club, supporting local vision, health, and community programs.
Movie in the Patch – Curious George: A Halloween Boofest
📅 Saturday, October 18 at dusk
📍 Jesse Lee Pumpkin Patch, Ridgefield
🍁 Bring a blanket and enjoy a family movie night under the stars. Registration requested for movie night (see link to Jesse Lee below).
🔗 Jesse Lee Pumpkin Patch Details & Movie Registration
Ridgefield Fall Arts Festival
📅 October 18–19
📍 Ballard Park, Ridgefield
🍁 A juried showcase of fine arts and crafts, featuring up to 100 artists setting up galleries throughout the park.
🔗 Ridgefield Fall Arts Festival
Ghosts of Ridgefield
📅 October 24–26 · 5:00 – 7:00 PM
📍 Keeler Tavern Museum, Ridgefield
🍁 Guided evening tours return with ghostly tales and historic storytelling across the museum’s grounds.
🔗 Ghosts of Ridgefield Details & Tickets
Halloween Walk
📅 Saturday, October 25
📍 Main Street, Ridgefield
🍁 Main Street shops open their doors for a fun and safe trick-or-treat walk. Costumes encouraged!
Last Sunday at the Schoolhouse (last tour of the year!)
📅 Sunday, October 26 · 1:00 – 4:00 PM
📍 Peter Parley Schoolhouse, Ridgefield (West Lane & South Salem Rd)
🍁 Tour Ridgefield’s historic one-room schoolhouse on the last open Sunday of the year. Free admission; donations welcome.
Trick or Treat!!!
📅 Friday, October 31
📍 Around Ridgefield
🍁 Halloween night traditions continue with town-wide trick-or-treating.
🍂 Wrapping Up
From art festivals and ghost tours to pumpkin patches and pet blessings, Ridgefield is bursting with fall fun this October. Whether you’re looking for a family outing, a touch of history, or just a reason to enjoy the season, there’s something here for everyone.
A Five Year Lookback at Ridgefield Real Estate
