There’s something special about fall in Fairfield County. The air turns crisp, the trees put on a spectacular show of color, and weekends are best spent outdoors with a cup of warm cider in hand. One of the most beloved local traditions? A trip to a nearby farm or pumpkin patch. Whether you’re looking for the perfect pumpkin, planning a fun family day out, or simply soaking in the charm of Connecticut’s countryside, these local favorites capture the season beautifully.

Here’s your guide to the best farms and pumpkin patches across Fairfield County — all worth a visit this fall.

🎃 Castle Hill Farm – Newtown

Fairfield County favorite, Castle Hill Farm offers the ultimate fall experience: a pick-your-own pumpkin patch, scenic hayrides, a 7-acre corn maze, and plenty of farm animals to meet along the way. Their events calendar is packed with fall festivities, making it a great destination for families and groups.

👉 castlehillfarm.net

🍏 Blue Jay Orchards – Bethel

Spanning over 120 acres, Blue Jay Orchards is best known for its apple picking, but fall also brings a vibrant pumpkin patch, homemade cider donuts, and farm-fresh treats. With its stunning scenery and laid-back atmosphere, it’s an ideal weekend escape for all ages.

👉 bluejayorchardsct.com

🐑 Silverman’s Farm – Easton

A staple of fall traditions in Fairfield County, Silverman’s Farm is beloved for its warm, family-friendly vibe. In addition to pumpkin picking, you’ll find hayrides, a petting zoo, fresh baked goods, and a charming farm market. It’s a must-visit for locals and visitors alike.

👉 silvermansfarm.com

🌻 Jones Family Farms (Pumpkinseed Hill Farm) – Shelton

One of the most robust fall farm experiences in the region, Jones Family Farms transforms into Pumpkinseed Hill Farm each autumn. Visitors can enjoy pumpkin picking, hayrides, harvest events, and even a winery on-site. It’s the perfect mix of festive fun and scenic beauty.
👉 jonesfamilyfarms.com

🍦 Plasko’s Farm Creamery & Café – Trumbull

Famous for its homemade ice cream and cozy café, Plasko’s Farm also offers a pumpkin patch and a lineup of seasonal activities each fall. It’s a smaller-scale experience that still delivers plenty of charm — and delicious treats.

👉 plaskosfarm.com

🎃 Greenfield Farms & Pumpkin Festival – Fairfield

Right here in Fairfield, Greenfield Farms hosts its annual Pumpkin Festival on the first Saturday in October. With hayrides, pumpkin decorating, scarecrow-making, and local vendors, it’s a celebration of all things autumn and a favorite tradition for many local families.

👉 ghvis.com

🌾 Warrup’s Farm – Redding

For a more rustic, countryside experience, Warrup’s Farm is worth the drive. Its charming pumpkin patch, scenic hayrides, and laid-back atmosphere make it an excellent choice for those seeking a quieter, more authentic fall outing.
👉 warrupsfarm.com

🎨 Sam Bridge Nursery – Greenwich

Located in the southwestern corner of Fairfield County, Sam Bridge Nursery offers a family-friendly fall experience with pumpkin picking, hayrides, and pumpkin painting. It’s a great choice for young families and anyone looking for a quick, festive outing.
👉 sambridge.com

🍂 Tips for Your Fall Farm Adventures

• Arrive early on weekends to beat the crowds.
  
  

• Many farms offer special events only on select days — check schedules before you go.
  
  

• Dress for the weather and wear shoes you don’t mind getting muddy.
  
  

• Bring cash, as some smaller farm stands may not accept cards.
  
  

• Make it a day trip: pair your visit with a stop at a nearby café, brewery, or local shop.
  
  

🏡 Beyond the Pumpkin Patch: Why This Lifestyle Matters

Life in Fairfield County is about more than beautiful homes — it’s about the lifestyle that comes with them. From apple and pumpkin picking to hayrides and harvest festivals, these local traditions are part of what make our communities so vibrant and connected. They’re reminders of why so many people choose to call Fairfield County home — and why the fall season always feels a little bit magical here.

Whether you’re exploring a new neighborhood, hosting friends for cider and donuts, or simply taking in the foliage, fall is the perfect time to appreciate everything our area has to offer. And if your plans happen to include a new home on the horizon — whether this season or down the road — I’m always here as a local resource, ready to guide you when the time feels right.