As the air turns crisp and the leaves start to show their color, there’s no better way to soak up autumn in New England than with a good old-fashioned trip to the pumpkin patch. Whether you’re after the perfect carving pumpkin, hoping to sip cider while you wander the fields, or looking for a fun family day out, we’ve rounded up the best pumpkin picking spots across the South Shore and Greater Boston.
From cozy family-run farms to full-on fall festivals, these local gems are ready to help you make the most of pumpkin season.
🍁 What to Know Before You Go
Pumpkin season in Massachusetts typically runs from mid-September through late October, depending on the weather. Before heading out, check each farm’s website or social media for up-to-date hours, ticket info, and availability.
A few quick tips:
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Go early in the day to beat the crowds.
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Bring cash—some smaller farms still prefer it.
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Wear comfy shoes (fields can get muddy!).
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Don’t forget to grab some apple cider donuts on your way out—you’ll thank yourself later.
🎃 Top Pumpkin Picking Spots in the South Shore & Greater Boston
1. Sauchuk Farm — Plympton, MA
📍 Just 40 minutes from Boston
Sauchuk Farm is a South Shore favorite, and for good reason! Their pick-your-own pumpkin patch is paired with an epic corn maze, hayrides, and tons of family activities. This is the ultimate spot for making fall memories.
🕒 Open weekends mid-September through October
💡 Pro Tip: Buy tickets online in advance—they often sell out on peak weekends.
🔗 Visit sauchukfarm.com
2. C.N. Smith Farm — East Bridgewater, MA
This beloved family-run farm offers pumpkin picking, hayrides, and a charming farm stand loaded with local produce, honey, and baked goods. C.N. Smith is also known for its apple orchard, making it the perfect two-for-one fall destination.
🕒 Open daily; check website for hours and picking conditions.
💡 Pro Tip: Grab a hot cider and browse their greenhouse for fall décor inspiration!
🔗 Visit cnsmithfarminc.com
3. Nihtila Farm — Holbrook, MA
A hidden gem on the South Shore, Nihtila Farm is family-friendly and down-to-earth—ideal for younger kids. You’ll find a cheerful pumpkin patch, hayrides, and even some friendly farm animals to visit.
🕒 Fridays–Sundays, 10 AM–6 PM
💡 Pro Tip: It’s cash only, so come prepared!
🔗 Visit Nihtila Farm
4. Ward’s Berry Farm — Sharon, MA
Ward’s Berry Farm is a year-round favorite that shines especially bright in fall. Hop on a hayride to the patch, pick your pumpkin, and then swing by their café for sandwiches, smoothies, or—of course—fresh cider donuts.
🕒 Daily, 9 AM–6 PM
💡 Pro Tip: This is one of the most accessible farms for Boston-area families.
🔗 Visit wardsberryfarm.com
5. Pakeen Farm — Canton, MA
Small but charming, Pakeen Farm is perfect if you want that authentic pumpkin-picking feel without the crowds. Their farm stand features pre-picked pumpkins, local honey, and homemade treats.
🕒 Check website for seasonal hours.
💡 Pro Tip: Don’t miss their hot cider—it’s a local legend.
🔗 Visit pakeenfarm.com
6. Connors Farm — Danvers, MA
If you’re up for a slightly longer drive north of Boston, Connors Farm is worth every mile. Expect hayrides, a massive corn maze, live entertainment, and rows upon rows of perfect pumpkins.
🕒 Open daily; check for special events.
💡 Pro Tip: Go midweek if you want a quieter experience.
🔗 Visit connorsfarm.com
7. Brooksby Farm — Peabody, MA
This classic Massachusetts farm has pumpkins, apples, and farm animals galore—plus a country store with delicious pies and seasonal décor.
🕒 Open daily through fall.
💡 Pro Tip: Make it a full day trip by pairing your visit with a stop at nearby Salem for spooky-season fun!
🔗 Visit brooksbyfarm.org
🌽 Tips for the Perfect Pumpkin Picking Day
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Bring gloves or a small wagon if you’re picking multiple pumpkins.
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Choose pumpkins with firm stems and no soft spots.
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For carving, look for large, smooth sides. For baking, smaller “sugar pumpkins” are best.
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Snap photos early in the day when the light is soft and golden—it’s the perfect fall backdrop!
🍂 Make the Most of Fall in the South Shore & Greater Boston
Fall is one of the most beautiful—and busiest—times in Massachusetts. Between apple orchards, farmers’ markets, and pumpkin patches, there’s no shortage of local fun.
Whether you’re making memories with your kids, planning a cozy date day, or just embracing your inner autumn enthusiast, these pumpkin patches are the perfect place to celebrate the season.
💬 Did we miss your favorite pumpkin patch? Message us—we love discovering new local gems!
🏡 Brought to You by The Jenkins Group
At The Jenkins Group, we love helping families find the perfect home—and enjoy every season to the fullest here in the South Shore and Greater Boston. If you’re dreaming of more space for fall gatherings, cozy nights by the fire, or your very own front porch for pumpkin décor, we’re here to help.
👉 Contact us today to start your next home journey!
