Little People’s Matt Roloff & girlfriend Caryn pose in rare photo as pumpkin season begins at family’s famous farm

LITTLE People, Big World’s Matt Roloff posed alongside girlfriend Caryn Chandler as his family got busy for pumpkin season.

Matt, 59, looked proud as punch with Caryn whom he enlisted to help the family on their famous farm as visitors flock to it from around the country.


Little People, Big World’s Matt Roloff and his girlfriend Caryn Chandler were busy working on the family’s farm at the start of pumpkin seasonCredit: Instagram @carynchandler1
Most of the family was on hand for the farm's busiest season, including son Jacob


Most of the family was on hand for the farm’s busiest season, including son JacobCredit: Instagram @rolofffarms

Looking very official, Caryn donned a bright orange Roloff Farms apron and carried a walkie talkie as she leaned in close to her beau who was driving a golf cart.

“Pumpkin Season is in full swing. 🍂🧡,” she captioned the Instagram post.

Her fans loved the couple’s happy pic and praised her for helping out on her husband’s farm.

“What a great couple! The farm is thriving again,” wrote one fan in the comments.

Another added: “There’s that happy couple. Love seeing you two together.”

And a third commented: “What a fabulous & beautiful day you have to start the season off!”

Matt and his family, including ex-wife, Amy Roloff, 56, welcomed guests from across the country with their youngest son, Jacob, during their farm’s busiest time of the year.

The stars of TLC’s Little People, Big World showed off their farm as its famous pumpkin season kicked off this weekend ahead of Halloween at the end of the month.

Complete with wagon tours, a spooky forest and pumpkin patches, guests posted photos of their fun visits on Instagram

Amy dressed as a cheerleader to happily welcome guests to the Oregon farm, which turned out to be a hit with people who traveled from across the US.

A glimpse of the wagon tour showed the driver and guide pointing out fun features on the farm including, ‘Noah’s Ark’ complete with cutouts of rescued animals.

Other fun activities included the beautiful Scenic Trail, which allowed visitors to explore the farm and fun activities on foot.

Guests could shoot targets from big air cannons, get their faces painted or ride on the farm’s new ‘Choo Choo Train’.

The Roloffs also showed off their gift store inside a 100-year-old restored barn, which Matt restored and was the sight of Amy’s recent nuptials to new husband, Chris Marek.

The gift store included limited edition souvenirs, face masks and “famous salsa,” which was “flying off the shelves.”

After exploring the Spooky Forest, guests could take their pick of the pumpkin patch, where prices started at $.69 a pound.

Jacob and Matt were spotted on the farm’s opening day rolling around in a golf cart.

A photo of the pair was posted to the Roloff Farms Instagram.

The caption read: “Who’s excited?! Pumpkin season 2021 has officially arrived! Day one took off without a hitch, these two helped make sure of it 🙌🏻 .”

The 100-acre farm in Helvetia – just 15 miles outside of Portland – is run by patriarch Matt.

The family purchased the “small fixer upper” property in 1990 when it had only a “beat up old farmhouse, broken down barn and overgrown peach orchard.”

Over the years, Roloff Farms has been transformed to over 100 acres and garners visitors from all over the world, which has been seen on Little People, Big World. 

The sprawling property is home to the family’s famous 36-acre pumpkin patch, as well as a hand-built wooden ship. 

Roloff Farms also has several unique structures throughout the land – including the family built “utopian playland” that once entertained the now-grown Roloff children. 

For $300, fans can book a private tour outside of pumpkin season on the farm’s website that would be guided by Matt, Zachary, Amy or Jeremy Roloff. 

Last year, Matt booted his ex-wife Amy off the family farm years after their divorce. 

Shortly after she left the premises, Matt showed fans the inside of his “completed” luxury log cabin he built with his new bride-to-be.

He boasted an exterior shot of the cabin, as well as a snap which showed his fiancée, Caryn Chandler, sitting outside on a log.

Amy and Matt – who finalized their divorce in April 2016, bought the farm back in 1990 for just $185,000.

The mother-of-four finally moved out in February last year and sold her 32 acres to Matt last August for $975,000.

Amy, who is now married to realtor Chris, purchased a five-bed, four-bath, 3,767 square-foot home in Hillsboro, Oregon in September of 2019 for $588,500.

Amy Roloff was also on hand, greeting guests dressed as a cheerleader


Amy Roloff was also on hand, greeting guests dressed as a cheerleaderCredit: Instagram @rolofffarms
The family farm is a major feature on TLC's Little People, Big World


The family farm is a major feature on TLC’s Little People, Big WorldCredit: Refer to Caption
Caryn and Matt split their time between living on the farm and her home in Arizona


Caryn and Matt split their time between living on the farm and her home in ArizonaCredit: Instagram
Little People’s Matt Roloff shows off construction of new wedding venue he built on farm for ex-wife Amy’s nuptials

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