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Our Insiders

What are insiders?

We’re your guide to all things Charlottesville—from the best places to sniff, swirl, and sip with friends to how to survive a Central Virginia winter (hint: You’ll need boots, and we can help you find the perfect pair). 

If you’re a visitor, there’s no better way to learn the ins and outs of the area than to lean on our team of insiders, who’ve been indulging in all this city has to offer—work, play, and in between—for decades. And it’s paid off: Our insider gets you access to exclusive deals and discounts, which we’re happy to pass on to you, along with our curated picks for eating, drinking, shopping, and sporting. 

If you’re new here, wait for our cues. (And if you’re a local, click here to apply to be an insider.)

Caite Hamilton

Caite Hamilton

Insiders’ Guide content creator

Website: caitehamilton.com

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Jan Fariello

Jen Fariello

Contributing award-winning photography

Website: jenfariello.com

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Carolyn Pifer Profile Picture

Carolyn Pifer

Exploring the intersection of wine and travel

Website: theamericanwinegirl.com
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Ty Cooper

Ty Cooper

Award Winning Filmmaker – Creating Winning Marketing Campaigns and Enhancing the Local Cultural Landscape Through High Quality Event Promotions.

Website: lifeviewmarketingandvisuals.com

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Olivia Branch

Olivia Branch

Seeking luxury around every corner of the city

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Bekah Erkel

Bekah Erkel

Branding photographer highlighting one boutique hotel and fine dining experience at a time.

Website: bekahimagery.com

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Dickie Morris

Dickie Morris

Creating and planning bespoke weddings

Website: justalittleditty.com

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Claire Kettering

Claire Kettering

Directing readers to the best shopping and dining in the area

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Ian Dillard

Ian Dillard

Fashion, Health, and Style.

Website: quattrotizi.com

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