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A Curated Guide to the Best of Charlottesville

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Not every town has unparalleled vistas, a Cab Franc made at the hands of the same person pouring it, or Dave Matthews and John Grisham walking by as you enjoy lunch at a café on its historic pedestrian mall—but Charlottesville does.

It's urban and bucolic, historic yet modern. There are boundless hiking trails, wedding venues, wineries, breweries, boutique retail shops, and theaters (not to mention more restaurant seats than there are people to fill them). It's for the limitless adventurer, the wine-taster, the music-seeker, and the family searching for a new experience.

At Charlottesville Insider, our goal is simple: to showcase what to do in Charlottesville by curating our ideas about what makes it unique. Follow our insiders to see what's new, find exclusive deals, or simply figure out how to spend your day in our favorite city.

Tips From Our Insiders

Our Insiders are the heart of Charlottesville Insider, helping us uncover what's truly unique about Charlottesville. They share their expertise and local knowledge to highlight the best experiences, hidden gems, and exciting happenings around town.

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Spring activities in Charlottesville

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🌿🚴‍♂️🌼🛶 Get inspired to get out and about, in and around Charlottesville this Spring! We present to you our Insider Picks - 6 exciting activities you don't want to miss as the weather warms up.

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Charlottesville 10 Miler

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🏃🏃‍♀️Good luck to all of those racing the Charlottesville 10 miler tomorrow! With sunny skies and cool temps, it should be a perfect morning to run.

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Milk & Honey at Barracks Road

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🧇🍗 The new Milk & Honey, at Barracks Road shopping center in the former Ralph Sampson's American Taproom space celebrated its Grand Opening yesterday, and we stopped by to check it out!

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St. Patrick's Day treats

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☘️ Happy St. Patrick's Day! ☘️ We've rounded up some pics of local green treats and festive food/libations being offered today. Which one will you partake in after work?!

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McGuffey Art Center tours

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🎨 Did you know @mcguffeyartcenter offers free tours to area organizations? Schools, families, friends, and clubs are invited to learn more about the process of creating art.

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Montifalco Vineyard

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🍷We just love introducing you to some of the unique hidden gems of the area! We recently visited @montifalcovineyard, located in Ruckersville (less than a 30 min drive from downtown Charlottesville).

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Crush Pad Wines

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🍕🍷 It's a Saturday night and you need a quick bite before a show at the Paramount. You don't want counter service, but need to get in and out. Try hitting the bar at @crushpadwines for some pizza and wine!

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Local sandwich standouts

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👀 Some local sandwich standouts we've had our eyes on recently....

Park with willow trees and pond

Begin Planning Your Travel to Charlottesville Today.

What's better than a date night to show your love but it can also bring pressure. After all, you want a perfectly romantic evening.