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sunset walk on the downtowm mall
Plan Your Next Family Adventure
From hiking trails to art studios and trampoline parks, Charlottesville offers endless opportunities for fun with kids.
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sunset walk on the downtowm mall
Fun Ways To Stay Active This WInter
Whether you’re looking for outdoor fun, indoor fitness, or creative pursuits, here’s a guide to staying active and beating the winter blues in Charlottesville.
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sunset walk on the downtowm mall
Discover Charlottesville Hotels
Discover accommodations that seamlessly blend historic charm with modern luxury, redefining comfort and hospitality.
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sunset walk on the downtowm mall
Explore the Best Scenic Drives Near Charlottesville
Explore the beauty of Central Virginia through iconic scenic drives like the Blue Ridge Parkway and Skyline Drive.
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Charlottesville Insider: Your Guide to Wineries, Hotels, Events, and More!

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.

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Make Your Stay in Charlottesville Unique

Planning a weekend getaway or extended stay? Book a property from our curated collection of vacation rentals to experience a true taste of Charlottesville's charm. Each property on our list is handpicked for its character and proximity to Charlottesville's top attractions.

LEARN MORE


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❄️ Great news!  Our @charlottesvilleinsider downtown webcam is back up and running just in time for you to keep an eye on the big snow! 
🔗 Head to the link in our profile for LIVE viewing.

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#charlottesvilleinsider #snowfall #charlottesvilleeats #visitvirginia #cvillelocal #shoplocal #supportlocalbusiness #cvillerestaurants #snowinva #snow #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #virginialove #cvilleva #paramounttheater #downtowncville #charlottesvilledowntownmall #cvillesnow #cvillesnowday #exploreva #cville #visitcville

❄️ Great news! Our @charlottesvilleinsider downtown webcam is back up and running just in time for you to keep an eye on the big snow!
🔗 Head to the link in our profile for LIVE viewing.

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#charlottesvilleinsider #snowfall #charlottesvilleeats #visitvirginia #cvillelocal #shoplocal #supportlocalbusiness #cvillerestaurants #snowinva #snow #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #virginialove #cvilleva #paramounttheater #downtowncville #charlottesvilledowntownmall #cvillesnow #cvillesnowday #exploreva #cville #visitcville
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We hope you had a Merry Christmas!  New Year’s Eve is coming up quickly, so we’ve created a list of local events and celebrations catering to all different styles and schedules. Whether you’re looking for family friendly fun, prefer live music, fine dining, or extravagant parties, we’ve found some great options for your New Years celebration.  Head to the link in our profile to read about your various options for ringing in 2025 in Charlottesville!

📸 @boarsheadresort 

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#charlottesvilleinsider #charlottesvilleinsider #nyecville #visitvirginia #cvillelocal #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #virginialove #cvilleva #downtowncville #charlottesvilledowntownmall #nye #nye2025 #exploreva #cville #visitcville #lovecville

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We hope you had a Merry Christmas! New Year’s Eve is coming up quickly, so we’ve created a list of local events and celebrations catering to all different styles and schedules. Whether you’re looking for family friendly fun, prefer live music, fine dining, or extravagant parties, we’ve found some great options for your New Years celebration. Head to the link in our profile to read about your various options for ringing in 2025 in Charlottesville!

📸 @boarsheadresort

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#charlottesvilleinsider #charlottesvilleinsider #nyecville #visitvirginia #cvillelocal #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #virginialove #cvilleva #downtowncville #charlottesvilledowntownmall #nye #nye2025 #exploreva #cville #visitcville #lovecville
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🍸Want to learn something new in 2025?  Need a last minute gift, or want to share an “experience” with a friend?  @thealleylight, one of the best spots in Charlottesville to get an incredible cocktail, is offering two cocktail classes in the new year led by their amazing bartenders (Micah and Andrea, with a combined 37+ years of experience...these guys know their stuff!). 

Class info:
🗓️ Monday Jan 27th - Cocktail 202, Bitters: Understanding the flavor bitter and its application in cocktails 
🗓️ Monday Feb 10th - Cocktail 203, Whisk(e)y: Guide to appreciating whisk(e)y and using it in cocktails
⏰ Classes kick off at 7pm
250/person includes lecture, snacks, tasting, cocktails, and hands on hands cocktail making 
In years past these go quickly so call or email The Alley Light to book!
434.296.5003 or thealleylight@gmail.com

#thealleylight #charlottesville #cville #cocktails #cocktailclass #downtowncharlottesville #charlottesvilledowntownmall

🍸Want to learn something new in 2025? Need a last minute gift, or want to share an “experience” with a friend? @thealleylight, one of the best spots in Charlottesville to get an incredible cocktail, is offering two cocktail classes in the new year led by their amazing bartenders (Micah and Andrea, with a combined 37+ years of experience...these guys know their stuff!).

Class info:
🗓️ Monday Jan 27th - Cocktail 202, Bitters: Understanding the flavor bitter and its application in cocktails
🗓️ Monday Feb 10th - Cocktail 203, Whisk(e)y: Guide to appreciating whisk(e)y and using it in cocktails
⏰ Classes kick off at 7pm
250/person includes lecture, snacks, tasting, cocktails, and hands on hands cocktail making
In years past these go quickly so call or email The Alley Light to book!
434.296.5003 or thealleylight@gmail.com

#thealleylight #charlottesville #cville #cocktails #cocktailclass #downtowncharlottesville #charlottesvilledowntownmall
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🍪🎄🥂 We love how @eastwoodfarmandwinery always does a little something for the kiddos!  Aside from their signature “juice flights”, they are now offering this seasonal “milk and cookies” flight, free Santa visits, and Christmas carols!  Fun for the entire family, Eastwood welcomes guests into their cozy tasting room just five miles from the Downtown Mall for festive holiday events, award winning wines, beer and ciders on tap, and delicious lunch and dinner menus all week.  Enjoy making your own s’mores around their fire pits with a mug of hot mulled wine. Or, stay inside and enjoy live music with a seasonal flatbread or fondue.

🗓️ This week...

🎶 Thursday and Friday: Holiday Carols - joyful tunes performed by local musicians, Heidi Riddell on December 19 and Sue Harlow on December 20. 

🎅🏼 Sunday: Santa comes to Eastwood December 22nd!  Photos with Santa at no cost. 

#eastwoodfarmandwinery #charlottesville #charlottesvilleevents #cvilleevents #cvillelocal #visitva #vawine #monticellowinetrail #cvillewine #cvillewinery #charlottesvillewineries #cvillekids #charlottesvillekids

🍪🎄🥂 We love how @eastwoodfarmandwinery always does a little something for the kiddos! Aside from their signature “juice flights”, they are now offering this seasonal “milk and cookies” flight, free Santa visits, and Christmas carols! Fun for the entire family, Eastwood welcomes guests into their cozy tasting room just five miles from the Downtown Mall for festive holiday events, award winning wines, beer and ciders on tap, and delicious lunch and dinner menus all week. Enjoy making your own s’mores around their fire pits with a mug of hot mulled wine. Or, stay inside and enjoy live music with a seasonal flatbread or fondue.

🗓️ This week...

🎶 Thursday and Friday: Holiday Carols - joyful tunes performed by local musicians, Heidi Riddell on December 19 and Sue Harlow on December 20.

🎅🏼 Sunday: Santa comes to Eastwood December 22nd! Photos with Santa at no cost.

#eastwoodfarmandwinery #charlottesville #charlottesvilleevents #cvilleevents #cvillelocal #visitva #vawine #monticellowinetrail #cvillewine #cvillewinery #charlottesvillewineries #cvillekids #charlottesvillekids
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🦊🎄🍹There’s one more weekend left to head out to the Christmas Vacation 2 pop-up event at @flyingfoxwines for a great cause!  Choose from some creative and festive craft cocktails inspired by the cult classic “National Lampoons’ Christmas Vacation”, while enjoying the most amazingly tacky holiday decor with friends.  Get dressed up, and come out to enjoy, while all proceeds go towards @vawrex this weekend. The first two weekends’ proceeds supported @join1love.  In addition to the festive and movie-themed cocktails and beer, wine will be available for purchase by the bottle and the glass. Outside food is allowed in the Tasting Room - the only food item sold will be the Little Debbie Christmas Tree Cakes!

🗓️ December 20th and 21st
⏰ 5:30pm- 9pm

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#charlottesvilleinsider #flyingfoxwinery #visitvirginia #cvillelocal #supportlocalbusiness #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #clarkgriswold #christmasvacation #nationallampoonschristmasvacation #cousineddie #virginialove #cvilleva #cvilleholidays #cvillewine #vawine #vabeer #exploreva #cville #visitcville

🦊🎄🍹There’s one more weekend left to head out to the Christmas Vacation 2 pop-up event at @flyingfoxwines for a great cause! Choose from some creative and festive craft cocktails inspired by the cult classic “National Lampoons’ Christmas Vacation”, while enjoying the most amazingly tacky holiday decor with friends. Get dressed up, and come out to enjoy, while all proceeds go towards @vawrex this weekend. The first two weekends’ proceeds supported @join1love. In addition to the festive and movie-themed cocktails and beer, wine will be available for purchase by the bottle and the glass. Outside food is allowed in the Tasting Room - the only food item sold will be the Little Debbie Christmas Tree Cakes!

🗓️ December 20th and 21st
⏰ 5:30pm- 9pm

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#charlottesvilleinsider #flyingfoxwinery #visitvirginia #cvillelocal #supportlocalbusiness #charlottesvilleva #virginia #charlottesville #virginiaisforlovers #clarkgriswold #christmasvacation #nationallampoonschristmasvacation #cousineddie #virginialove #cvilleva #cvilleholidays #cvillewine #vawine #vabeer #exploreva #cville #visitcville
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