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Charlottesville Events

Your weekly guide to what is happening in Charlottesville, Albemarle, Greene, and Nelson, with weekday checks for new events and service opportunities.

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Willie Nelson & Family
Sunday, September 20, 7:00 PM · Ting Pavilion, Charlottesville
Date nightFriendsLive Music

Willie is 93. If you have been meaning to see him, this is not the year to say "next tour." The Ting show is the kind of bucket-list...

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Willie is 93. If you have been meaning to see him, this is not the year to say "next tour." The Ting show is the kind of bucket-list booking that turns a Sunday night into something you'll actually remember, and the pavilion's open sides mean the September air works in your favor. Parking gets ugly close to showtime — leave the car at the Water Street garage and walk the five minutes in. Bring a light layer; the mall gets cool once the sun drops behind the Blue Ridge.

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Live Music Weekends at Chiles Peach Orchard
Sunday, September 20, 1:00 PM – 4:00 PM · Chiles Peach Orchard, Crozet
FamiliesAll agesLive Music

The orchard is deep into apple season now, and the free weekend music turns it into a real hang instead of just a quick pick-your-own...

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The orchard is deep into apple season now, and the free weekend music turns it into a real hang instead of just a quick pick-your-own. Cider donuts are the correct order. Get there early on a Sunday — the Route 250 approach clogs by mid-afternoon.

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Met Live in HD: Twenty Years of the Met in Cinemas
Sunday, September 20, 1:00 PM – 3:30 PM · The Paramount Theater, Charlottesville
Date nightAll agesArts

An anniversary celebration of the Met's cinema broadcasts, screened in the Paramount's beautifully restored room. Ideal cultured Sunday...

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An anniversary celebration of the Met's cinema broadcasts, screened in the Paramount's beautifully restored room. Ideal cultured Sunday matinee — plush seats, real popcorn, and none of the four-hour Wagner commitment. Great for a low-key date or an outing with a parent visiting from out of town.

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Ali Webb
Sunday, September 20, 4:00 PM · The Front Porch, Charlottesville
Date nightFriendsLive Music

A Charlottesville Jazz Society / WTJU co-presentation at the Front Porch, which is exactly the kind of room jazz was invented for. Sunday...

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A Charlottesville Jazz Society / WTJU co-presentation at the Front Porch, which is exactly the kind of room jazz was invented for. Sunday afternoon jazz in a listening space where the audience actually listens — a genuinely lovely two hours.

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C'ville Arts Features: "From Mud to Magic" – Functional Pottery by Jann Ross
Through September 30, 10:00 AM – 6:00 PM · C'ville Arts Cooperative Gallery, Charlottesville
Free

Free month-long feature at the co-op gallery on the mall — pop in on your Pride Saturday for handmade pottery worth actually buying.

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Free month-long feature at the co-op gallery on the mall — pop in on your Pride Saturday for handmade pottery worth actually buying.

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September Guest Artists Barbara Paul and Ellyn Wenzler
Through September 30, 10:00 AM – 5:00 PM · Crozet Artisan Depot, Crozet

Rotating jewelry and landscape painting at the Depot — pair it with a vineyard afternoon in Crozet.

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Rotating jewelry and landscape painting at the Depot — pair it with a vineyard afternoon in Crozet.

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Cyril Neville Plays The Dead
Monday, September 21, 8:00 PM · Jefferson Theater, Charlottesville
Date nightFriendsLive Music

Cyril Neville — yes, that Neville — running through the Grateful Dead songbook is the kind of show you tell people about later. Expect...

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Cyril Neville — yes, that Neville — running through the Grateful Dead songbook is the kind of show you tell people about later. Expect long, exploratory versions and a Monday-night crowd of serious heads. Perfect if you were wondering what to do on a slow Monday and want the answer to be "something great."

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Mdou Moctar
Monday, September 21, 8:00 PM · The Southern Café & Music Hall, Charlottesville
Date nightSoloLive Music

The Tuareg guitar hero from Niger playing the Southern is a genuine gift — this is the kind of show that would sell out a much bigger room...

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The Tuareg guitar hero from Niger playing the Southern is a genuine gift — this is the kind of show that would sell out a much bigger room in DC or NYC and you get to see it in a 200-cap club on the mall. If you like Hendrix, Tinariwen, or just guitar played at the outer edge of what a guitar can do, do not miss this. Standing room; get there when doors open.

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Trivia Night at Brightside Beach Pub
Monday, September 21, 7:00 PM – 9:00 PM · Brightside Beach Pub, Charlottesville
Date nightSoloNightlife

Brightside's Monday trivia is the good kind — questions that reward being interesting rather than being a walking Wikipedia, and a room...

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Brightside's Monday trivia is the good kind — questions that reward being interesting rather than being a walking Wikipedia, and a room casual enough to walk in solo and get folded into a team. On the mall, so easy to bail into another bar after.

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Urban Forest Restoration – Invasive Plant Control
Multiple dates starting September 21 · Charlottesville Parks & Recreation
FamiliesTeen/collegeOutdoors

Volunteer workdays pulling English ivy and other invasives out of city parks. Legitimately useful, good for service hours if you're a high...

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Volunteer workdays pulling English ivy and other invasives out of city parks. Legitimately useful, good for service hours if you're a high schooler or college student who needs them, and you meet people who care about the same stuff. Wear pants and boots you don't mind ruining.

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Rainbow Kitten Surprise – bones North American Tour
Tuesday, September 22, 8:00 PM · Ting Pavilion, Charlottesville
Date nightFriendsLive Music

RKS shows are cathartic in a way that's hard to describe if you haven't been to one — expect the crowd to sing every word of "It's Called...

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RKS shows are cathartic in a way that's hard to describe if you haven't been to one — expect the crowd to sing every word of "It's Called: Freefall" back at Sam Melo louder than the PA. This is the college-kid ticket of the week, and if you're a UVA first-year looking for the moment your fall clicks into place, it's this one. Doors before eight; get there early to claim floor real estate near the sound board where the mix is best.

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Trivia Night at Selvedge Brewing
Tuesday, September 22, 7:00 PM – 9:00 PM · Selvedge Brewing, Charlottesville
Date nightSoloNightlife

Selvedge is one of the best-designed brewery spaces in town — the old Woolen Mills building is worth a visit on its own — and Tuesday...

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Selvedge is one of the best-designed brewery spaces in town — the old Woolen Mills building is worth a visit on its own — and Tuesday trivia is a low-lift group plan. The beer is legitimately good; the Kölsch is the crusher.

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Bookmobile at The Center
Tuesday, September 22, 12:15 PM – 1:00 PM · The Center at Belvedere, Charlottesville

Library bookmobile stop for a quick browse.

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Library bookmobile stop for a quick browse.

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Retirement Commission Meeting
Wednesday, September 23, 8:30 AM · CitySpace, Charlottesville

Public city meeting, open to attend.

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Public city meeting, open to attend.

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Sam Barber – The American Route Tour
Thursday, September 24, 7:00 PM · Ting Pavilion, Charlottesville
Date nightFriendsLive Music

Sam Barber went from posting covers on TikTok to selling out amphitheaters in about eighteen months, and his voice — raspy, weary in the...

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Sam Barber went from posting covers on TikTok to selling out amphitheaters in about eighteen months, and his voice — raspy, weary in the best way — sounds exactly as good live. This one skews younger and earlier (7 PM start), which makes it a good Thursday if you have Friday obligations.

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The Steel Wheels
Friday, September 25, 8:00 PM · Jefferson Theater, Charlottesville
Date nightFriendsLive Music

The Steel Wheels are Virginia-born Americana at its warmest — banjo, harmonies, and songs that feel written on the porch they were probably...

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The Steel Wheels are Virginia-born Americana at its warmest — banjo, harmonies, and songs that feel written on the porch they were probably written on. The Jefferson is the right room for this: intimate enough that you can watch the fingerpicking, big enough for a proper dance floor once the tempo picks up. Grab a drink at Miller's or Champion before the show; the Jefferson's bar line is always a scene.

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Charlottesville Symphony Masterworks: The Firebird
Friday, September 25, evening · Old Cabell Hall, UVA
Date nightFriendsLive Music

Stravinsky's Firebird in Old Cabell's warm acoustics is a genuine event — this is the strongest classical booking of the season's opening...

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Stravinsky's Firebird in Old Cabell's warm acoustics is a genuine event — this is the strongest classical booking of the season's opening weeks. Old Cabell is small and the good seats go fast; park in the Central Grounds Garage and walk down the Lawn for the full effect. Dress is Charlottesville-nice, meaning a blazer or a sweater does the job.

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Charlottesville Pride Festival 2026
Saturday, September 26, 12:30 PM – 7:30 PM · Ting Pavilion, Charlottesville
FamiliesTeen/collegeFestival

The biggest free party of the week and one of the most joyful days on the Charlottesville calendar, full stop. Vendors, drag performances...

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The biggest free party of the week and one of the most joyful days on the Charlottesville calendar, full stop. Vendors, drag performances, local food, and a crowd that spills happily out onto the mall. Bring cash for the food trucks (the lines move faster), wear something you don't mind sweating in, and stake out shade under the pavilion roof early if you're planning to stay through the headliners. The Cville Pride 5K kicks the day off if you want to earn your beer.

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Charlottesville City Market
Saturday, September 26, 9:00 AM – 1:00 PM · Water & South St, Charlottesville
FamiliesDate nightMarket

Late September is peak City Market — the tomatoes are hanging on, the apples are showing up, and the flower stalls are absurd. Get there...

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Late September is peak City Market — the tomatoes are hanging on, the apples are showing up, and the flower stalls are absurd. Get there before 10 for parking and the good pastries from Marie Bette's stand; after 11 it turns into a scene. Pair it with brunch at MarieBette or coffee at Grit and you have a Saturday morning that beats brunch reservations anywhere.

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Farmers Market at Ix
Saturday, September 26, 8:00 AM – 12:00 PM · Ix Art Park, Charlottesville
FamiliesFriendsMarket

The mellower, more art-forward cousin to the City Market. Great produce, live music most weeks, and kids can burn off energy in the art...

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The mellower, more art-forward cousin to the City Market. Great produce, live music most weeks, and kids can burn off energy in the art park's playscape while you drink coffee. If you have a stroller or a dog, Ix is the easier hang.

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Music at Fallen Tree Vineyard
Saturday, September 26, 2:30 PM – 5:30 PM · Fallen Tree Vineyard, Crozet
Date nightFriendsLive Music

Late September at a Crozet vineyard is close to the peak experience Charlottesville offers — golden hour on the Blue Ridge, a glass of...

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Late September at a Crozet vineyard is close to the peak experience Charlottesville offers — golden hour on the Blue Ridge, a glass of something local, a band on the lawn. Fallen Tree is on the smaller side and less scene-y than the big Monticello Wine Trail names, which is exactly why regulars love it. Bring a blanket.

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Walking Tour – Court Square: Where Charlottesville Began
Saturday, September 26, 10:00 AM – 11:00 AM · Albemarle County Courthouse, Charlottesville
Date nightSenior-friendlyHistory & Tours

A well-guided hour through the corner of downtown where the city started. $20 is fair for the storytelling, and the timing lets you walk...

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A well-guided hour through the corner of downtown where the city started. $20 is fair for the storytelling, and the timing lets you walk straight to City Market after. Recommended if you've lived here for years and still can't quite explain what happened at Court Square.

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Butterfly Festival
Sunday, September 27, 3:00 PM – 7:00 PM · Darden-Towe Memorial Park, Charlottesville
FamiliesAll agesFestival

Parks & Rec's butterfly festival is a genuinely charming Sunday-afternoon plan — crafts, performances, and enough shade at Darden-Towe to...

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Parks & Rec's butterfly festival is a genuinely charming Sunday-afternoon plan — crafts, performances, and enough shade at Darden-Towe to make an afternoon of it. Free, so no ticket pressure, and the timing lets you do the market in the morning and this after nap.

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Charlottesville's Finest & Brewer's Ball
Thursday, October 1 · Ting Pavilion goes upscale for a food-and-drink fundraiser night; grab tickets if you like an excuse to dress up.
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The California Honeydrops — Sweet Like That Tour 2026
Friday, October 2 · The Jefferson turns into a dance floor when the Honeydrops play — one of the most reliably fun tickets in town.
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Met Live in HD: Così fan tutte
Saturday, October 3 · Mozart at the Paramount for opera fans who want the Met without the Amtrak trip.
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Whiskey Myers
Sunday, October 4 · Southern rock heavyweights at Ting; this one moves tickets fast, buy soon if you're going.
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Cirque Kalabanté — WOW: World of Words
Wednesday, October 7 · Acrobatic circus night at the Paramount with real family appeal — the kind of show that lands with both kids and adults.
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Big Shows

Willie Nelson & Family — Sun 9/20 · Ting Pavilion · Bucket-list booking, don't wait for a next tour.

Rainbow Kitten Surprise — Tue 9/22 · Ting Pavilion · The week's biggest young-crowd ticket.

Sam Barber — Thu 9/24 · Ting Pavilion · Rising Americana artist mid-breakout.

The Steel Wheels — Fri 9/25 · Jefferson Theater · Virginia's own; a dance-floor night.

Whiskey Myers — Sun 10/4 · Ting Pavilion · Book now for October.

Before You Go

  • Weather — Late-September Charlottesville is at its best: highs in the low 70s, evenings dropping into the 50s. Bring a layer for any outdoor show and expect one afternoon shower somewhere in the week.
  • Pro tip — For any Ting Pavilion show, park in the Water Street Garage rather than trying to find a mall-adjacent spot. The five-minute walk beats the twenty-minute crawl out afterward.
  • Local resource — The Ting Pavilion calendar and Jefferson Theater listings are the two pages to bookmark if you're building a fall concert plan; both drop new shows on Tuesdays.
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