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Around Town

HenleyFest 2025 – Henley’s Orchard is open every weekend in October from 10am to 5pm. There are hayrides, a corn maze, ponies, farm animals, live music, and local cider, wine, and beer. Most activities are $5–$7, and it’s free to enter and wander around - a nice way to spend a fall day with the family.

Meet New Friends with the Charlottesville Newcomers Club - New to the area or looking to expand your social circle? The Charlottesville Newcomers Club welcomes residents from Charlottesville and nearby counties—Albemarle, Fluvanna, Greene, Louisa, and Nelson. With over 300 members, the Club offers social, recreational, and community activities to help you meet new people and enjoy life in the area.

Attend the free Hospitality Membership Event on Wednesday, October 8, 3:30–5:30 pm at Hillsdale Conference Center (550 Hillsdale Drive, Charlottesville)—refreshments provided; register by October 1.

Register Here → Newcomers Club

Crozet Artisan Depot October Guest Artists - Crozet Artisan Depot will showcase mixed media mosaic artist Christy Dunkle and silversmith Rain Sabin as October’s Guest Artists. Their exhibits, Bits & Pieces (Dunkle) and Blue Mountain Fall (Sabin), run October 1–November 15 at the historic depot (5791 Three Notch’d Rd).

Meet both artists at a reception on Saturday, October 18, from 11am–1pm.

Share your good news—like team victories, community cleanups, or any positive updates—with us. Send emails to [email protected]

Forecast

My investment portfolio is mostly half-used gift cards…

Things to do

Thursday, Sep 25th

Preschool Storytime | Crozet Library | 10:00 AM - 11:00 AM | FREE | For 2- To 5-Year-Olds With An Accompanying Adult.

Little Naturalists | Ivy Creek Natural Area | 10:00 AM - 11:30 AM | FREE | Introduce Your Three- To Five-Year-Old To Nature! Trained Guides Explore Topics Such As Food Chains, Hibernation, How Trees Grow And More With

Play & Learn | Waynesboro Library | 1:00 PM - 2:00 PM | FREE | Play Time With Toys And Games Designed To Boost School Readiness, Plus A Chance To Socialize And Make Some New Friends.

Wine Line w/Andrew Hodson (Members Only) | Veritas Vineyard & Winery | 2:00 - 4:00 PM | $25 | Join Andrew for an engaging and educational tasting session exploring Claret—England’s contribution to the world of wine. With over 25 years of experience making Claret, Andrew will guide you through what makes this blend a standout wine, modeled after the great wines from St-Émilion in Bordeaux, France.

Art on the Porch | Crozet Library | 3:00 PM - 4:00 PM | FREE | Best For Ages 3 And Up. Stop By To Create A Sun Catcher That Celebrates Fall.

Evening Bird Walk | Oakencroft Farm & Winery | 5:00 - 6:00 PM | $30

Paint N Sip | Waynesboro Library | 5:30 PM - 7:30 PM | FREE | Create Your Own Masterpiece With Guidance From Local Artist, Brigitte Huson. Mocktail And Snacks Provided. All Painting Supplies Are Provided.

Crozet Trails Run | Starr Hill Brewery | 6:00 PM - 7:00 PM | FREE | Join Cville Runners Every Thursday At 6pm And Take A Jaunt On The Crozet Trails!!! Meet Back At Our Tap Room For Pints!

Karaoke Thursday's | Delly Up | 6:00 PM - 8:30 PM | FREE

Magic The Gathering Meet-Up | Bold Rock Cidery | 6:00 PM - 8:00 PM | FREE 

Trivia Night With Mike & Miranda | Potters Craft Cider | 6:15 PM - 8:30 PM | FREE

Queer Paint & Sip Night | Bar Botanical | 6:30 PM - 8:30 PM | $20-$40 | Join Blake Bottoms For A Guided Paint Night With Samples And Small Bites From Botanical!

Friday, Sep 26th

Baby & Toddler Story Time | Waynesboro Library | 10:00 AM - 10:30 AM | FREE | Stories, Songs, And Shakers, Followed By Coloring And Social Time. Ages 0-3 And Caregivers.

Preschool Storytime | Crozet Library | 10:00 AM - 11:00 AM | FREE | For 2- To 5-Year-Olds With An Accompanying Adult.

Lego at the Library | Crozet Library | 2:00 PM - 3:00 PM | FREE | Ages 5-11.  Required Registration Begins September 8.

Humberto Sales + Matt Wyatt Live | Potters Craft Cider | 5:30 PM - 8:30 PM | FREE

Paint & Sip "Autumn Lake" | Potters Craft Cider | 6:00 PM - 8:00 PM | Ticketed 

Live Music: Lama & The Hound | Bold Rock Cidery | 6:00 PM - 8:00 PM | FREE 

Chickenhead Blues Band | Glass House Winery | 6:00 PM - 8:30 PM | FREE |

Fourth Fridays Under the Stars | Ivy Creek Natural Area | 7:00 PM - 9:00 PM | FREE | Under The Stars Is Held On Fourth Fridays. Learn About Upcoming Celestial Events In A Short Lecture Given In The Education Building At 7:00 PM.

The Two Gentlemen Of Verona 2025 (Performance) | American Shakespeare Center | 7:30 PM - 10:30 PM | Ticketed

Diary Of An Ozzman: The Ultimate Ozzy Osbourne & Black Sabbath Tribute | Pro Re Nata - PRN | 7:30 PM - 9:30 PM | FREE 

The Reagan Years -The East Coasts Original 80'S Tribute Band | Basic City Beer Co. | 8:00 PM - 10:00 PM | Ticketed 

Saturday, Sep 27th

Crozet Farmers Market | Crozet Ave | 8:00 AM - 12:00 PM | Varies

City Market Pop-Up | Chiles Peach Orchard and Farm Market | 9:00 AM - 1:00 PM | FREE 

Blue Ridge Bigfoot Fest Contests! | Wintergreen Resort | 9:00 AM - 5:00 PM | FREE | Think You’ve Got The Roar, Look Or The Beard To Rival Bigfoot? Prove It At The Blue Ridge Terrace Stage During Our Bigfoot Calling, Costume And Beard

Volunteer Work Day - Saturday | Ivy Creek Natural Area | 9:00 AM - 11:00 AM | FREE | Have You Been Looking For A Way To Give Back To Your Community? Do You Love Ivy Creek?

Waynesboro Farmers Market | Constitution Park | 9:00 AM - 1:00 PM | Varies 

Corn Maze | Blue Toad Hard Cider | 10:00 - 10:00 PM | Varies | Corn Maze, mini-maze, Farm Animals, Food Trucks, Live Music

Grace Grocery Donations | Crozet Market | Crozet United Methodist Church | 10:00 - 2:00 PM | FREE | Grace Grocery will be at Crozet Market accepting donations of Grace Grocery.

Vintage Street Market @ Vintage Street Market | Hello Again Consignment | 10:00 AM - 4:00 PM | FREE | Darling X Dashing In Downtown Charlottesville Hosts Monthly Vintage Street Markets, And We Are Thrilled To Be Added To The Vendor Lineup.

Prospective Club Member Tours | Wintergreen Resort | 10:00 AM - 1:00 PM | FREE | Join Us For Our Upcoming Prospective Member Tours!

Unbridled Mayhem | The Dragon's Hoard | Meetup | 11:30 AM - 1:30 PM | FREE 

Blue Ridge Bigfoot Fest | Wintergreen Resort | 12:00 PM - 7:00 PM | Ticketed | After A Wildly Popular Debut, The Blue Ridge Bigfoot Festival Is Back For Its Second Year—And It’s Bigger, Bolder, And Even More Mysterious Than Ever

Blue Ridge Bigfoot Fest Chairlift Rides | Wintergreen Resort | 12:00 PM - 7:00 PM | $12 | Whether You’Re A Die-Hard Believer Or Just Bigfoot-Curious, This Free, Family-Friendly Festival Promises A Full Day Of Fun, Folklore, And Fascination

UVA Women's Volleyball vs. Stanford | John Paul Jones Arena | 1:00 - 3:00 PM | Ticketed

Let's Go Rappelling!! | Raven's Roost Overlook - Blue Ridge Parkway | Meetup | 1:00 PM - 4:00 PM | FREE | This Outing Will Be Rappelling Only. No Experience Required And All Equipment Is Provided

Jay Daniels Music: Beatles '65 | Waynesboro Library | 1:00 PM - 2:00 PM | FREE | Join Us For A Music Performance By Pianist And Vocalist Jay Daniels As He Performs Hits From The Beatles.

Gypsy Express Mini-Train | Gypsy Hill Park | 1:00 PM - 5:00 PM | $1 | The Gypsy Express Is A Short, Fun Ride Around A Scenic Area Of Staunton's Gypsy Hill Park. Note: Does Not Run In The Rain.

Romeo And Juliet 2025 (Performance) | American Shakespeare Center | 2:00 PM - 5:00 PM | Ticketed

Live Music With Ron Gentry | Valley Road Vineyards | 2:00 PM - 5:30 PM | FREE | Enjoy A Lovely Saturday Afternoon Of Wine And Song With Ron Gentry!

Paint + Sip: "Bigfoot Forest" | Wintergreen Resort | 2:00 PM - 4:00 PM | $40 | Join Us To Learn How To Paint This Design In A Step By Step Format, No Experience Necessary! Your Ticket Includes An 11×14 Canvas And Acrylic Paint.

Don’t Look Up | Glass House Winery | 5:00 PM - 8:00 PM | FREE 

Blake Hunter & The Gatherers Live | Potters Craft Cider | 5:30 PM - 7:30 PM | FREE |

Roller Skating | Greenwood Community Center | 6:00 PM - 8:00 PM | $3 

Love Story: A Taylor Swift Tribute | Pro Re Nata - PRN | 7:00 PM - 10:00 PM | $20 

Savvy Live | Seven Arrows Brewing Company | 7:00 PM - 9:00 PM | FREE

The Two Gentlemen Of Verona 2025 (Performance) | American Shakespeare Center | 7:30 PM - 10:30 PM | Ticketed

Live Music At The Edge: Jacob Paul Allen | Wintergreen Resort | 8:00 PM - 11:00 PM | FREE 

Sunday, Sep 28th

Field Trip: Panorama Farm | Piedmont Bird Club | 8:00 - 10:30 AM | FREE | Enjoy a morning of birding at Panorama Natural Burial and Farm on the outskirts of Earlysville. This beautiful, family-run property has mature trees, a spring, and natural burial plots. Please consider carpooling!

Four-Day Retreat | The Farmhouse At Veritas | Sep 28 |  Ticketed | The Four-Day Retreat at The Farmhouse at Veritas is a comprehensive hiking, yoga, food, and wine experience that will delight your senses. Whether you are searching for rejuvenation or fun, join us for four days and three nights to reset, restore, and renew.

Fall Sip & Shop At Hazy Mountain | Hazy Mountain Vineyards & Brewery | 11:00 AM - 3:00 PM 

Stern Army Silverball Sunday (Pinball) | Pro Re Nata - PRN | 11:00 AM - 1:00 PM | $10 

Cousins Maine Lobster At Crozet - Pro Re Nata Brewpub | Pro Re Nata - PRN | 12:00 PM - 8:00 PM | FREE 

Mossy Creek Fly Fishing School | Wintergreen Resort | 12:00 PM - 4:30 PM | Ticketed | Wintergreen Resort And Mossy Creek Fly Fishing Are Back Together To Offer Fly Fishing Instruction At Wintergreen Resort.

The “Classroom” Portion Will 180 @ Session Sunday | Stinson Vineyards | 1:00 PM - 4:00 PM | FREE 

Gypsy Express Mini-Train | Gypsy Hill Park | 1:00 PM - 5:00 PM | 1 | The Gypsy Express Is A Short, Fun Ride Around A Scenic Area Of Staunton's Gypsy Hill Park. Note: Does Not Run In The Rain.

Live Music Weekends | Chiles Peach Orchard and Farm Market | 1:00 PM - 4:00 PM | FREE

Oktoberfest: Live Oompah Music | Blue Mountain Brewery | 1:00 PM - 4:00 PM | FREE
UVA Women's Volleyball vs. Cal | John Paul Jones Arena | 1:30 - 3:30 PM | Ticketed

The Bookshop: A History Of The American Bookstore | Frontier Culture Museum | 2:00 PM - 3:30 PM | FREE | Join The Frontier Culture Museum And Dr. Evan Friss On Sunday, September 28, 2025 At 2:00 PM For A Lecture On His Bestselling Book, The Bookshop

Romeo And Juliet 2025 (Performance) | American Shakespeare Center | 2:00 PM - 5:00 PM | Ticketed

Gina Sobel And Matt Draper | Glass House Winery | 2:00 PM - 5:00 PM | FREE 

Music On The Deck: Michael Mulvaney | Cardinal Point Winery | 2:00 PM - 5:00 PM | FREE 

Brims Irish Céilí & Square Dance To Benefit Wtju | Potters Craft Cider | 3:00 PM - 6:00 PM | FREE 

Sep 29th-Oct 1st

Grace Grocery Food Drive Dropoff | Crozet United Methodist Church | Mon, Sep 29th | 10:00 - 2:00 PM | FREE | Support Hunger Action Month with donations.

Author Talk: Virginia Slechta | Crozet Library | Mon, Sep 29th | 6:30 PM - 7:30 PM | FREE | Read Local At The Crozet Library With Debut Author Virginia Slechta Light

Empathetic Listening | Crozet Library | Tue, Sep 30th | 6:00 PM - 7:00 PM | FREE | 18+. No Registration Required.

Chess Club | Waynesboro Library | Tue, Sep 30th | 5:00 PM - 7:00 PM | FREE

Trivia With Olivia | Starr Hill Brewery | Tue, Sep 30th | 7:00 PM - 9:00 PM | FREE

Women’s Wednesday Golf Special | Old Trail Golf Club | Wed, Oct 1st | 9:00 AM – 5:00 PM | FREE | Special golfing deals for women.

Taylor Swift Fans Pre-Release Party | Crozet Library | Wed, Oct 1st | 5:30 PM - 6:30 PM | FREE | For Swifties 9-18. Registration Is Required.

On The Lighter Side

Trivia