Wiley’s Street Food

06/06/2026

Man! What an amazing first day at Guildford Farm & Vineyard! We SOLD OUT! Shout out to the whole Kibler family and all of the wonderful staff. You guys have been amazing!
I’d like to shout out all of the patrons, as well. I wasn’t sure what to expect today, so I came solo. I know wait times were long and I can’t thank you all enough for being so kind and patient. Folks like that make this job so special and it truly means so much!
We’re coming back on Sunday and I couldn’t be more excited!

Please check this place out. It is the most family friendly venue I think I’ve ever been too.
♥️ 🌮

06/04/2026

📍Wiley’s is at Guildford Farm this weekend!📍

Come hang out and bring the whole family!
The weather is looking perfect ☀️ 🌮 🎶

Friday & Sunday!

https://www.instagram.com/p/DY4d0ycxttf/?igsh=ZDR3cG13c2V3OXJl

06/04/2026

🎶 THIS WEEKEND AT GUILDFORD FARM 🎶

KNOW BEFORE YOU GO INFO BELOW | JUNE 5 - 7

We're excited to welcome everyone to our Summer Event Series this Friday, Saturday, and Sunday!

Grab your family, invite your friends, and come spend a beautiful weekend on the farm with live music, food trucks, local wine, craft beer, cider, walking trails, and farm animals.

Before you head out, take a quick look at our "Know Before You Go" guide.

This is a family-friendly weekend on the farm, and creating a fun, safe, and welcoming environment for everyone is our top priority. We kindly ask all guests to drink responsibly and plan for a sober ride home.

A few highlights:

🎟️ Free admission — no tickets required
🎵 Live music daily
🚚 Food trucks onsite
🐐 Goats + small farm animals Friday & Sunday
🥾 Lover's Loop (grass trail) open for walking and exploring
🏛️ 4,000 SF event center with indoor seating, air conditioning, and restrooms available
🪑 Bring your own chair or blanket
🚫 No outside alcohol permitted
🪪 Valid ID required for alcohol purchases
🌦️ Rain or shine

Event Hours:

Friday | 4 PM – 8 PM
🎵 Music: 5 PM – 7 PM

Saturday | 3 PM – 8 PM
🎵 Music: 4 PM – 7 PM

Sunday | 12 PM – 4 PM
🎵 Music: 1 PM – 4 PM

We'll be pouring wines from some of Central Virginia's best wineries alongside local cider, craft beer, RTDs, non-alcoholic beverages, snacks, and light bites.

We can't wait to see you this weekend at Guildford Farm!

James Tamelcoff Live at Guildford Farm Lama and the Hound

05/19/2026

Fallen Tree Vineyard this Saturday!

Come enjoy a little break from the heat with us, this Memorial Day weekend. Live music, local wine, and of course Wiley’s!

https://www.facebook.com/share/p/1Guzt2fFbV/?mibextid=wwXIfr

Memorial Day weekend starts at Fallen Tree. 🍷

Friday night, we’re easing into the long weekend with John Goslin live from 4:30 to 7:30, the kind of laid-back local music that pairs perfectly with wine, Mountain View’s. Our kitchen will be open for dinner Friday night.

Saturday, we keep it rolling with Stillhouse Crossing from 2:30 to 5:30, bringing classic rock, big sound, and the kind of afternoon that makes you accidentally stay for “just one more glass.”

And yes, Saturday gets even better because Wiley’s Street Food will be here serving up the good stuff, which means wine, live music, and no one has to pretend they were planning to cook.

Then Sunday, Wavelength Trio is back from 1 to 4, bringing their smooth, feel-good blend of classics, harmonies, and easy Sunday energy. They’ve been here before, they know the room, they know the view, and they know exactly how to close out a long weekend.

Come spend Memorial Day weekend with us at Fallen Tree.
Good wine. Great views. Live music all weekend. 🍇

Friday 5/22, John Goslin, 4:30 to 7:30
Saturday 5/23, Stillhouse Crossing, 2:30 to 5:30
Saturday 5/23, Wiley’s Street Food
Sunday 5/24, Wavelength Trio, 1 to 4

Monticello Wine Trail

05/15/2026

Come out tomorrow! It’s going to be a beautiful day!
Wiley’s is serving BREAKFAST until 10:30 and our regular menu, after 😎

05/14/2026

Looking for something to do this weekend?
We got you!
📍Wiley’s will be at Glass House Winery & Brewery again this Friday night!
Then, we’re doing a quick breakdown and getting after it, bright and early, for the car & truck show!
Bring your friends and family and come hungry! We’ve got you covered on breakfast AND lunch.
It’s gonna be a great time, so don’t miss it!
🔥 🌮 ✌🏼

05/11/2026

This Saturday! Join us for The Wooly Lam Car & Truck Show!
I will be serving breakfast biscuit sandwiches until 10:30am and our regular, after.
We are so excited!

We are taking a few pop up vendors for our Car and Truck Show on May 16th. Wiley’s Street Food food truck will be there, Katy Jones with Mary Kay, local non profits selling ice cream, Greene Farm and Livestock Show selling 50/50 raffles plus kettle corn, and we are looking for more retail, small business opportunities to set up.
You must provide your own tent and tables. If interested call for more information. 434-531-7582

Can’t wait to see those rides!

05/10/2026

Happy Mother’s Day from Wiley’s and a special shoutout to my own momma! Here’s a little glimpse of the momma who made me and the sweet girl who made me a momma ♥️ 💜

05/09/2026

Happy Saturday, everyone! ☀️

Unfortunately, Skydive Orange had to close this weekend for some maintenance, so our pop-up there has been canceled. Stay tuned for upcoming Skydive Orange dates though — we’ll be back soon! ✈️🌮

I thought about finding another place to set up today, but after EIGHT❗️ back to back, sell-out events, I’ve decided to take this little gift from the universe and enjoy a relaxing weekend instead. 😎

We’ll see you all next week!
Thank you so much for all the continued support!❤️