Twin Branch Winery

06/18/2026

‼️IMPORTANT INFORMATION FOR JIMMIE ALLEN MONDAY JUNE 22 AT TWIN BRANCH WINERY‼️

We’ve had incredible interest and support, so we’ve expanded the day and added even more great music!

Three local openers will kick things off starting at 2:30 with Matt Lafferty, followed by Maddox Gipko at 4:30 and Jovon Newman at 6:00. Jimmie Allen will take the stage around 7:00!

Gates open at 2:00, and seating is first come, first served. PLEASE REMEMBER TO BRING YOUR OWN CHAIRS. Tents, umbrellas, weapons, and similar restricted items are not permitted.

This is a rain‑or‑shine event. Since the concert is fully outdoors, please check the weather and dress comfortably! This is a family‑friendly event, and kids 10 and under get in free.

We’ll have a great lineup of food trucks on site, including:

Mealz On Wheelz
Carl’s Gourmet Hots
Fat Vinnie’s
Kona Ice

A limited selection of Twin Branch Wine will be available for purchase, along with beers and seltzers from Lewes Brewing Company. Water, sodas, and TBW merchandise will also be available. Please note that we will NOT be accepting cash!

For safety and entry, only clear stadium bags sized 12”x6”x12” or small clutches are allowed. Coolers and outside food or beverages are not permitted. All bags will be checked at the gate. Standard concert safety rules apply, including no smoking or va**ng, no climbing on structures, and following all staff instructions. Our team will be on site to assist with parking.

Please make sure you have your ticket with a scannable QR code ready at either entrance. We do have a limited number of tickets left, and they are going quickly on Eventbrite. Tickets are $35 for adults, and kids 10 and under are free! Since this is a special event, membership discounts do not apply.

We are thrilled to host such a meaningful night in Jimmie’s hometown and our favorite city, Milton, Delaware, and we can’t wait to welcome everyone!

https://www.eventbrite.com/e/jimmie-allen-at-twin-branch-winery-tickets-1990206684769?utm-campaign=social&utm-content=attendeeshare&utm-medium=discovery&utm-term=listing&utm-source=wsa&aff=ebdsshwebmobile

06/18/2026

Only a few tickets left!! It’s going to be a great night in Milton!

Join me and my friends at Twins Branch Winery as we take a night to enjoy not only being Delaware natives but “Milton” natives. 684 is a special place and I’m looking forward to celebrating MY HOMETOWN and Twin Branch Winery!!!

06/17/2026

‼️ Quick update from Twin Branch Winery ‼️

Due to a small setback due to a power outage yesterday, and the fact that we’re doing some behind‑the‑scenes upgrades to our WiFi and POS system, we will be CLOSED today, Wednesday, June 17. Everything is moving in a great direction, and we’ll be right back open tomorrow, Thursday, June 18 at 4:00 PM as scheduled!

We appreciate your understanding, and we’ve got an awesome stretch of events coming up and we can’t wait to see you!

Here’s what’s ahead:

• Pop‑Up Market on Saturday, June 20 from 1–6 pm
• Live music all weekend
• A special event on Monday with Jimmie Allen, plus local musicians, food trucks, TBW wine, and beer from Lewes Brewing Company!

Stay tuned for more details for this weekend! It's going to be a fantastic few days at the winery and you don't want to miss it!

06/16/2026

Weekly Entertainment June 17-22!

06/14/2026

🎶 Sunday at Twin Branch Winery 🎶**
Jeff Evans Music is playing live on the patio from 1–4 PM, and Carls Gourmet Hots is here serving up amazing food all day!

It’s a beautiful Sunday in Milton — come relax, sip your favorite Twin Branch wine, enjoy great music, and spend the afternoon with us on the patio.

See you soon! ☀️🍷

06/13/2026

☀️It’s a beautiful day at Twin Branch Winery and the perfect time to come on out, relax, listen to live music, and sip your favorite wine! We’re pouring some of our new wines today, and to celebrate the start of summer we’ve got delicious mimosa specials in a variety of flavors for just $10!🥂

Live music lineup:
Kerry Hallett Music from 1–4
Terry & Tilly from 5–8

Mealz Wheelz will be serving up great food from 1–8, and tonight we’re hosting a special Don’t Tell Comedy show at 8:00 pm! The patio will be closing down around 6:00 tonight but the lawn will still be open to enjoy the beautiful weather! ☀️
Get your tickets while you still can at
https://www.donttellcomedy.com/shows/sussexcounty-de-7d31186c/

The sun is out, the vibes are great, and it’s shaping up to be a perfect day to spend with us at Twin Branch Winery.🍷

06/08/2026

Here’s what’s happening at Twin Branch Winery this week! 🍷🎶

We’ve got live music every day, awesome local musicians, and some great food trucks joining us throughout the week. Whether you’re stopping by for a glass of wine, good food, or great entertainment, there’s something for everyone. You don’t want to miss it!

And don’t forget—Jimmie Allen will be performing live at Twin Branch Winery on Monday June 22nd! We’re excited to showcase some incredible local musicians and food trucks leading up to the show before we welcome Jimmie to the stage in his hometown of Milton, Delaware. Stay tuned this week for more details, announcements, and everything you need to know about this exciting event! It is coming up fast, and tickets are almost gone! Be sure to get yours while you still can before they sell out.

https://www.eventbrite.com/e/jimmie-allen-at-twin-branch-winery-tickets-1990206684769?utm-campaign=social&utm-content=attendeeshare&utm-medium=discovery&utm-term=listing&utm-source=wsa&aff=ebdsshwebmobile

See you at Twin Branch! 🍷🎸🎤

06/07/2026

Another beautiful day at Twin Branch Winery!☀️

Come sip some wine in the vines and enjoy a perfect Sunday with us! 🍷🍇

🎶 Live Music: Richard Walton from 1–4 PM
🌮 Taco Reho Food Truck from 1–6 PM

Grab some delicious food, listen to great tunes, and relax with family and friends while soaking in the vineyard views. And don't forget—well-behaved dogs are always welcome too! 🐶❤️

Make the most of this gorgeous day and join us for good wine, great food, and even better company. Cheers! 🍷✨

06/06/2026

☀️ It's a beautiful day at Twin Branch Winery! ☀️

Join us today for an afternoon of great music, delicious food, and wonderful company in the sunshine!

🎶 Matt Lafferty will be here all day with a double live performance from 12:00 PM – 7:00 PM.

🍔 SmashMouth Burgers Food Truck will also be on-site from 1:00 PM – 6:00 PM, serving up great food to pair with your favorite wine.

Come relax, enjoy the beautiful weather, sip some wine, listen to live music, and make some great memories with us. We can't wait to see you at Twin Branch Winery! 🍷🎵☀️

06/05/2026

🌞Pop-Up Market at Twin Branch Winery!🌞

Mark your calendars for Saturday, June 20th from 1:00 PM – 6:00 PM and join us for a fun-filled afternoon at Twin Branch Winery!

✨ Shop with 20+ amazing local vendors
🎶 Enjoy live music
🍷 Sip your favorite Twin Branch wines
☀️ Soak up the perfect summer vibes with friends and family

We're also looking for a food truck to join us for the event! 🚚🍔🌮 If you're a food truck owner and would like to serve our guests from 1:00 PM – 6:00 PM, we'd love to hear from you.

Interested? Contact [email protected]

Come out, support local businesses, enjoy great music, and make a day of it with us at Twin Branch Winery! ❤️

🍷🛍️🎶☀️