ChesterFest

09/27/2026

What. A. DAY! 🙌🏽❤️

Today was nothing short of AMAZING, and we cannot say THANK YOU enough!

To our vendors — thank you for those EARLY morning arrivals, your patience, your cooperation, and for bringing so much to ChesterFest!

To our incredible volunteers — from before the sun came up until the very end, you showed up and helped make today possible. We truly could not have done it without you. ❤️

To our SPONSORS — THANK YOU for believing in ChesterFest and investing in our community! Your support plays such a huge role in making an event like this possible, and we are incredibly grateful for each and every one of you. 🙌🏽

And to the thousands of attendees who came out today — THANK YOU! Thank you for supporting our vendors, enjoying the food and live music, bringing your families, and filling Chester with such amazing energy today.

And last but DEFINITELY not least… a HUGE thank you to the weather gods 😂🙌🏽 because y’all really came through for us today!

Our hearts are FULL. ❤️ Today was a beautiful reminder of what community looks like.

THANK YOU for an AMAZING ChesterFest 2026! 🎉🙌🏽

09/24/2026

🎶 LIVE MUSIC AT CHESTERFEST! 🎶

We’re excited to welcome Pat Russell to ChesterFest for a solo acoustic performance! 🎸🍂

Come grab some food, shop our amazing vendors, and enjoy live music right in the heart of Chester!

🎤 Pat Russell – Solo Acoustic
⏰ 11 AM–2 PM
📅 Saturday, September 26th
🍁 ChesterFest | 10 AM–4 PM
📍 11801 Centre St., Chester, VA 23831

Bring the family, stay awhile, and enjoy a beautiful fall Saturday with us! 🍂🎶

Food • Crafts • Music • Fall Fun

09/24/2026

🍻 CHEERS TO CHESTERFEST! 🍻

We’re excited to welcome Three Leg Run back to the ChesterFest B**r Garden! 🎉🍺

You’ll find them right in the center of the Green, perfectly located near the Kids Zone and live music—so grab a beverage, enjoy the music, and take in all the fun happening around you!

⚠️ Important ABC Reminder: All alcoholic beverages purchased from 3 Leg Run Brewery must remain within the designated B**r Garden area. Please help us stay in compliance with ABC regulations by enjoying your beverage within the marked area.

🍺 Great b**r
🎶 Live music
🎪 Kids Zone nearby
🍂 A full day of ChesterFest fun!

Saturday, September 26 | 10 AM–4 PM

Come visit Three Leg Run Brewery and enjoy a cold one while you take in ChesterFest! 🍻

09/23/2026

🚨 CHESTERFEST PARKING REMINDER — PLEASE READ & SHARE!

We ask everyone attending ChesterFest to please follow the parking information on our official flyer AND adhere to all “NO CHESTERFEST PARKING” signs throughout the Chester Village/Festival Park area.

Those signs are there for a reason. Many of the parking spaces throughout Chester Village belong to the businesses and residents in that area, and we completely understand their need to keep those spaces available for their customers and daily operations.

In fact, parking has become one of the biggest concerns surrounding ChesterFest as the festival has continued to grow. We need the help of our attendees to make sure parking does not become the reason an event that brings thousands of people into the Chester community has to be moved elsewhere.

We also hope everyone recognizes the tremendous opportunity ChesterFest creates for the businesses in this area. Foot traffic is a fundamental part of business, and bringing thousands of people into Chester Village creates an incredible opportunity for our surrounding businesses to gain exposure and new customers. Our goal is for ChesterFest and our neighboring businesses to BENEFIT one another — not compete with one another.

That starts with all of us doing our part.

🚫 If an area says NO CHESTERFEST PARKING, please do not park there.
🚗 ChesterFest attendees parked in restricted areas are at risk of being towed.
🚌 Please use the designated ChesterFest parking areas and shuttle services shown on our flyer.

♿ HANDICAP PARKING: We will have a good amount of designated handicap parking available in the Chester Library parking lot, as well as the parallel parking spaces directly in front of the library parking lot. These spaces are conveniently located near the festival area for attendees who need accessible parking.

Please help us protect this event, respect our neighbors and businesses, and continue bringing thousands of people together in the heart of Chester. ❤️

Enjoy ChesterFest — just please park where you’re supposed to! 😉

09/22/2026

🚨 VOLUNTEERS NEEDED FOR CHESTERFEST! 🚨

ChesterFest is THIS SATURDAY, and we could use a few more amazing hands to help us make the day a success! 🙌

We’re looking for volunteers to help with festival setup, vendor assistance, keeping the festival grounds clean, and breakdown at the end of the day.

📅 Saturday, September 26, 2026
📍 Chester Village Green
🎪 ChesterFest: 10 AM – 4 PM

Whether you can give us a couple of hours or stay for a full shift, we appreciate every bit of help! 💙

✨ Volunteer/service hours can be documented for students who need them!

Interested in volunteering?
📧 Email us at [email protected]

Please SHARE — we need our community! 🙌

09/21/2026

♿️ CHESTERFEST ACCESSIBILITY REMINDER! ♿️

We want to clear up an important question we’ve seen regarding parking for our guests with disabilities!

💙 YES — ChesterFest DOES have designated handicap-accessible parking!

As we have in previous years, designated handicap parking will be available in the Chester Library parking lot, providing closer access to the festival. Guests utilizing these designated spaces are not required to park at our general off-site parking locations and ride the regular shuttle into ChesterFest.

We understand that some guests have specially equipped vehicles or mobility needs that make accessible parking especially important, and we want everyone to be able to come out and enjoy the day! ❤️

📍 ChesterFest Fall Festival
📅 Saturday, September 26, 2026
⏰ 10 AM – 4 PM
📍 Chester Village Green

PLEASE NOTE: General attendee parking is NOT available within the Chester Village Green/festival area. Our designated handicap-accessible parking is specifically reserved for guests who need it.

Come enjoy live music 🎶 • amazing food 🌮 • shopping 🛍️ • a brewery 🍺 • kids activities 🎈 • and SO MUCH MORE!

We can’t wait to see everyone Saturday! 🎉

09/21/2026

🎉 THIS IS THE WEEK!!! 🎉

The official countdown to CHESTERFEST 2026 is ON! ⏰🍂

📅 Saturday, September 26, 2026
⏰ 10 AM – 4 PM
📍 Chester Village Green

We’ve been working hard, and it’s almost time to bring it ALL together!

🎶 Live Music — CHECK! ✅
🍔 Food Vendors — CHECK! ✅
🍺 Brewery — CHECK! ✅
🎈 Kids Zone — CHECK! ✅
🛍️ SO MANY Vendors — CHECK! ✅
🚌 Shuttle Buses — CHECK! ✅
♿ Handicap Shuttle — CHECK! ✅
🍂 A full day of family fun — CHECK, CHECK, CHECK! ✅

🚨 FRIENDLY PARKING REMINDER 🚨
There is ZERO attendee parking within the Festival park area or the Chester Village Green area. Please do not park in restricted areas surrounding the festival. Towing will be enforced.

🚌 Shuttle buses will be available for festival attendees, including a handicap-accessible shuttle. Please plan to utilize the designated festival parking and shuttle service.

Now grab your family, bring your friends, and come ready to shop, eat, listen to great music, and enjoy an amazing day in Chester!

🍂 CHESTERFEST IS THIS SATURDAY! 🍂
⏳ THE COUNTDOWN IS OFFICIALLY ON!

09/14/2026

🍂 CHESTERFEST GIVEAWAY! 🍂

Want $100 to spend at ChesterFest?! 🛍️🎃 We’re giving one lucky winner $100 in ChesterFest Money to shop with our amazing vendors during the festival!

Entering is easy:
🍁 SHARE this post
🍁 LIKE this post
🍁 Tag a friend who needs to come to ChesterFest with you!

Every share helps us spread the word AND support the incredible local businesses, makers, and vendors that make ChesterFest possible. ❤️

💰 ONE WINNER = $100 TO SPEND AT CHESTERFEST!

📅 September 26th | 10AM–4PM
📍 Chester Village Green
11801 Centre St., Chester, VA 23831

Support Local. Shop Local. Celebrate Local. 🍂

09/10/2026

🍂 THURSDAY SPONSOR SPOTLIGHT 🍂

Today we’re excited to spotlight Aimee Malloy - State Farm Insurance Agent❤️

Led by Aimee, a second-generation insurance agent, Team Aimee is made up of an incredible group of account representatives, customer service professionals, and marketing team members who believe insurance should feel less like paperwork and more like working with people who genuinely care.

And this team is especially excited for ChesterFest because they’re Chesterfield locals too! 🏡 Their passion for serving and supporting our community makes them a perfect part of this year’s festival.

🎡 Be sure to stop by their booth during ChesterFest and SPIN THE WHEEL for prizes! A rotating group from their team will be there throughout the day, including Aimee, Emily, Ben, Noah, Kila, Stacey, Kayci, Haarika, Brandy, Aja, and Andrew.

Whether you need help with coverage, quotes, policies, recommendations—or one of those “Wait…what am I supposed to do?” insurance moments—Team Aimee is ready to help!

Thank you, Team Aimee, for supporting ChesterFest and the Chesterfield community. We’re so excited to have you with us this year! 🍁

09/09/2026

🌟 WEDNESDAY SPONSOR SPOTLIGHT

Today we’re proud to recognize Shread Companies as a sponsor of the 2026 ChesterFest Fall Festival! 🎉

🏡 Building Communities — One Lot at a Time

Shread Companies is a Richmond-area residential land development firm helping shape the future of our communities through thoughtful, sustainable growth. From land acquisition and zoning to infrastructure and pad-ready lots, their team works to turn land into neighborhoods where families can grow and thrive.

Their commitment goes beyond development — Shread Companies is focused on creating long-term community value and expanding opportunities for attainable homeownership throughout the Richmond region.

We’re grateful to have local businesses supporting ChesterFest and helping us bring this community event to life! ❤️

👏 Please join us in thanking Shread Companies for supporting the 2026 ChesterFest Fall Festival!

🔗Please visit their website at https://www.shreadcompanies.com/



Shread Companies specializes in efficient land acquisition & zoning. Contact us for pad-ready lots for homebuilders today!