Sugar Loaf, New York

08/26/2026

Our friends at the Sugar Loaf Community Foundation are bringing something new to the hamlet this fall! 🚘🍂

The 2026 Sugar Loaf Classic Car Show is happening Saturday, October 3rd, beginning at 10:30 AM, right after the Sugar Loaf 5K.

Come spend the day checking out an incredible lineup of classic cars while strolling Kings Highway, shopping our local businesses, grabbing a bite to eat and enjoying one of the best times of year in Sugar Loaf.

We love seeing events like this that bring people into the hamlet and support our local merchants. Mark your calendars and come out to support the Sugar Loaf Community Foundation!

📍 Sugar Loaf, NY
📅 Saturday, October 3rd
⏰ 10:30 AM
🚗 Car registration: SugarLoafCarShow.com

08/26/2026

🖤

Our friends at the Warwick Valley Chamber of Commerce are serving up Taste of Warwick on September 15! one night, one ticket, and an amazing lineup of local food, drinks and favorites from around the Warwick Valley.

If eating and drinking your way through Warwick sounds like your kind of night, this one’s for you. 🍷✨

Warwick Valley Chamber

08/25/2026

Vendor spots are filling up for the Sugar Loaf Fall Festival! 🍂

If you’re a maker, artisan, food vendor, or small business looking to be part of one of Sugar Loaf’s busiest and most beautiful weekends of the year, now is the time to apply.

📅 October 10 & 11
📍 Sugar Loaf, NY

Limited spaces remain. Apply now at sugarloafnewyork.com

08/04/2026

🍂 **Calling All Food Trucks!** 🚚🍔🌮🌭

The **Sugar Loaf Fall Festival** is looking for amazing food trucks to join us **October 10 & 11**!

If you serve delicious food and love being part of fun, high-energy community events, we’d love to have you with us for one of the most beautiful weekends of the year.

Every fall, **thousands of visitors** stroll the charming hamlet of Sugar Loaf to shop from talented artisans, enjoy live music, and, of course, eat incredible food. There’s no better place to spend an October weekend than in the heart of Sugar Loaf during peak fall foliage.

📅 **October 10 & 11**
🕙 **10:00 AM – 5:00 PM both days**
📍 **Sugar Loaf, NY**

Spots are limited, so don’t wait!

👉 Apply today http://www.sugarloafnewyork.com or send us an email with any questions to [email protected]

Tag your favorite food truck below! 🍁🍎

08/04/2026

🍂 **Calling All Food Trucks!** 🚚🍔🌮🌭

The **Sugar Loaf Fall Festival** is looking for amazing food trucks to join us **October 10 & 11**!

If you serve delicious food and love being part of fun, high-energy community events, we'd love to have you with us for one of the most beautiful weekends of the year.

Every fall, **thousands of visitors** stroll the charming hamlet of Sugar Loaf to shop from talented artisans, enjoy live music, and, of course, eat incredible food. There's no better place to spend an October weekend than in the heart of Sugar Loaf during peak fall foliage.

📅 **October 10 & 11**
🕙 **10:00 AM – 5:00 PM both days**
📍 **Sugar Loaf, NY**

Spots are limited, so don't wait!

👉 Apply today http://www.sugarloafnewyork.com or send us an email with any questions to [email protected]

Tag your favorite food truck below! 🍁🍎

07/29/2026

🍂 WE CAN’T WAIT FOR OUR FALL FESTIVAL! 🍂

The Sugar Loaf Fall Festival is happening October 10 & 11 from 10 AM–5 PM!

Make plans to join us for a fun-filled fall weekend of artisan vendors, great food, shopping, and community in the heart of Sugar Loaf. 🎃

07/07/2026

Calling all makers, artists, food vendors, bakers, growers, small shops, and creative businesses!

Sugar Loaf Fall Festival vendor applications are open! 🍂

Every year, this weekend brings a steady flow of visitors through the village, all looking to explore, shop, and enjoy everything the festival has to offer. It’s a great opportunity for vendors to connect with a crowd that truly appreciates handmade and local goods.

The Fall Festival takes place October 10 & 11 from 10 AM–5 PM in Sugar Loaf, NY.
Applications are first come, first served by category.

Early bird pricing ends this Sunday, July 12, so now is the time to get your application in before regular pricing kicks in. ⏰

We’re looking for:�handmade goods�artists�local specialty foods�small-batch products�food trucks�unique vendor booths that are a good fit for an artisan-style fall festival

Vendor applications can be found at sugarloafnewyork.com

We’d love to have you join us this fall in Sugar Loaf! 🍁

06/15/2026

Vendor applications are LIVE for the Sugar Loaf Fall Festival! 🍂

Planning is officially underway for our fall festival weekend on October 10 & 11, and we’re now accepting vendor applications.

Our Spring Festival applications came in fast and heavy, and several categories closed quickly. Vendor spaces are accepted first come, first served within each category, so don’t wait if you’re hoping to be part of the fall event.

We’re looking for handmade goods, artists and makers, local specialty foods, small-batch local products, and food trucks!

Sugar Loaf is such a special place in the fall, and we’re excited to bring another great festival weekend to the village.

Apply now: www.sugarloafnewyork.com

🍁 Sugar Loaf Fall Festival
📅 October 10 & 11
📍 Sugar Loaf, NY

06/14/2026

05/25/2026

A huge thank you to everyone who stuck with us through some truly questionable weather this weekend. ☔️

To our vendors: thank you for showing up, hanging in there, adapting, smiling, drying things off, and doing what small businesses do best: making it work.

To our visitors: thank you for not letting a little rain stop you. This afternoon finally brought us some drier skies, and sure enough… you came. And we are so grateful you did. 🤍

These festivals take a whole community to pull off, and this weekend was proof of that. It may not have been the easiest start, but Sugar Loaf showed up anyway… vendors, visitors, businesses, volunteers, and all.

A special thank you to the Town of Chester Police Department NY for their support throughout the weekend, helping keep things safe, organized, and running as smoothly as possible.

Thank you to everyone for sticking with us. We appreciate you more than you know. ✨

And because around here, when one festival ends… another one begins. 🍂

After a short break, we’ll be sharing details and vendor applications for our Fall Festival, scheduled for October 10 & 11

We have some exciting things in the works, and we can’t wait to share more.

But for now, THATS A WRAP.