Get ready to savor the flavors of unity and support as VFW Post 399 teams up with Westport’s Fire Department, Police Department, and EMS for an unforgettable joint fundraiser – the Chili Cook-Off Extravaganza! Mark your calendars for October 20th and make your way to 465 Riverside Avenue for an event that promises to warm your heart and your taste buds.

This chili showdown isn’t just for veterans, the Post is always open to the public!  So, gather your friends, family, and fellow chili enthusiasts and head on down to the VFW Post 399 to indulge in an extraordinary culinary experience.

Prepare your taste buds for a chili battle like no other, as our local heroes from the Police Department, Fire Department, and EMS collaborate with VFW Post 399 to create the most tantalizing chili recipes you’ve ever tasted. From spicy to savory, mild to wild, they’ll be serving up an array of mouthwatering chili creations that will leave you craving for more.

For just $15, you’ll receive a ticket to this thrilling event, and with it, your chance to win exciting prizes and gift baskets, generously provided by our community partners. The Chili Cook-Off Extravaganza promises not only a feast for your taste buds, but also a chance to win big while supporting your local heroes.

Event Details: Date: Friday, October 20th,  Time: 6pm-8pm, Location: Westport VFW Post 399, 465 Riverside Avenue, Westport, CT

Join us for an event filled with camaraderie, mouthwatering chili, and the opportunity to show your appreciation for the brave individuals who keep our community safe. Together, we can make a difference and celebrate the spirit of unity that makes Westport a special place to call home.

Don’t miss out on this incredible event! For more information call VFW at 203-227-6796.  Reminder, please purchase advance tickets at VFW.

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October 5 @ 7:30 pm10:00 pm



Join us for a cool evening of hot jazz at Westport’s own Jazz Inferno! Melissa  is a natural talent, and really makes every song she sings her very own. With a band like this, the evening is sure to be way over the top.

Melissa Newman had a lucrative career singing jingles for companies like AT&T and Chevrolet. Locally she has  performed at the Blue Lemon, Tengda, and Harvest in Westport with guitarist Tony Lombardozzi and bassist Phil Bowler. Melissa also makes, shows and sells ceramic and porcelain sculpture. Melissa was a featured artist in the recent major exhibit, “Layers Revealed” at The Norwalk Art Space. She lives in Westport with her husband and two sons.

For dinner reservations, please call Stephanie at (475) 298-5079.


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VFW Post 399 helped celebrate the Slice of Saugatuck Festival on Saturday, September 30th. After a postponement due to weather 3 weeks ago, the community enjoyed a great afternoon in Saugatuck with pulled pork sliders at the fabulous VFW beer garden.

The Festival is a giant food tasting celebrating one of the best restaurant scenes in the state. The family friendly event had seven bands playing, four bouncy houses, face painter, balloon bender and several beer/wine gardens. A special thanks to our VFW Post 399, American Legion Post 63 memberships, Auxiliaries and Sons of the Legion volunteers today!

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