Nov
28

Thanksgiving Dinner Downtown

Join us for Thanksgiving Dinner Downtown on November 28th at 12 PM in Downtown Kissimmee! This sit-down lunch-early dinner is open to those in need or seeking a warm holiday meal experience. We are currently seeking sponsors to support this community event. For sponsorship opportunities, please contact dmarreropinto@kissimmeemainstreet.org

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Nov
14

Downtown Kissimmee Townhall

Join us for the Kissimmee Townhall on November 14th at 6 PM at Kissimmee Christian Church in Downtown Kissimmee! Get the latest updates on the Airport advancement and other important downtown development projects. This is your chance to stay informed, ask questions, and engage with community leaders. Don't miss this important discussion on the future of our city!

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Nov
1

Kissimmee Valley Farmers Market

Visit the Kissimmee Valley Farmers Market every First Friday in Downtown Kissimmee! Shop fresh produce, artisanal goods, handmade crafts, and more from local vendors. This family-friendly market supports local farmers and businesses while offering an eclectic community experience. Explore vendor opportunities and event details, and enjoy fresh finds at the heart of Kissimmee!

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Oct
25

Boo on Broadway

Join Kissimmee Main Street for Osceola County's biggest Halloween party at Boo on Broadway in Downtown Kissimmee! This free, family-friendly event on Friday, October 25th, 2024, from 6-9 PM features live performances by Frankie Negron, candy giveaways, games, vendors, and more. Perfect for all ages, Boo on Broadway offers a safe, fun-filled evening for the whole family. Explore sponsorship opportunities, become a vendor, and discover all the event details right here. Don't miss this spooktacular celebration in the heart of Downtown Kissimmee!

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Oct
19

Kissimmee Flea

Join us for Kissimmee Flea, a unique shopping experience in Downtown Kissimmee! Browse antiques, treasures, clothing, home goods, collectibles, and more from local vendors. Happening select Saturdays from October to March, this family-friendly event is perfect for finding one-of-a-kind items. Discover vendor opportunities and event details right here, and make Kissimmee Flea your go-to market in Downtown Kissimmee!

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Dec
15

Christmas in Kissimmee featuring Polar Express

🎄 Join us for a magical evening at Christmas In Kissimmee by Kissimmee Main Street! Enjoy the 'Polar Express movie' under the stars 🌟, a festive Christmas Photo Area, unique marketplace finds, and Santa Letters for the kids. 🎅 Face painting, snacks, and exciting raffles await! Remember to bring lawn chairs (NO floor seating) and have your kids in their favorite pajamas. 🎁 First 200 kids get a free gift! #ChristmasInKissimmee #KissimmeeMainStreet #HolidayMagic #CommunitySpirit #FestiveFun #ridesunrail. DON’T FORGET TO SIGN YOU WAIVER TO SECURE YOUR SPOT AT THIS EVENT

online waiver 1 waiver app electronic waiver digital waiver

Click on the SIGN YOUR WAIVER ONLINE link below on the bottom right corner of your screen to Secure Your Spot at this event.

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2023 BOO ON BROADWAY 🎃
Oct
27

2023 BOO ON BROADWAY 🎃

🎃 Join Us for Kissimmee's Boo On Broadway! 🎃

📅 Event Details:

📍 Date: 10/27/23

🕒 Time: 6pm-9pm

🏙️ Location: Broadway Street, Kissimmee

🎉 Get Ready for Kissimmee's Biggest Block Party!

🎶 Live Music

🤹‍♂️ Entertainment

🍬 Candy

🛍️ Vendors

🍔 Food & Drink Specials

🎯 Games

🤩 Expected Attendance: 10,000+ Spooky Fun Seekers!

Don't miss out on the spooktacular fun! Save the date and join us for a ghoulishly good time at Kissimmee's Boo On Broadway. Mark your calendars and spread the word! 🎃👻🕸️

To sign up for a vendor spot, please fill out the registration form through the following link: https://docs.google.com/forms/d/1dKevrvrKmwhnfatrrbnzOYIGPh3sHoKkkCo0cv7_6Kk/viewform?edit_requested=true

Secure your spot early!

This event is not only an excellent opportunity to increase your brand visibility but also a chance to connect with the local community and potential customers.

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Hop On Downtown 2023
Apr
8

Hop On Downtown 2023

FREE ADMISSION!

Join us for our annual Easter event taking place right in Downtown Kissimmee! Broadway will be closed just for all of you to grab pictures with the Easter Bunny, multiple egg hunts, and so much more!

April 8, 2023 from 11AM to 2PM at 421 Broadway, Kissimmee, FL 34741

Grab your FREE tickets here!

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St. Patty's Day Dinner at Diane's Tea Room
Mar
17

St. Patty's Day Dinner at Diane's Tea Room

RESERVATIONS REQUIRED!!!

Join Diane’s Tea Room from 5pm to 8pm for a St. Patty’s Day dinner! They will be serving cornbeef, cabbage, potatoes, and dinner rolls with beer and wine available.

For reservations, please email or call:

  • victoriancharmllc@gmail.com

  • 407-201-4733

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Diane’s Tea Room Valentine Dinner
Feb
14

Diane’s Tea Room Valentine Dinner

DIANE’S TEA ROOM, 114 Broadway, Downtown Kissimmee

**(407)201-4733 or email victoriancharmllc@gmail.com**

DINNER SPECIAL. CABBAGE ROLLS DINNER

TUESDAY 01/14/23. 5:00p - 8:00p RESERVATIONS ONLY

Reservations have to be in by Thursday 02/07/23.

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Valentine’s Day Dinner
Feb
11

Valentine’s Day Dinner

SURF AND TURF for two people: $90

Music, dance, and romance the night away! Free champagne toast with your meal purchase! Love is in the air at 3 Sisters Speakeasy. Join us starting at 6pm!

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Kissimmee Valley Farmers Market
Feb
3

Kissimmee Valley Farmers Market

The Kissimmee Valley Farmer’s Market is a venture of the Kissimmee Main Street Program. The markets mission is to improve public health and nutrition options by providing a vehicle to educate the community, assist area farmers, producers and artisans with sustainable business opportunities, and create local pride while furthering the economic development of our community.

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Jan
28

Vintage Vino Downtown Brewdown

Downtown Brewdown

Saturday, January 28th, 6PM on

$10 Entry for Brewers and $5/$15/$25 Score Cards for Tasting

Cheers Craft Beer Lovers! We are happy to welcome back the home brewers contest to Vintage Vino in historic downtown Kissimmee.

We are looking forward to having you all here to taste the special beers our amazing home brewers' have made!

At this amazing event there are 2 ways to participate!!!

ONE (1):

Are you a home brewer?

Then take up the challenge of our Downtown Brew Down competition! It's only $10 to enter. $5 for additional entries. Awards and prizes will be given out to the top three brewers.

The following are scheduled to submit brews:

1) Justin Hetu, Kyle Overstreet

2) Mike Connolly

3) Bob Wietor

4) John Sather

5) John Crane

and more

Add your name to the list!

We also need you to come out and help us determine the best beers!

When you come out for our event, you will get a score card and vote for your favorite home brews and drink your favorite craft beers:

$5 gets you a 1x Voting Card and one craft beer.

$15 gets you a 3x Voting Card (triple the voting power of the $5 card) and a choice 2 craft bottles

$25 gets you our 5x VIP Voting Card (quintuple the value of the $5 card) and a choice of any 3 craft bottles.

For more info, entry forms and rules, come see us at Vintage Vino or send us an email.

We look forward to seeing everyone at this exciting event!

John Siudut

Vintage Vino

14 East Dakin Avenue

Kissimmee, FL 34741

john@vintagevino.com

917-627-8432

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Kissimmee Valley Farmer’s Market
Dec
17

Kissimmee Valley Farmer’s Market

The Kissimmee Valley Farmer’s Market is a venture of the Kissimmee Main Street Program. The markets mission is to improve public health and nutrition options by providing a vehicle to educate the community, assist area farmers, producers and artisans with sustainable business opportunities, and create local pride while furthering the economic development of our community.

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Indigo Indie ~ A Night At The Market
Dec
2

Indigo Indie ~ A Night At The Market

Come and enjoy extended hours at your favorite Downtown Kissimmee shops and restaurants, live music, dance performances, The Dakin Ave Cruise In Car Show, The Kissimmee Valley Farmers Market, and Arte Al Aire Libre (Open Air Art Night) at Casa Del Artesano. This is a free, family friendly event taking place the 1st Friday of each month beginning in April.

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Kissimmee Valley Farmer’s Market
Dec
2

Kissimmee Valley Farmer’s Market

The Kissimmee Valley Farmer’s Market is a venture of the Kissimmee Main Street Program. The markets mission is to improve public health and nutrition options by providing a vehicle to educate the community, assist area farmers, producers and artisans with sustainable business opportunities, and create local pride while furthering the economic development of our community.

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Light Up Kissimmee
Nov
26

Light Up Kissimmee

Kissimmee Main Street presents "Light up Kissimmee". Our Christmas season kick-off begins by lighting up the entire Kissimmee's Historic Downtown with wonderful holiday decor and lights! We will have parranda, the Broadway Welcome Station tree lighting and the City of Kissimmee tree lighting as well it's going to be a Jolly Jolly Holiday!

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