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September 2018

through October 22
Box Office Locations & Select Regional Rec Centers
During Normal Business Hours
Brownwood Paddock Square

The Villages® Entertainment is currently collecting bags of individually wrapped candy to pass out to local children at the Trunk ‘N Treat portion of the Brownwood® Sleepy Holloween Town Event on Friday, October 26th at BROWNWOOD PADDOCK SQUARE®!

Special Events

October 2018

October 9 | Spanish Springs Town Square
October 10 | Lake Sumter Landing Market Square
October 13 | Brownwood Paddock Square
Spanish Springs Town Square

Stop by the District Tent during the events listed above, and spend some time with them discussing how your District Government is working for you to make this a unique community!

Brownwood Paddock SquareLake Sumter Landing Market SquareSpanish Springs Town SquareSpecial Events

October 9 | Spanish Springs Town Square | 5-9pm
October 10 | Lake Sumter Landing Market Square | 5-9pm
October 13 | Brownwood Paddock Square | 12-2pm
Brownwood Paddock Square

Stop by the District Tent during the events and spend some time with them discussing how your District Government is working for you to make this a unique community!

Brownwood Paddock SquareSpecial Events

Stroll around the Square and browse some beautiful artwork by over 30 local artists from The Villages Visual Arts Association!

ArtBrownwood Paddock SquareSpecial Events

October 16 | 5-9pm
Sponsored & Hosted by: JTV (Jewelry TV)
Spanish Springs Town Square

It’s time to kick off festival season in The Villages®! “Roll out the Barrel” with some great German Tunes at The Gazebo with King Guy’s Oktoberfest Brass Band, The Swinging Bavarians on The Del Mar Stage, and The Heidelberg Hot Shots on Alverez Avenue! The Villages® Festival Performance Groups will shine in the spotlight with their very authentic Oktoberfest costumes and themed routines! Sample some hearty authentic, German Themed and Other Food from the Festival Food Vendors, while enjoying it with a popular German beverage! Check out a variety of vendors offering a wide array of products for purchase! Don’t miss out on mingling with the infamous Stilt Walkers in their classic Oktoberfest lederhosen!

Spanish Springs Town SquareSpecial Events

October 18 | 5-9pm
Sponsored by: AAA "Expect Something More"
Lake Sumter Landing Market Square

The barrel will continue to roll with stop number two on the Oktoberfest train! There will be German polkas galore with the festive Oktoberfest band, The DeLeon Oktoberfest Band at The Pavilion, The Swinging Bavarians on The Lake Shore Stage, and The Heidelberg Hot Shots on Lake Shore Drive near RJ Gator’s! The Villages® Festival Performance Groups will be sporting their Oktoberfest attire while performing their classic themed routines! From Brats to German Potato Salad to Potato Pancakes, and so much more, don’t miss out on the authentic German food and beverage specials with the Festival Food Vendors and the Bar Kiosks. You may find a gift for that special someone courtesy of a variety of arts and crafts and other merchandise vendors! The Stilt Walkers will be ready for those special photo moments in their classic Oktoberfest garb!

Lake Sumter Landing Market SquareSpecial Events

October 5 | 5-8pm
October 12 | 5-8pm
October 19 | 5-8pm
Lake Sumter Landing Market Square

Check out these great The Villages® Car Club Shows where you have the opportunity to check out all of the beautiful cars, find out what their club is all about, and maybe even become a member!

Car ShowCarsLake Sumter Landing Market SquareSpecial Events

October 20 | 4-9pm
Featured Car Club: The Florida Edsel Club
Spanish Springs Town Square

Check out the beautiful Classic Cars, years 1980 and older! Entertainment from 4pm – 9pm by Audio Exchange WITH SPECIAL PERFORMANCES BY: Sugar ‘n Spice Performance Group at 5pm The Original Villages Belly Dancers at 6pm Shaka Crew Dance Group at 7pm Food Vendors will be available with a variety of delicious items! Bar Kiosks will be open with a variety of tasty beverages!

Cruise InSpanish Springs Town SquareSpecial Events

October 26 | 2-9pm
SPONSORED BY: Mid Florida Agencies & Florida Blue
Brownwood Paddock Square

Get ready to watch Brownwood® transform into the quaint town of Sleepy Hollow for a fun filled evening of music, games, and activities for children of all ages! With Hayrides, Stilt Walkers, Clown Alley #179, Balloon Artists, and so much more, you won’t want to miss this fun and festive Halloween event at Brownwood®

Brownwood Paddock SquareHolidaySpecial Events

November 2018

Start that holiday shopping early with over 150 Arts and Crafts Vendors! Entertainment will be provided from 12pm – 4pm on Saturday with Take 2 and from 12pm – 4pm on Sunday with Vito Ameruoso! While browsing all of the talented vendors, pick up a snack from a food vendor or a beverage from the Bar Kiosks! Don’t forget to check out all of the great retailers and restaurants of Spanish Springs Town Square®, too!

Arts & CraftsSpanish Springs Town SquareSpecial Events

Come out and support this Special Tribute to our United States Veterans, while at the same time supporting Honor Flight through the event’s fundraiser. Enjoy Food Vendors, Arts and Crafts Vendors, beverages from the Bar Kiosks, and more! Entertainment will be provided by Scooter the DJ from 5pm – 9pm. The Villages® Festival Performance Groups will be performing their Patriotic routines. THE EVENT IS SPONSORED BY PARADY FINANCIAL

Brownwood Paddock SquareSpecial Events

In conjunction with The Brownwood® Farmer’s Market! There will be over 20 Educational exhibits showcasing Sumter County Agriculture, Horticulture, and Farming! With a Patriotic Opening Ceremony, Bull Whipping Demonstrations, University of Florida IFAS Extension Information Speeches/Demonstrations, and so much more! The Bar Kiosk will be open for beverage purchases. Entertainment will be provided by The Jody Beggs Band from 9:00am – 2:00pm! A great opportunity to learn about all of the amazing agriculture that is taking place in our own backyard!

Brownwood Paddock SquareFarmer's MarketSpecial Events

Check out The Villages® Car Club Shows where you have the opportunity to check out all of the beautiful cars, find out what their club is all about, and maybe even become a member!

Car ShowCarsLake Sumter Landing Market SquareSpecial Events

Check out the amazing Classic Cars, years 1980 and older! Entertainment from 4pm – 9pm by Johnny Wild & The Delights Food Vendors will be available with a variety of delicious items! Bar Kiosks will be open with a variety of tasty beverages! People’s Choice Trophies Awarded & Door Prize Drawings for Registered Cars. TROPHY PRESENTATIONS & 50/50 DRAWING TAKES PLACE AT 8PM AT THE GAZEBO. YOU DO NOT HAVE TO BE PRESENT TO WIN! The 50/50 Chance Drawing will be benefiting Operation Shoebox!

Car ShowCarsCruise InSpanish Springs Town SquareSpecial Events

Learn all about classic HAM Radio and all of the great benefits that it has to offer from these knowledgeable club members!

Lake Sumter Landing Market SquareSpecial Events

KICK OFF THE HOLIDAY SEASON, VILLAGES STYLE, WITH THE FIRST OF THREE FESTIVE TREE LIGHTING EVENTS IN THE VILLAGES® Benefiting The Lake Sumter Children's Advocacy Center

HolidaySpanish Springs Town SquareSpecial Events

KICK OFF THE HOLIDAY SEASON, VILLAGES STYLE, WITH THE SECOND OF THREE FESTIVE TREE LIGHTING EVENTS IN THE VILLAGES®!

HolidayLake Sumter Landing Market SquareSpecial Events

December 2018

Telling of the Chanukah Story and Lighting the Menorah Music, Singing, Dancing and Gifts The whole community is invited; bring your neighbors, friends, children and grandchildren.

HolidayLake Sumter Landing Market SquareSpecial Events

KICK OFF THE HOLIDAY SEASON, VILLAGES STYLE, WITH THE THIRD OF THREE FESTIVE TREE LIGHTING EVENTS IN THE VILLAGES®!

Brownwood Paddock SquareHolidaySpecial Events

Stroll around the Square and browse some beautiful artwork by over 20 local artists From The Villages Visual Arts Association!

ArtSpanish Springs Town SquareSpecial Events

Christmas Cruise-In Entertainment | Scooter The DJ Featured Car Club | Geezer's Non Club The Villages POPS Chorus | 4pm The Villages Gem Stone Dancers | 6pm The Villages Twirlers Show Team & Drum Crops | 7pm Clown Alley#179 Strolls | 5:30pm - 7:30pm More Information to Follow

Car ShowCarsCruise InSpanish Springs Town SquareSpecial Events

January 2019

New Date! The Lake Sumter Art & Craft Festival will now take place on January 5th & 6th, 2019! One of Florida's fastest-growing communities, The Villages® community plays host to the annual Lake Sumter Art & Craft Festival now in January. Since it's inception, the craft festival at Lake Sumter Landing continues to grow and highlight the talents of many unique crafters, providing the area with one of its most enjoyable spring traditions. Come meet and visit with some of the nation's best crafters while enjoying the charming streets of this spectacular community. Find great one-of-a-kind craftwork and sample great food while listening to the tunes of live music as you peruse the displays. Shop handcrafted leather goods, paintings, photography, personalized products, glassworks, and much more-- all made in The USA!

Arts & CraftsFree EventLake Sumter Landing Market SquareSpecial Events

On Behalf of The Villages Entertainment and The Villages Charter Schools we invited you to be a part of Cajun Cruise and Blues benefiting The Buffalo Scholarship for The Villages Charter School students. Multiple Live Music Acts, Wild Game Food Vendors, Car Cruise-in, Shemekia Copeland Blues Concert at The Sharon L. Morse Performing Arts Center.

BluesFundraiserSpanish Springs Town Square

February 2019

Featured Car Club is the Tampa Bay Austin Healey Club and The ACCA Villages Region Car Club and Blue Stone Circle performing.

CarsCruise InSpecial Events

Hayfire, 1st Annual Pie Eating Contest, Resident Performers, Clown Alley #179, Stilt Walkers, Food and Market Vendors and More!

Brownwood Paddock SquareSpecial Events

March 2019

King Guys Red Beans & Rice Band | Sunshine Strollers | Brown Bag Brass Band | WEFLIP Entertainment Circus Act | WEFLIP Entertainment Jumpers | The Villages Belly Dancers | Sweet & Sassy Line Dance Team | Silver Rockettes | Stilt Walkers | Clown Alley #179 | Food Trucks featuring Voodoo Kitchen Food Trucks and More!

FestivalsSpanish Springs Town SquareSpecial Events

Featuring WEFLIP Entertainers | Sunshine Strollers | Sounds of Scotland | The Byrne Brothers | Rathkeltair | The Gem Stone Dancers | Prime Time Twirlers | Bag Pipers | Clown Alley #179

Lake Sumter Landing Market SquareSpecial Events

Featuring Sunshine Stollers | Sounds of Scotland | WEFLIP Entertainment | The Empty Hats | The Villages Cheerleaders | The Villages Twirlers & Drum Corps | Bag Pipes | Stilt Walkers | Clown Alley #179

Spanish Springs Town SquareSpecial Events

April 2019

Come Celebrate Rocky and The Rollers 20th Anniversary with Surprise Special Guests.

Brownwood Paddock SquareJust AnnouncedSpecial Events

Featured Car Club | The Villages Vintage Car Club MPiRE | 5pm - 9pm For Sponsorship, Vendor and Volunteer opportunities please contact Special Events at 352-750-5411 or Email Us

CarsCruise InSpecial Events

May 2019

Live Entertainment featuring Ravelli in Gazebo Strolling Entertainment featuring MARIACHI VIVA MEXICO! VIVA MEXICO! DANCER’S The Villages Performer groups Aloha O’ Ka Hula Dance Troupe | Spanish Folkloric Dance Group | Mystic Jewels | Clown Alley #179 Live entertainment  | Food Trucks | Vendors | Chance Drawing For Sponsorship, Vendor and Volunteer opportunities please contact Special Events at 352-750-5411 or Email us

Celebration. HolidaySpecial Events

Featured Car Club | Citrus County Cruisers & Cruisin' Couples For Sponsorship, Vendor and Volunteer opportunities please contact Special Events at 352-750-5411 or Email us

CarsCruise InFree EventSpecial Events

June 2019

Featured Car Club | King of the Road, Leesburg Chapter of the AACA For Sponsorship, Vendor and Volunteer opportunities please contact Special Events at 352-750-5411 or Email us

CarsCruise InSpecial Events

Decorated Beach Hat Contest Registration | 5-7pm 3 Grand Prizes Awarded | 8pm WeFlip Entertainment | Kona Ice | Hot Dogs | Lawn Games | Free Photobooth Pool Ponies/Unicorns for Sale to Benefit Your Humane Society SPCA Movie Tickets Chance Drawing | 7pm The Lion King | Toy Story 4

Free EventLake Sumter Landing Market SquareSpecial EventsTheme Night

July 2019

Come on down for our All American Brews & Cruise at The Villages Brownwood Paddock Square July 4 from 4-9pm. Free live entertainment will be provided by Johnny Wild and the Delights. Enjoy our market vendors and our fabulous food truck friends; Up in Smoke, Fat Ones, Maine Lobster, and Papa’s Grill. Don’t forget to grab a craft beer flight at our beer tent, featuring our new Village brews. Stop by the info tent to enter in a chance drawing. During band breaks, cheer on The Villages performer groups; Sugar n Spice, The Villages Twirlers & Drum Corps, and The Villages Cheerleaders as they captivate us in their patriotic routines. Jump at the opportunity for a VIP experience during our 4th of July celebration with tickets. End the night mesmerized by our new Projector light show. For Sponsorship, Vendor and Volunteer opportunities please contact Special Events at 352-750-5411 or Email us

Celebration. HolidaySpecial Events

• Summer Santa photo op • Sumter County Sheriff’s office Toy drive benefiting the tri county area • Live Entertainment: Scooter the DJ • Featured Car Club: Ocala Street Cruisers • Performer group: Aloha O’ Ka Hula For Sponsorship, Vendor and Volunteer opportunities please contact Special Events at 352-750-5411 or Email us

CarsCruise InSpecial Events

August 2019

• Live entertainment: Dance Express • Bobalous Food Truck

CarsCruise InSpecial Events

•Live Entertainment: Scooter The DJ •Sponsored by: Bealls •Provided By: The Villages Daily Sun •Trophies for "most spirited costume" and "best school spirit"

College Colors DaySchool SpiritSpecial Events

September 2019

• Live Entertainment: Scooter The DJ • Featured Car Club: Citrus Mopars Club • Maine Lobster Food Truck

CarsCruise InSpecial Events

Featuring: The Villages Antique Automobile Club

Car ShowSpecial Events

October 2019

Featuring: The Villages Vintage Car Club

Car ShowSpecial Events

Featuring: The Villages Miata/MX-5 Club

Car ShowSpecial Events

Featuring: The Villages Chrysler Convertible Club

Car ShowSpecial Events

•Featuring European and South American heritage •Operation Shoe box Charity •Live Entertainment: Global Distinction Band with Clark Barrios •Performer Groups: Silver Rockettes and the Spanish Folkloric Dance Troupe

Heritage FestivalSpecial Events

•Featuring North American, Asian, African, and Australian heritage •Live Entertainment: 7 Wonder World Band with Clark Barrios •Performer Groups: Silver Rockettes and the Spanish Folkloric Dance Troupe

Heritage FestivalSpecial Events

• Featured Car Club: The Florida Edsel Club • Bobalous Food Truck • Live Entertainment: Dance Express

CarsCruise InSpecial Events

Carnival Games and Corn Maze from 3-9pm, Hayride 4-9pm, Trunk 'n Treat for children 12 and under from 5-8pm, Haunted House from 6 - 9pm Live Entertainment: Johnny Wild & The Delights and We Flip Performer Groups: Shaka Crew, Sugar n Spice, Mystic jewels Dance Troupe, Sweet & Sassy, Gemstone Dancers, and The Original Villages Belly Dancers

Brownwood Paddock SquareGamesHalloweenSpecial Events

November 2019

Featuring: The Villages BMW-Z Club

Car ShowSpecial Events

•Live Entertainment: Take 2 •Bar Huts open at 10am •Dozens of arts & crafts vendors

Arts & CraftsSpecial Events

•Live Entertainment: Rock Solid •Bar Huts open at 10am •Dozens of arts & crafts vendors

Arts & CraftsSpecial Events

•In conjunction with The Brownwood® Farmer’s Market! •There will be over 20 Educational exhibits showcasing Sumter County Agriculture, Horticulture, and Farming! •A great opportunity to learn about all of the amazing agriculture that is taking place in our own backyard!

Brownwood Paddock SquareFarmer's MarketSpecial Events

•Live Entertainment: Scooter the DJ •Latest makes and models of cars •Over 20 car dealerships

Car ShowDaily SunSpecial Events

•Live Entertainment: Scooter the DJ •Performer Groups: The Villages Twirlers & Drum Corps and The Villages Cheerleaders •The Villages Nomads ride through square in honor of Honor Flight Veterans •Display of Model As, Model Ts, and The Villages Classic Automobile Club

Special EventsVeteran's Day

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