Dream
a little, or a lot
The Villages is a place where you can write a new story every day. A life well-lived in The Villages can be as relaxing or active as you’d like. Do more of what you love, learn something new, spend quality time with friends and family. The possibilities are truly endless. Come write your next chapter with us.
Seasonal
Highlights
Explore featured fall and holiday experiences happening throughout the community.
Dragon Boat Rodeo
- Nov. 14
- 8am-1pm
- Central Lake at Eastport
Get ready for an action-packed morning of fire on the water! Watch the Grand Masters Dragon Boat Club teams and other Villager teams go head-to-head in a series of races on Central Lake during the 1st Annual Dragon Boat Rodeo.
2026
Pro Shootout
- Nov. 20
- 12pm-5pm
Follow 10 professional players as they match off to see who takes home the coveted Pro Shootout belt.
Business Spotlight
Village Pack & Ship Plus
Seasonal Deals
- Now through Nov. 21
- La Plaza Grande
Enjoy Holiday deals all season long with Saturday Packing Specials from Oct. 3 – Nov. 21, Personalized Holiday Gifts from Nov. 1 – Nov. 21, and photo restoration services available all year long!
Business Spotlight
Flying Biscuit Café
- Until Nov. 26
- Lake Sumter Landing
Enjoy seasonal specials that reflect the flavors of fall, like Pumpkin Pancakes and the Brown Sugar Pumpkin Latte.
Business Spotlight
Peterbrooke Chocolatier
- Nov. 27
- 2pm-6pm
Be sure to catch the customer appreciation party on Black Friday, from 2 PM – 6 PM, and enter the raffles for exciting prizes being given out throughout the holiday season! And for folks looking for a little extra holiday magic, be sure to sign up for the specialty decorating class happening in early December – or, book your own private party, starting at $35.00 per person with a minimum of 8 attendees!
Amerikanós Grille
Welcome Back Snow Bird Special
- Fridays
- 7pm-10pm
Enjoy the thrill of a flaming saganaki cheese paired with festive, hand-crafted cocktails like the Caramel White Russian, Cucumber Mint Martini, Vanilla Mule, or a Berry Splash, $17.
Business Spotlight
Mustard Seed Decor & Gifts
- Nov. 28
- 10am-7pm
- Mustard Seed Decor & Gifts
The Fall Sale begins October 17th, with 20% off all Fall and Halloween Items. While we offer 10% off to Veterans every day being a Veteran owned business, this year we will be donating 20% of of our proceeds to The Villages Honor Flight. Celebrate Small Business Saturday with the Holiday Open House on November 28th, complete with a meet-and-greet with Santa from 1 PM – 3 PM.
Shop & Dine Saturdays
Shop local, discover something new, and celebrate the season! Join us for Shop & Dine Saturdays across The Villages, with festive fall finds and flavors every weekend in October and November.
Neighborhood Release
New Homesites in Long Prairie Close to it All
Imagine your dream home just moments to everyday conveniences, exciting new destinations, and world-class recreation. Long Prairie’s newest neighborhood puts you close to the upcoming Live Oak Shopping Center and Tribute Recreation Complex, and all the excitement of the Eastport area.
Business Spotlight
Brylah Fashions
Seasonal Styles
- Brylah Fashions at Spanish Springs Town Square
Discover seasonal looks for fall, Halloween, and Thanksgiving – with or without bling to suit your style! Find new shirts, leggings, capris, skorts, and accessories to complete your festive look!
Business Spotlight
Evelyn & Arthur
Seasonal Deals
- Every Saturday in October & November
- Evelyn & Arthur at Brownwood
Every Saturday during Oct. and Nov., spend $50+ for a chance to win a $100 store gift card. One entry per purchase, per Saturday. Oct. winner drawn Nov. 2; Nov. winner drawn Nov. 30.
Business Spotlight
Lucky Goat Coffee
Seasonal Deals
- Nov. 2
- Lucky Goat Coffee at Eastport
Starting Nov. 2nd, discover the festive flavors of the Snowflake Crunch Latte, the Candy Cane Mocha, and the Roasted Nutcracker Latte. Plus, find deals and promotions throughout the season!
Business Spotlight
The Purple Pig
Seasonal Deals
- Nov. 2
- The Purple Pig at Middleton
Starting Monday, Nov. 2, receive a complimentary jewelry gift when you make a purchase of $60 or more on regularly-priced merchandise.
Neighborhood Release
Move Right into Your Furnished Villa Near Eastport
Victoria Villas are ready to welcome you home in The Village of Well Point. Discover these professionally designed and furnished Patio Villa homes, where you can settle in and start enjoying the incredible lifestyle that surrounds you. Spend your days exploring the Eastport area’s vibrant hub of activity, with exciting opportunities for recreation, welcoming gathering places and new experiences to connect with neighbors and friends.
Neighborhood Release
Beautiful Views and Elegant Living at Ashlynn Villas
Come write your next chapter at Ashlynn Villas in The Village of Merritt Field, where everyday living feels connected, convenient, and full of possibility! These thoughtfully designed Courtyard Villa homes offer the ideal canvas to create your personal retreat near all the fun and adventure of the Eastport area.
Business Spotlight
Woof Gang Bakery
- Palm Ridge Plaza, Brownwood Paddock Square, Middleton
Enjoy fall photo opportunities where guests can take pictures with their furry friends and get dog-friendly treats for the cutest pumpkins in the patch!
Business Spotlight
Naples Soap Company
- Various Dates
- Various Times
- Naples Soap Company
- Oct 22-25 – 17th Anniversary Sale: Save $5 on $50, $15 on $75, or $35 on $125
- Nov 5-8: 20% Off Bundle Deals
- Nov 24-Dec 1 – Black Friday Sale: 30% Off Naples Soap Company Products
- Nov 30-Dec 1 – Cyber Monday Sale: Free Shipping over $25
Light Up The Villages
- Dec. 1
- 5pm-9pm
- The Villages Town Squares
Featuring cheerful holiday music, dazzling lights, and special guests of honor ready to help bring the night to life, Light Up The Villages is here to help enjoy the real magic of the holidays: spending time with our friends, family, and neighbors
Women’s Golf Expo
- Dec. 5
- 9:30am-1:30pm
- Lopez Legacy Country Club
This year’s Women’s Golf Expo will be held at the Lopez Legacy Country Club on December 5, 2026, from 9:30am to 1:30pm. Be sure to drop in and discover all that the Women’s Golf Expo has to offer, including:
- Exhibitors and Demos
- Top Brands
- Raffle Prizes
- Fittings
Business Spotlight
Island Fin Poke
- Happy Hour 4-5 PM
- Brownwood Paddock Square
Be transported to a tropical winter wonderland as you enjoy festive décor, pumpkin Dole whip and seasonal beverages, a daily happy hour, and half off Dole whip treats!
Hanukkah in The Villages
- Dec. 4-12
- 4pm
- All Town Squares
Join resident-led Hanukkah celebrations and traditions honoring Jewish heritage and community.
Services
- Dec. 6 @ 2-4pm | Brownwood
- Dec. 8 @ 2-4pm | Eastport
- Dec. 9 @ 2-4pm | Spanish Springs
Menorah Lightings
- Dec. 4-12 @ 4pm | All Town Squares
Neon Night
- Dec. 19
- 5-9pm
- Brownwood, Eastport, & Spanish Springs
Get ready to glow! Wear your brightest neon and light-up accessories as you dance the night away on the Square with friends and neighbors. Stay tuned for more info!
Business Spotlight
Betsy’s Boutique
- Lake Sumter Landing
Enjoy the spirit of the holidays with 40%-50% off select items in the store! Shop among charming holiday décor as you browse for that perfect gift and find hidden treasures in this unique boutique.
Business Spotlight
McAlister’s Deli
- Brownwood Paddock Square
Through the end of the year, enjoy seasonal offerings like Peanut Butter Pie, Spicy Green Aioli Pork Nachos, and a variety of specialty beverages that will make your meal festive!
Business Spotlight
Marco’s Pizza
Margarita pizza is back, and New York style Pepperoni pizza staying for the season! Enjoy festive decor, fantastic flavors, and find “Hot Deals” for the holidays!
Check Back Soon for More
seasonal fun!
2026
Pro Shootout
- Nov. 20
- 12pm-5pm
Follow 10 professional players as they match off to see who takes home the coveted Pro Shootout belt.
Women’s Golf Expo
- Dec. 5
- 9:30am-1:30pm
- Lopez Legacy Country Club
This year’s Women’s Golf Expo will be held at the Lopez Legacy Country Club on December 5, 2026, from 9:30am to 1:30pm. Be sure to drop in and discover all that the Women’s Golf Expo has to offer, including:
- Exhibitors and Demos
- Top Brands
- Raffle Prizes
- Fittings
Check Back Soon for More
seasonal fun!
Dragon Boat Rodeo
- Nov. 14
- 8am-1pm
- Central Lake at Eastport
Get ready for an action-packed morning of fire on the water! Watch the Grand Masters Dragon Boat Club teams and other Villager teams go head-to-head in a series of races on Central Lake during the 1st Annual Dragon Boat Rodeo.
Hanukkah in The Villages
- Dec. 4-12
- 4pm
- All Town Squares
Join resident-led Hanukkah celebrations and traditions honoring Jewish heritage and community.
Services
- Dec. 6 @ 2-4pm | Brownwood
- Dec. 8 @ 2-4pm | Eastport
- Dec. 9 @ 2-4pm | Spanish Springs
Menorah Lightings
- Dec. 4-12 @ 4pm | All Town Squares
Check Back Soon for More
seasonal fun!
Light Up The Villages
- Dec. 1
- 5pm-9pm
- The Villages Town Squares
Featuring cheerful holiday music, dazzling lights, and special guests of honor ready to help bring the night to life, Light Up The Villages is here to help enjoy the real magic of the holidays: spending time with our friends, family, and neighbors
Hanukkah in The Villages
- Dec. 4-12
- 4pm
- All Town Squares
Join resident-led Hanukkah celebrations and traditions honoring Jewish heritage and community.
Services
- Dec. 6 @ 2-4pm | Brownwood
- Dec. 8 @ 2-4pm | Eastport
- Dec. 9 @ 2-4pm | Spanish Springs
Menorah Lightings
- Dec. 4-12 @ 4pm | All Town Squares
Neon Night
- Dec. 19
- 5-9pm
- Brownwood, Eastport, & Spanish Springs
Get ready to glow! Wear your brightest neon and light-up accessories as you dance the night away on the Square with friends and neighbors. Stay tuned for more info!
Check Back Soon for More
seasonal fun!
Business Spotlight
Village Pack & Ship Plus
Seasonal Deals
- Now through Nov. 21
- La Plaza Grande
Enjoy Holiday deals all season long with Saturday Packing Specials from Oct. 3 – Nov. 21, Personalized Holiday Gifts from Nov. 1 – Nov. 21, and photo restoration services available all year long!
Business Spotlight
Flying Biscuit Café
- Until Nov. 26
- Lake Sumter Landing
Enjoy seasonal specials that reflect the flavors of fall, like Pumpkin Pancakes and the Brown Sugar Pumpkin Latte.
Business Spotlight
Peterbrooke Chocolatier
- Nov. 27
- 2pm-6pm
Be sure to catch the customer appreciation party on Black Friday, from 2 PM – 6 PM, and enter the raffles for exciting prizes being given out throughout the holiday season! And for folks looking for a little extra holiday magic, be sure to sign up for the specialty decorating class happening in early December – or, book your own private party, starting at $35.00 per person with a minimum of 8 attendees!
Amerikanós Grille
Welcome Back Snow Bird Special
- Fridays
- 7pm-10pm
Enjoy the thrill of a flaming saganaki cheese paired with festive, hand-crafted cocktails like the Caramel White Russian, Cucumber Mint Martini, Vanilla Mule, or a Berry Splash, $17.
Business Spotlight
Mustard Seed Decor & Gifts
- Nov. 28
- 10am-7pm
- Mustard Seed Decor & Gifts
The Fall Sale begins October 17th, with 20% off all Fall and Halloween Items. While we offer 10% off to Veterans every day being a Veteran owned business, this year we will be donating 20% of of our proceeds to The Villages Honor Flight. Celebrate Small Business Saturday with the Holiday Open House on November 28th, complete with a meet-and-greet with Santa from 1 PM – 3 PM.
Shop & Dine Saturdays
Shop local, discover something new, and celebrate the season! Join us for Shop & Dine Saturdays across The Villages, with festive fall finds and flavors every weekend in October and November.
Business Spotlight
Brylah Fashions
Seasonal Styles
- Brylah Fashions at Spanish Springs Town Square
Discover seasonal looks for fall, Halloween, and Thanksgiving – with or without bling to suit your style! Find new shirts, leggings, capris, skorts, and accessories to complete your festive look!
Business Spotlight
Evelyn & Arthur
Seasonal Deals
- Every Saturday in October & November
- Evelyn & Arthur at Brownwood
Every Saturday during Oct. and Nov., spend $50+ for a chance to win a $100 store gift card. One entry per purchase, per Saturday. Oct. winner drawn Nov. 2; Nov. winner drawn Nov. 30.
Business Spotlight
Lucky Goat Coffee
Seasonal Deals
- Nov. 2
- Lucky Goat Coffee at Eastport
Starting Nov. 2nd, discover the festive flavors of the Snowflake Crunch Latte, the Candy Cane Mocha, and the Roasted Nutcracker Latte. Plus, find deals and promotions throughout the season!
Business Spotlight
The Purple Pig
Seasonal Deals
- Nov. 2
- The Purple Pig at Middleton
Starting Monday, Nov. 2, receive a complimentary jewelry gift when you make a purchase of $60 or more on regularly-priced merchandise.
Business Spotlight
Woof Gang Bakery
- Palm Ridge Plaza, Brownwood Paddock Square, Middleton
Enjoy fall photo opportunities where guests can take pictures with their furry friends and get dog-friendly treats for the cutest pumpkins in the patch!
Business Spotlight
Naples Soap Company
- Various Dates
- Various Times
- Naples Soap Company
- Oct 22-25 – 17th Anniversary Sale: Save $5 on $50, $15 on $75, or $35 on $125
- Nov 5-8: 20% Off Bundle Deals
- Nov 24-Dec 1 – Black Friday Sale: 30% Off Naples Soap Company Products
- Nov 30-Dec 1 – Cyber Monday Sale: Free Shipping over $25
Business Spotlight
Island Fin Poke
- Happy Hour 4-5 PM
- Brownwood Paddock Square
Be transported to a tropical winter wonderland as you enjoy festive décor, pumpkin Dole whip and seasonal beverages, a daily happy hour, and half off Dole whip treats!
Business Spotlight
Betsy’s Boutique
- Lake Sumter Landing
Enjoy the spirit of the holidays with 40%-50% off select items in the store! Shop among charming holiday décor as you browse for that perfect gift and find hidden treasures in this unique boutique.
Business Spotlight
McAlister’s Deli
- Brownwood Paddock Square
Through the end of the year, enjoy seasonal offerings like Peanut Butter Pie, Spicy Green Aioli Pork Nachos, and a variety of specialty beverages that will make your meal festive!
Business Spotlight
Marco’s Pizza
Margarita pizza is back, and New York style Pepperoni pizza staying for the season! Enjoy festive decor, fantastic flavors, and find “Hot Deals” for the holidays!
Check Back Soon for More
seasonal fun!
Neighborhood Release
New Homesites in Long Prairie Close to it All
Imagine your dream home just moments to everyday conveniences, exciting new destinations, and world-class recreation. Long Prairie’s newest neighborhood puts you close to the upcoming Live Oak Shopping Center and Tribute Recreation Complex, and all the excitement of the Eastport area.
Neighborhood Release
Move Right into Your Furnished Villa Near Eastport
Victoria Villas are ready to welcome you home in The Village of Well Point. Discover these professionally designed and furnished Patio Villa homes, where you can settle in and start enjoying the incredible lifestyle that surrounds you. Spend your days exploring the Eastport area’s vibrant hub of activity, with exciting opportunities for recreation, welcoming gathering places and new experiences to connect with neighbors and friends.
Neighborhood Release
Beautiful Views and Elegant Living at Ashlynn Villas
Come write your next chapter at Ashlynn Villas in The Village of Merritt Field, where everyday living feels connected, convenient, and full of possibility! These thoughtfully designed Courtyard Villa homes offer the ideal canvas to create your personal retreat near all the fun and adventure of the Eastport area.
Check Back Soon for More
seasonal fun!
Explore Your Best Life
The Villages provides the backdrop where you can live life to the fullest. Do more of what you already love, learn something new and make great friendships along the way. Your adventure begins here… what will you do today?
Today's Entertainment
There is always something exciting going on in our hometown. With live music every night and weekly events, you will never be bored. See tonight’s schedule, take a virtual look at the Town Squares with our live webcams, and then come on down and join in the fun.
We look forward to seeing you lovin’ life in The Villages!
Brownwood Paddock Square®
Nightly Entertainment
5:00 PM - 9:00 PMGet Directions
Eastport®
Nightly Entertainment
5:00 PM - 9:00 PMGet Directions
Lake Sumter Landing Market Square®
Nightly Entertainment
5:00 PM - 9:00 PMGet Directions
Spanish Springs Town Square®
Nightly Entertainment
5:00 PM - 9:00 PMGet Directions
Sawgrass Grove®
Nightly Entertainment
5:00 PM - 9:00 PMGet Directions
Monthly Happenings
Here's a full line-up of activities you can look forward to!
See Calendar
Come visit and experience
the lifestyle our residents
enjoy every day!