Fall Activities in The Villages
Keep an eye out for the Acorn popping up around town—it's your sign that a business, event, or location is getting in the spirit of the season!
Monthly
Happenings
Seasonal
Highlights
Explore featured fall and holiday experiences happening throughout the community.
Business Spotlight
Prima Italian Steakhouse
Special Event
On Nov. 4, 100% of profits will be donated to an organization that helps Wildwood Cops purchase gifts for children in need. Plus, choose a child from the Sponsor Tree or donate to the local Knights of Columbus for a $10 voucher for a future dining visit!
College Football Watch Party
Bring your chair, your friends and your cheer to watch Alabama take on LSU.
Veterans Day Concert
Join us at The Villages High School for a heartfelt Veterans Day concert honoring the courage, dedication, and service of America’s veterans. This special community celebration brings together the voices of the Advanced Choir Ensembles, the vibrant sounds of the Jazz Ensemble, and a special guest performance by the Heart of Florida Barbershop Ensemble.
Honoring Our Veterans
This Veterans Day, join us in honoring the service and sacrifice of our nation’s heroes. From memorial services to community tributes, special events across our community provide meaningful opportunities for all of us to reflect, remember, and show our gratitude.
Outdoor Movie: Memphis Belle
Special Event
Enjoy a public showing of Memphis Belle, the classic 1990 war drama that follow a ten-man crew of Air Force service members during World War II. Registration opens Oct. 29.
Dragon Boat Rodeo
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
Follow 10 professional players as they match off to see who takes home the coveted Pro Shootout belt.
Business Spotlight
Peterbrooke Chocolatier
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
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
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
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
The Purple Pig
Seasonal Deals
Starting Monday, Nov. 2, receive a complimentary jewelry gift when you make a purchase of $60 or more on regularly-priced merchandise.
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.
Fall Flavors
-
Singles$8
-
Doubles$10.50
-
Mocktails$6 Medium • $7.50 Large
Kick-off the Fall Season of Celebration by visiting one of our Town Square Bar Huts.
Business Spotlight
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
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
Neon Night
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
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
Follow 10 professional players as they match off to see who takes home the coveted Pro Shootout belt.
Check Back Soon for More
seasonal fun!
Honoring Our Veterans
This Veterans Day, join us in honoring the service and sacrifice of our nation’s heroes. From memorial services to community tributes, special events across our community provide meaningful opportunities for all of us to reflect, remember, and show our gratitude.
Outdoor Movie: Memphis Belle
Special Event
Enjoy a public showing of Memphis Belle, the classic 1990 war drama that follow a ten-man crew of Air Force service members during World War II. Registration opens Oct. 29.
Dragon Boat Rodeo
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.
Check Back Soon for More
seasonal fun!
College Football Watch Party
Bring your chair, your friends and your cheer to watch Alabama take on LSU.
Veterans Day Concert
Join us at The Villages High School for a heartfelt Veterans Day concert honoring the courage, dedication, and service of America’s veterans. This special community celebration brings together the voices of the Advanced Choir Ensembles, the vibrant sounds of the Jazz Ensemble, and a special guest performance by the Heart of Florida Barbershop Ensemble.
Honoring Our Veterans
This Veterans Day, join us in honoring the service and sacrifice of our nation’s heroes. From memorial services to community tributes, special events across our community provide meaningful opportunities for all of us to reflect, remember, and show our gratitude.
Fall Flavors
-
Singles$8
-
Doubles$10.50
-
Mocktails$6 Medium • $7.50 Large
Kick-off the Fall Season of Celebration by visiting one of our Town Square Bar Huts.
Light Up The Villages
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
Neon Night
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
Prima Italian Steakhouse
Special Event
On Nov. 4, 100% of profits will be donated to an organization that helps Wildwood Cops purchase gifts for children in need. Plus, choose a child from the Sponsor Tree or donate to the local Knights of Columbus for a $10 voucher for a future dining visit!
Business Spotlight
Peterbrooke Chocolatier
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
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
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
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
The Purple Pig
Seasonal Deals
Starting Monday, Nov. 2, receive a complimentary jewelry gift when you make a purchase of $60 or more on regularly-priced merchandise.
Business Spotlight
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
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
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!
Make the Most of the Season
Discover even more ways to enjoy Fall with activities, events, and programs across Recreation, Entertainment, Shopping & Dining, and Golf.
Recreation
Seasonal Fun in Recreation
Pursue Your Passion
Find the folks who share your passions. Clubs, activities, and Recreation Centers are here to help you get involved in more of what you love. Join a Resident-Led Club or start your own, keep moving with your favorite activities, or learn something new.
Find New Favorites
If you’re looking for even more ways to enjoy Recreation, then be sure to explore more seasonal programs, special events, and new opportunities to get active, learn something new, and connect with friends and neighbors.
Entertainment
Seasonal Fun in Entertainment
Seasonal Entertainment Hours
Spanish Springs
Lake Sumter Landing
Brownwood
Sawgrass Grove
Eastport
October
Sun
Mon
Tue
Wed
Thu
5pm-9pm
5pm-9pm
5pm-9pm
5pm-9pm
Fri
Sat
6pm-10pm
6pm-10pm
6pm-10pm
6pm-10pm
6pm-10pm
November
Sun
Mon
Tue
Wed
Thu
Fri
Sat
5pm-9pm
5pm-9pm
5pm-9pm
5pm-9pm
5pm-9pm
Seasonal Entertainment Hours
Spanish Springs
October
Sun-Thu
5pm-9pm
Fri-Sat
6pm-10pm
November
Mon-Sun
5pm-9pm
Lake Sumter Landing
October
Sun-Thu
5pm-9pm
Fri-Sat
6pm-10pm
November
Mon-Sun
5pm-9pm
Brownwood
October
Sun-Thu
5pm-9pm
Fri-Sat
6pm-10pm
November
Mon-Sun
5pm-9pm
Sawgrass Grove
October
Sun-Thu
5pm-9pm
Fri-Sat
6pm-10pm
November
Mon-Sun
5pm-9pm
Eastport
October
Mon-Sun
6pm-10pm
November
Mon-Sun
5pm-9pm
Catch a Show
Catch all your favorite shows and performances happening around The Villages – whether you’re looking for free nightly entertainment at the Squares or a Broadway-style production you can sing along to!
More Fun on the Squares
Discover even more ways to make the most of the season, from local markets and festivals to classic car shows and community gatherings.
Shopping & Dining
Seasonal Fun in Shopping & Dining
Discover Seasonal Specials
Explore festive deals, unique offerings, and other ways our hometown businesses are getting involved in the holiday happenings!
Golf
Seasonal Fun in Golf
Discover Golf Galore
Explore the wide collection of Executive and Championship golf available to residents and their guests.
Stay Up-to-Par
Explore The Villages golf classes, upgrade your gear at The Golf Shop, or discover the excitement of our tournaments and events.
Follow the Fun
We invite you to come be a part of our Fall Season of Celebration and discover even more ways you can enjoy autumn in The Villages. Be sure to sign up for Vmail and follow our socials to stay up to date on all the latest Happenings across The Villages.
Come visit and experience
the lifestyle our residents
enjoy every day!
