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Sumter County

Florida

Home to The Villages — the largest retirement community in the United States — Sumter County combines the energy of three bustling town squares with the quiet charm of rural Florida. From nightly live music to the Webster Flea Market, there's always something happening.

3 Communities
141,000+ Population
204 Places Listed
12+ Upcoming Events
The Villages town squares
Nightly live entertainment
Webster Flea Market
Dade Battlefield
Good Neighbor Trail
See All Events →
JUN 6 SAT
JUN 8 MON

Musical Creative Drama: Seussical Jr. (1st – 2nd Grade) ♫

The Sharon Performing Arts Center

Time TBA
The Villages Music
JUN 8 MON

Performance Workshop: Seussical Jr. (3rd – 8th Grade) ♫

The Sharon Performing Arts Center

Time TBA
The Villages Music
JUN 8 MON

Performance Workshop: Seussical Jr.

The Sharon Performing Arts Center

9:00 AM
JUN 8 MON

Musical Creative Drama: Seussical Jr.

Sharon L. Morse Performing Arts Center

9:00 AM
JUN 9 TUE
JUN 10 WED

Simply Clapton

Savannah Center

Time TBA
The Villages Music
JUN 11 THU

Clearwater: A Tribute to CCR

Savannah Center

Time TBA
The Villages Music
JUN 13 SAT
JUN 18 THU
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American With A Latin Twist

American With A Latin Twist

Restaurant
Bushnell

Cafe in Bushnell blending American and Latin flavors, serving coffee, breakfast items, and lunch in a casual setting.

food-drinkcafe
Amerikanos Grille

Amerikanos Grille

Restaurant $$
The Villages

Mediterranean and American cuisine at Spanish Springs with both indoor and outdoor seating plus an outdoor bar. The gyros and lamb dishes stand out, and the location right on the square means you're steps from the nightly entertainment.

live-musicdog-friendly
Amor & Agave Mexican Cuisine

Amor & Agave Mexican Cuisine

Bar
Bushnell

Mexican restaurant in Bushnell serving tacos, enchiladas, burritos, and margaritas in a colorful, festive setting. A reliable spot for Tex-Mex cravings.

Another Broken Egg Cafe

Another Broken Egg Cafe

Restaurant
The Villages

Casual chain featuring egg dishes & other breakfast items, plus brunch sandwiches.

dog-friendly
AstronomyKart

AstronomyKart

Museum
The Villages

Family-friendly go-kart attraction in Lady Lake offering racing fun for all ages. A solid pick for an afternoon of friendly competition near The Villages.

artsfamily-friendly
Ay Jalisco

Ay Jalisco

Restaurant
The Villages

Homey Mexican eatery offering a menu of familiar favorites, plus a full liquor bar.

family-friendly
Bamboo Bistro

Bamboo Bistro

Restaurant $$
The Villages

Comfortable Pan-Asian joint with roomy booth seating supplying fusion fare, like sushi & pho.

BarkPark of Wildwood

BarkPark of Wildwood

Park
The Villages

Off-leash dog park in Wildwood with separate areas for large and small dogs. A great spot for pups to run free while their humans enjoy the outdoors.

outdoordog-friendly
Beef o bradys

Beef o bradys

Restaurant
Bushnell

Pub chain for the whole family, with Irish-inflected grub plus TVs & sports memorabilia.

family-friendlydog-friendlylive-music
Bella Vita Italian Steakhouse

Bella Vita Italian Steakhouse

Restaurant $$$
The Villages

Rustic Italian charm meets modern piano bar atmosphere. Hand-cut steaks, housemade pastas, and craft cocktails make this the go-to date night spot at Spanish Springs.