Villages life
Dining & nightlife
Every restaurant, bar and café on the squares — with phone numbers, price and tags like patio and live music — plus Kevin’s picks, what’s coming, and free live entertainment on the squares every night of the year.
Tonight · Thursday
Free live music on the squares, 5–9 pm
Every night of the year there’s a live band on the town squares — no ticket, no cover. From October through May it’s 5 to 9 pm. Weeknights are the easy nights: parking is simple and restaurant waits are short.
- Hacksaw HamlinTonight · 5 PM – 9 PM
- Fri, Oct 9: Uncle Bob’s Rock Shop
- Sat, Oct 10: The Edge Of Rock
Farmers market Mondays, 9 am–1 pm
Full calendar ↗- The Rundown BandTonight · 5 PM – 9 PM
- Fri, Oct 9: The Mordigans | Car Show 5:00 PM – 8:00 PM
- Sat, Oct 10: Cable Cars
Farmers market Tuesdays, 9 am–1 pm
Full calendar ↗- MPIRETonight · 5 PM – 9 PM
- Fri, Oct 9: CLUB CTRL Feat. DJ Lu-S
- Sat, Oct 10: Penta
Farmers market Saturdays, 9 am–2 pm
Full calendar ↗- Alan Ross KaraokeTonight · 12 PM – 2 PM
- Earth BeatTonight · 5 PM – 9 PM
- Fri, Oct 9: The Dave Capp Project
- Sat, Oct 10: Greg Warren Trio 12pm-3pm | Swing Theory 6pm-10pm
Entertainment most nights
Full calendar ↗
Schedule from The Villages Entertainment, refreshed hourly — performances are subject to change, so check their page before you go. Bring a folding chair; regulars set up in the same spot every night. How a night out here works →
Find a place (75 of 75)
Spanish Springs Town Square (14)
Amerikanos Grille
Greek-American · $$
352-633-8027Verified Sep 2026Ay! Jalisco
Mexican · $$
352-259-6582Verified Sep 2026Barons Creek Vineyards
Wine bar · $$
Bar
Verified Sep 2026Bella Vita Italian Steakhouse
Italian steakhouse · $$$
Reservations
Verified Sep 2026CFS Coffee
Coffee · $
Breakfast
Verified Sep 2026Coastal del Mar Seafood Grill
Seafood · $$$
352-268-3701Verified Sep 2026Dunkin’
Coffee & donuts · $
Breakfast
Verified Sep 2026Flippers Pizzeria
Pizza · $
Verified Sep 2026Gator’s Dockside
American sports bar · $$
BarFamily friendly
352-430-1377Verified Sep 2026Kilwin’s Chocolate & Ice Cream
Ice cream & chocolate · $
352-630-4704Verified Sep 2026McCall’s Tavern
Tavern · $$
BarLive music
Verified Sep 2026Panera Bread
Bakery café · $
Breakfast
Verified Sep 2026Ruby Tuesday
American · $$
352-751-1801Verified Sep 2026World of Beer
Beer bar & tavern · $$
BarPatio
Verified Sep 2026
Lake Sumter Landing Market Square (23)
Amelia’s at The Waterfront Inn
American · $$$
WaterfrontBreakfast
Verified Sep 2026Bravo Pizza
Pizza · $
Verified Sep 2026Calypso at The Waterfront Inn
Tiki bar · $$
WaterfrontBarPatio
Verified Sep 2026Chop House at Lake Sumter
Steakhouse · $$$$
Reservations
Verified Sep 2026City Fire
American grill · $$
BarPatio
Verified Sep 2026Cody’s Original Roadhouse
Steaks & roadhouse · $$
Family friendly
Verified Sep 2026Flying Biscuit Café
Southern breakfast & brunch · $$
Breakfast
Verified Sep 2026Häagen-Dazs
Ice cream · $
Verified Sep 2026Johnny Rockets
Burgers & shakes · $
Family friendly
Verified Sep 2026LUMA Mediterranean Kitchen
Mediterranean · $$
Verified Sep 2026Lazy Mac’s Taco Shack
Tacos · $
Verified Sep 2026Leahi Health
Smoothies & healthy · $
Verified Sep 2026Lighthouse Point Bar & Grille
Seafood & American · $$
WaterfrontBarPatio
Verified Sep 2026Panera Bread
Bakery café · $
Breakfast
Verified Sep 2026Peterbrooke Chocolatier
Chocolate · $
Verified Sep 2026R.J. Gator’s
Florida seafood & American · $$
Bar
Verified Sep 2026Redsauce
Italian · $$
Verified Sep 2026Sonny’s BBQ
Barbecue · $$
Family friendly
Verified Sep 2026Starbucks
Coffee · $
Breakfast
Verified Sep 2026Thai Ruby
Thai · $$
Verified Sep 2026The Angler’s Club
Bar & grill · $$
BarWaterfront
Verified Sep 2026TooJay’s Gourmet Deli
Deli · $$
Breakfast
Verified Sep 2026VKI Japanese Restaurant
Japanese & sushi · $$
Verified Sep 2026
Brownwood Paddock Square (16)
Another Broken Egg Café
Breakfast & brunch · $$
Breakfast
352-775-1942Verified Sep 2026Bluefin Grill & Bar
Seafood & sushi · $$$
BarReservations
352-571-5344Verified Sep 2026City Fire
American grill · $$
BarPatio
352-561-2078Verified Sep 2026Cody’s Original Roadhouse
Steaks & roadhouse · $$
Family friendly
352-430-2996Verified Sep 2026Dunkin’
Coffee & donuts · $
Breakfast
352-689-2007Verified Sep 2026Fiesta Grande Mexican Grill
Mexican · $$
Patio
352-571-5234Verified Sep 2026Five Guys
Burgers · $
352-399-5535Verified Sep 2026Gator’s Dockside
American sports bar · $$
BarFamily friendly
352-775-4071Verified Sep 2026Harvest
Farm-to-table American · $$$
Reservations
352-571-5514Verified Sep 2026Island Fin Poké
Poké bowls · $
352-492-4414Verified Sep 2026McAlister’s Deli
Deli · $
352-399-5934Verified Sep 2026Prima Italian Steakhouse
Italian steakhouse · $$$
Reservations
352-391-9939Verified Sep 2026Renee’s French Bakery
French bakery · $
Breakfast
352-571-5093Verified Sep 2026Scooples
Ice cream · $
352-750-6263Verified Sep 2026TooJay’s Gourmet Deli
Deli · $$
Breakfast
352-350-2122Verified Sep 2026World of Beer
Beer bar & tavern · $$
BarPatioLive music
352-633-9519Verified Sep 2026
Sawgrass Grove (12)
Coffee & Crepes
Coffee & crepes · $
Breakfast
Verified Sep 2026Darlin’s Sweet Shoppe
Sweets · $
Verified Sep 2026Frenchy’s Wood Fired Original
Wood-fired pizza · $
Verified Sep 2026LUMA Mediterranean Kitchen
Mediterranean · $$
Verified Sep 2026Little Fin Seafood Shack
Seafood · $$
Verified Sep 2026McGrady’s Pub
Pub · $$
BarLive musicPatio
Verified Sep 2026Papa Joe’s Pizza & More
Pizza · $
Verified Sep 2026Sawgrass Tavern
Outdoor bar · $$
BarPatioLive music
Verified Sep 2026Sizzle N Smash
Burgers & grill · $
Verified Sep 2026Southern Tender
Chicken · $
Verified Sep 2026The Local Butcher & Market
Butcher & pantry · $$
Verified Sep 2026Willy’s Original Smashburgers
Burgers · $
Verified Sep 2026
Eastport (6)
Island Fin Poké
Poké bowls · $
Verified Sep 2026Lucky Goat Coffee
Coffee · $
Breakfast
Verified Sep 2026Port Side Coffee Co.
Coffee · $
Breakfast
Verified Sep 2026Prime + Ember
Steakhouse · $$$$
WaterfrontPatioReservationsBar
Verified Sep 2026Sundaze Ice Cream
Ice cream · $
Waterfront
Verified Sep 2026Yamas Mediterranean
Mediterranean · $$$
Waterfront
Verified Sep 2026
Nightlife
Live music on the squares — every night
Spanish Springs, Lake Sumter Landing and Brownwood each have free live entertainment on the square 365 nights a year, usually 5–9 PM. Bring a chair or grab a patio table.
Theaters & shows
The Sharon L. Morse Performing Arts Center (Spanish Springs) for touring shows; Old Mill Playhouse (Lake Sumter Landing) and Barnstorm Theater (Brownwood) for movies; the Tracy Performing Arts Center at Middleton.
Bars, pubs & late nights
Filter above by Bar, Live music or Happy hour. World of Beer, McCall’s Tavern, McGrady’s Pub and the Sawgrass Tavern are the regulars’ starting points.
Coming soon (4)
- Coming soon
Blondie’s Bar
Bar · $$ · Spanish Springs
Verified Sep 2026 - Coming soon
Maseritas Tacos & Tequila Cantina
Mexican · $$ · Eastport
Bar
Verified Sep 2026 - Coming soon
Oak & Stone
Craft beer & artisan pizza · $$ · Eastport
Bar
Verified Sep 2026 - Coming soon
Peach Valley Café
Breakfast & brunch · $$ · Eastport
Breakfast
Verified Sep 2026
Directory built from the developer’s official listings (Sept 2026). Price bands and tags are estimates until verified. Spot an error or a favorite we’re missing? Tell Kevin.