Events – Hello Middleton

What’s on today

Middleton, day by day

Tuesday, July 14
— every show, market, meeting and matinee around the neighborhood.

87°
Clear
64% · 14 mph

Nightlife

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Trivia Night

Wed Jul 15 · 3:00pm · Fenway Bar & Grill

The Alan Ross Karaoke Roadshow

Thu Jul 16 · 8:00am · Sawgrass Grove

Live Acoustic

Thu Jul 16 · 2:30pm · World of Beer Brownwood

Poker Tournament Night

Thu Jul 16 · 3:00pm · Oxford Downs Poker Room

Karaoke & Pizza Party at Evolve

Fri Jul 17 · 2:30pm · Evolve Studio 425 Plaza Drive

Live Music

Fri Jul 17 · 4:00pm · Fenway Bar & Grill

Live Music

Sat Jul 18 · 4:00pm · Fenway Bar & Grill

Trivia Night

Wed Jul 22 · 3:00pm · Fenway Bar & Grill

Live Music

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Live Effect

Tue Jul 14 · 2:00pm · Eastport

Anita Drink Band

Tue Jul 14 · 2:00pm · Lake Sumter Landing

Street Talk

Tue Jul 14 · 2:00pm · Brownwood Paddock Square

Bobby Blackmon & The B3 Band

Tue Jul 14 · 2:00pm · Spanish Springs

Acoustic Blue

Tue Jul 14 · 2:00pm · Sawgrass Grove

Sunsets at Pier 60 Festival

Wed Jul 15 · 1:00pm · Pier 60

Paisley Craze

Wed Jul 15 · 2:00pm · Brownwood Paddock Square

Stellacoustic

Wed Jul 15 · 2:00pm · Sawgrass Grove

Food & Drink

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Wine Tasting Friday

Fri Jul 17 · 1:00pm · Two Old Hags Wine Shop

Friday Night Vibes Food Trucks in Mascotte

Fri Jul 24 · 12:00pm · 334 E Myers Blvd

Wine Tasting Friday

Fri Jul 24 · 1:00pm · Two Old Hags Wine Shop

Wine Tasting Friday

Fri Jul 31 · 1:00pm · Two Old Hags Wine Shop

Wine Tasting Friday

Fri Aug 7 · 1:00pm · Two Old Hags Wine Shop

Wine Tasting Friday

Fri Aug 14 · 1:00pm · Two Old Hags Wine Shop

Wine Tasting Friday

Fri Aug 21 · 1:00pm · Two Old Hags Wine Shop

Brownwood Arts & Crafts Festival

Sat Oct 3 · 6:00am · Brownwood

Markets & Makers

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Webster Westside Flea Market

Mon Jul 20 · 3:00am · Webster Westside Flea Market

Webster Westside Flea Market

Mon Jul 27 · 3:00am · Webster Westside Flea Market

Motorcycle Swap Meet @ Webster Westside

Sat Aug 1 · 3:00am · Webster Westside Flea Market

Motorcycle Swap Meet @ Webster Westside

Sun Aug 2 · 3:00am · Webster Westside Flea Market

Webster Westside Flea Market

Mon Aug 3 · 3:00am · Webster Westside Flea Market

Webster Westside Flea Market

Mon Aug 10 · 3:00am · Webster Westside Flea Market

Webster Westside Flea Market

Mon Aug 17 · 3:00am · Webster Westside Flea Market

Webster Westside Flea Market

Mon Aug 24 · 3:00am · Webster Westside Flea Market

Arts & Culture

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Kids Movies at Epic Theatres Clermont

Wed Jul 15 · 6:00am · 2405 S US-27

Kids Movies at Epic Theatres Mount Dora

Wed Jul 15 · 6:00am · 2300 Spring Harbor Blvd

Epic Theaters Mount Dora – $6 Tuesday Admission

Tue Jul 21 · 5:00am · 2300 Spring Harbor Blvd

Epic Theaters Clermont – $6 Tuesday Admission

Tue Jul 21 · 5:00am · 2405 S. Hwy 27

Kids Movies at Epic Theatres Clermont

Wed Jul 22 · 6:00am · 2405 S US-27

Kids Movies at Epic Theatres Mount Dora

Wed Jul 22 · 6:00am · 2300 Spring Harbor Blvd

Epic Theaters Mount Dora – $6 Tuesday Admission

Tue Jul 28 · 5:00am · 2300 Spring Harbor Blvd

Epic Theaters Clermont – $6 Tuesday Admission

Tue Jul 28 · 5:00am · 2405 S. Hwy 27

Outdoors & Rec

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Lake Griffin Nature Scavenger Hunt at Fruitland Park Library

Wed Jul 15 · 6:00am · 604 W. Berckman St. Fruitland Park

Dungeons and Dragons at Fruitland Park Library

Thu Jul 16 · 12:00pm · 604 W Berckman St

Engines and Explorers Event at Fruitland Park Library

Fri Jul 17 · 6:30am · 604 W. Berckman St. Fruitland Park

Fruitland Park Astronomy Group

Sat Jul 18 · 1:00pm · 300 Shiloh Street

Leesburg Lightning Baseball Games

Sat Jul 18 · 3:00pm · 240 Ball Park Rd

Sky Zone GLOW Clermont

Sat Jul 18 · 4:00pm · 2510 S US-27

Dungeons and Dragons at Fruitland Park Library

Thu Jul 23 · 12:00pm · 604 W Berckman St

Back To School Splash Bash Eustis

Sat Jul 25 · 6:00am · Eustis Aquatic Center 250 Ferran Park Dr

Kids & Family

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Summer Toddler Time at Jungle Zone Tavares

Wed Jul 15 · 4:00am · 1960 Woodlea Rd Tavares

The Choo Choo Crew at Umatilla Library

Wed Jul 15 · 5:30am · 412 Hatfield Dr

Storytime at Tavares Library

Wed Jul 15 · 6:00am · 314 N New Hampshire Ave #3099

Storytime at Groveland Library

Wed Jul 15 · 6:30am · 756 W Broad St

Toddler Time at WT Bland Library

Wed Jul 15 · 6:30am · 1995 N Donnelly St

Storytime at Lady Lake Library

Wed Jul 15 · 6:30am · 225 W Guava St

Family Storytime at Eustis Memorial Library

Wed Jul 15 · 6:30am · 120 North Center Street Eustis

Story Time

Wed Jul 15 · 7:00am · Bushnell Library

Day Trips

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Cirque du Soleil – Drawn to Life

Tue Jul 14 · 3:30pm · Disney Springs

Cirque du Soleil – Drawn to Life

Wed Jul 15 · 3:30pm · Disney Springs

Cirque du Soleil – Drawn to Life

Thu Jul 16 · 3:30pm · Disney Springs

House of Blues Live

Thu Jul 16 · 4:00pm · Disney Springs

Live Music at Disney Springs

Fri Jul 17 · 1:30pm · Disney Springs

Cirque du Soleil – Drawn to Life

Fri Jul 17 · 3:30pm · Disney Springs

House of Blues Live

Fri Jul 17 · 4:00pm · Disney Springs

Stanley Pond Adventure Farm U Pick and Fun Zone

Sat Jul 18 · 6:00am · 15426 County Rd 48

Civic & Community

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BOCC Regular Meeting

Tue Jul 14 · 2:00pm · Sumter County Board of County Commissioners

BOCC Constitutional Officer Budget Workshop

Wed Jul 15 · 5:00am · Sumter County Board of County Commissioners

Crochet at Astor Library

Thu Jul 16 · 10:00am · 54905 Alco Rd

Crochet at Astor Library

Mon Jul 20 · 10:00am · 54905 Alco Rd

Planning and Zoning Special Master Meeting (PZSM)

Mon Jul 20 · 1:00pm · Sumter County

Crochet at Astor Library

Thu Jul 23 · 10:00am · 54905 Alco Rd

Crochet at Astor Library

Mon Jul 27 · 10:00am · 54905 Alco Rd

BOCC Regular Meeting

Tue Jul 28 · 2:00pm · Sumter County Board of County Commissioners

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Wacky Wednesday at Yard Stop Mount Dora

Wed Jul 15 · 4:00am · 4200 N Highway 19A

Moms Morning Out at Orlando Health South Lake Hospital

Wed Jul 15 · 6:00am · 1935 Don Wickham Drive

Ready-Set-Read

Wed Jul 15 · 7:00am · Bushnell Library

Wacky Water Wednesday in Groveland

Wed Jul 15 · 7:00am · Varies – See Website for Details

AMC Summer Movies

Wed Jul 15 · 7:00am · 10401-015 US-441

The Bald Eagle at Eustis Memorial Library

Wed Jul 15 · 10:00am · 120 N Center St

Belvedere Book Club

Wed Jul 15 · 10:00am · Belvedere Library

Love A Bug Day at Cooper Memorial Library

Wed Jul 15 · 10:00am · 2525 Oakley Seaver Drive Clermont

School & Campus

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Buffalo Stampeders 2026 Pop Warner Football & Cheer Season Begins! (Registration Open Now)

Tue Jul 14 · 8:00pm · TVCS Buffalo Ridge Campus

Class of 2027 Senior Photo Sessions @ VHS

Mon Jul 20 · 4:00am · Central FL

Non-Instructional Staff Report

Mon Aug 3 · 3:30am · Central FL

New Family Orientation

Mon Aug 3 · 2:00pm · TVCS Middleton Campus

Orientation

Tue Aug 4 · 7:00am · Central FL

1st Day of School

Thu Aug 6 · 3:00am · Central FL

HS – Meet the Buffalo Night

Mon Aug 10 · 2:00pm · The Villages High School

HS – Football vs. Land O’ Lakes (Fall Classic)

Fri Aug 14 · 3:00pm · The Range at H.G. Morse Stadium, Sumterville, FL 33585, USA