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Browse recurring Monday food and drink specials in Oakville–Milton–Halton Hills. The compact directory below keeps every schedule and source easy to scan.

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Monday specials 33 deals Tuesday specials 33 deals Wednesday specials 34 deals Thursday specials 31 deals Friday specials 26 deals Saturday specials 19 deals Sunday specials 22 deals

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Monday Restaurant Specials in Oakville–Milton–Halton Hills

Back to Oakville–Milton–Halton Hills

Specials 1–24 of 33, from 25 local venues.

BLK Swan Kitchen Hub Drinks

Drink special

$6.49 Swan Lager pints every day

Daily · All day Bronte / West Oakville — 3420 Rebecca Street, Oakville, ON L6L 6W2 Verified Jul 24, 2026 Official source Website

BLK Swan Kitchen Hub Food & Drinks

Happy hour

Half-price wings after 3 p.m., $2 off tall cans and a $12.99 lunch special

Monday · 3:00 PM–close Bronte / West Oakville — 3420 Rebecca Street, Oakville, ON L6L 6W2 Verified Jul 24, 2026 Official source Website

Boston Pizza Food & Drinks

Happy hour

$15 lunch deal with a selected main, side and drink

Monday–Friday · 11:00 AM–3:00 PM 2 areas: North Oakville, Winston Park Verified Jul 24, 2026 Official source Website

Bronte Sports Kitchen Food

Food special

Half-price wings on Monday

Monday · All day Bronte / West Oakville — 2544 Speers Road, Oakville, ON L6L 5W8 Verified Jul 24, 2026 Official source

Bâton Rouge Oakville Drinks

Drink special

Happy hour with $7 beer, wine and mixed drinks plus $10 signature cocktails

Monday–Friday · 3:00 PM–6:00 PM Winston Park — 2005 Winston Park Drive, Oakville, ON L6H 6P5 Verified Jul 24, 2026 Official source Website

Chop Steakhouse Burlington–Oakville Food & Drinks

Happy hour

Discounted happy-hour food and drinks in the lounge and patio

Daily · 3:00 PM–6:00 PM • 9:00 PM–close Burloak — 3451 South Service Road West, Oakville, ON L6L 0C3 Verified Jul 24, 2026 Official source Website

Dave & Buster's Oakville Drinks

Drink special

Late-night happy hour with selected drinks starting at $5

Sunday–Thursday · 10:00 PM–close Winston Park — 2021 Winston Park Drive Unit E, Oakville, ON L6H 6P5 Verified Jul 24, 2026 Official source

Dave & Buster's Oakville Drinks

Drink special

Happy hour with selected drinks starting at $5

Monday–Friday · 4:00 PM–7:00 PM Winston Park — 2021 Winston Park Drive Unit E, Oakville, ON L6H 6P5 Verified Jul 24, 2026 Official source

Fresh Kitchen + Juice Bar Oakville Food & Drinks

Happy hour

Happy hour with $5 juices and smoothies, $9 appetizers and $10 cocktails

Daily · 3:00 PM–5:00 PM • 8:00 PM–10:00 PM Downtown Oakville — 215 Lakeshore Road East, Oakville, ON L6J 1H7 Verified Jul 24, 2026 Official source Website

Harper's Landing Food & Drinks

Happy hour

Happy hour with selected drinks and appetizers starting at $5

Daily · 3:00 PM–5:00 PM • 9:00 PM–close Central Oakville — 481 Cornwall Road, Oakville, ON L6J 7S8 Verified Jul 24, 2026 Official source Website

Kelseys Food

Food special

Selected burgers starting around $10 on Mondays

Monday · All day 2 areas: Burloak, Milton Verified Jul 23, 2026 Official source Website

Kelseys Food & Drinks

Happy hour

Happy hour with selected $5 drinks and $10 appetizers

Daily · 3:00 PM–5:00 PM • 8:00 PM–close 2 areas: Burloak, Milton Verified Jul 23, 2026 Official source Website

Lone Star Texas Grill – Oakville Food

Food special

$32.99 all-you-can-eat ribs on Monday

Monday · All day Winston Park — 2520 Hyde Park Gate, Oakville, ON L6H 6M2 Verified Jul 24, 2026 Official source Website

Lone Star Texas Grill – Oakville Food & Drinks

Happy hour

Late happy hour with drinks from $4.99 and half-price calamari, wings and nachos

Daily · 8:00 PM–close Winston Park — 2520 Hyde Park Gate, Oakville, ON L6H 6M2 Verified Jul 24, 2026 Official source Website

Milestones Oakville Food & Drinks

Happy hour

$5 Club happy hour with selected $5 drinks and food offers

Daily · 3:00 PM–6:00 PM • 9:00 PM–close Burloak — 3529 Wyecroft Road, Oakville, ON L6L 0B7 Verified Jul 23, 2026 Official source Website

Milestones Oakville Food & Drinks

Monday bundle

Four selected Bellinis or beers plus two starters for about $40

Monday · All day Burloak — 3529 Wyecroft Road, Oakville, ON L6L 0B7 Verified Jul 23, 2026 Official source Website

Montana's BBQ & Bar Food

Food special

Half-price wings with a beverage purchase

Monday · All day 2 areas: Milton, Winston Park Verified Jul 24, 2026 Official source Website

Piano Piano Oakville Food & Drinks

Happy hour

Happy hour food and drink specials from $5 to $15

Daily · 3:00 PM–5:00 PM Downtown Oakville — 120 Thomas Street, Oakville, ON L6J 3A8 Verified Jul 24, 2026 Official source Website

St. Louis Bar & Grill Food & Drinks

Happy hour

$4 happy-hour menu from open–5 p.m. and 9 p.m.–close

Daily · 11:30 AM–5:00 PM • 9:00 PM–close 3 areas: Milton, West Oak Trails, Winston Park Verified Jul 24, 2026 Official source Website

State & Main Oakville Drinks

Drink special

$2 off margaritas on Monday

Monday · All day Uptown Core — 301 Hays Boulevard, Oakville, ON L6H 6Z3 Verified Jul 24, 2026 Official source

State & Main Oakville Food & Drinks

Happy hour

Happy hour with $6 house wine and discounted food and drinks

Daily · 2:00 PM–5:00 PM • 9:00 PM–close Uptown Core — 301 Hays Boulevard, Oakville, ON L6H 6Z3 Verified Jul 24, 2026 Official source Website

Symposium Cafe Milton Food

Food special

$14.95 weekday lunch specials

Monday–Friday · 11:00 AM–close Milton — 611 Holly Avenue, Milton, ON L9T 0K4 Verified Jul 24, 2026 Official source

Symposium Cafe Milton Food

Food special

$8.95 weekday early-bird breakfast until 10 a.m

Monday–Friday · Until 10:00 AM Milton — 611 Holly Avenue, Milton, ON L9T 0K4 Verified Jul 24, 2026 Official source

Symposium Cafe Milton Food & Drinks

Happy hour

Happy hour with $5 beer and wine plus discounted late-night appetizers

Daily · 3:00 PM–6:00 PM • 9:00 PM–close Milton — 611 Holly Avenue, Milton, ON L9T 0K4 Verified Jul 24, 2026 Official source