Good drinks.
Great deals.
Better together.

Browse recurring Monday food and drink specials in Windsor–Essex. The compact directory below keeps every schedule and source easy to scan.

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Monday specials 48 deals Tuesday specials 50 deals Wednesday specials 46 deals Thursday specials 45 deals Friday specials 43 deals Saturday specials 35 deals Sunday specials 38 deals

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Monday Restaurant Specials in Windsor–Essex

Back to Windsor–Essex

Specials 1–24 of 48, from 33 local venues.

Boston Pizza Food

Food special

Buy a medium or large pizza and get a second medium or large pizza for 50% off

Daily · During venue hours 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website

Boston Pizza Food

Food special

$54.99 Pizza and Wing Meal Deal with a large pizza, wings, entrée salad and Bandera Bread

Daily · During venue hours 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website

Boston Pizza Food

Food special

$19.99 Meal Deal for One with a small pizza and starter salad

Daily · During venue hours 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website

Boston Pizza Food & Drinks

Happy hour

$15 lunch offer with a selected main, side and beverage

Monday–Friday · 11:00 AM–3:00 PM 3 areas: South Windsor, Tecumseh, Windsor-Essex Verified Jul 23, 2026 Official source Website

Boston Pizza Food

Weekday Lunch

Main, side and drink $15, Monday–Friday 11 a.m.–3 p.m

Monday–Friday · 11:00 AM–3:00 PM 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website

Bourbon Tap & Grill Drinks

Drink special

$6 Miller Lite pint

Monday · During venue hours 3 areas: Belle River, Tecumseh, Walkerville / Ottawa Street Verified Jul 22, 2026 Official source

Chuck's Roadhouse Food

Food special

Lunch Express starting at $9, with a 15-minute service guarantee on eligible menu items

Daily · 11:00 AM–5:00 PM 3 areas: Essex, Kingsville, Leamington Verified Jul 22, 2026 Official source Website

Chuck's Roadhouse Food

Food special

All appetizers are 50% off after 9 p.m

Daily · 9:00 PM–close 3 areas: Essex, Kingsville, Leamington Verified Jul 22, 2026 Official source Website

Ciociaro Club Restaurant Food & Drinks

Happy hour

$20 pizza and pint

Monday · During venue hours Oldcastle — 3745 North Talbot Road Verified Jul 22, 2026 Official source

East Side Mario's - Windsor Drinks

Drink special

$3.99 unlimited Violet Iced Tea Lemonade or Italian Soda

Daily · During venue hours East Windsor — Tecumseh Mall, 7780 Tecumseh Road East Verified Jul 22, 2026 Official source

East Side Mario's - Windsor Food

Monday

All-you-can-eat pasta $19.99, including soup, salad and garlic homeloaf

Monday · During venue hours East Windsor — Tecumseh Mall, 7780 Tecumseh Road East Verified Jul 22, 2026 Official source Website

Harbour House Waterfront Eatery Drinks

Drink special

$5 selected domestic draught, $6 imports and 50% off selected wine, cocktails and well drinks

Daily · 2:00 PM–5:00 PM East Windsor Waterfront — 9550 Riverside Drive East Verified Jul 22, 2026 Official source Website

Harbour House Waterfront Eatery Drinks

Drink special

$5 selected domestic draught, $6 imports and 50% off selected wine, cocktails and well drinks during late night

Daily · 9:00 PM–close East Windsor Waterfront — 9550 Riverside Drive East Verified Jul 22, 2026 Official source Website

Harbour House Waterfront Eatery Food

Food special

$2.50 oysters per shuck

Daily · 2:00 PM–5:00 PM East Windsor Waterfront — 9550 Riverside Drive East Verified Jul 22, 2026 Official source Website

Harbour House Waterfront Eatery Food

Food special

Late-night food from $6–$20, including appetizers, tacos, burgers, fish and chips, ribs and rigatoni alla vodka

Daily · 9:00 PM–close East Windsor Waterfront — 9550 Riverside Drive East Verified Jul 22, 2026 Official source Website

Harbour House Waterfront Eatery Food

Food special

Happy Hour food from $6–$17, including chips and queso, wings, crab cakes, mussels, calamari, truffle fries and spinach dip

Daily · 2:00 PM–5:00 PM East Windsor Waterfront — 9550 Riverside Drive East Verified Jul 22, 2026 Official source Website

John Max Sports & Wings - Dougall Drinks

Drink special

$5 selected pints all day

Daily · During venue hours South Windsor — 3208 Dougall Avenue Verified Jul 22, 2026 Official source

John Max Sports & Wings - Dougall Food

Food special

Two-for-one traditional or boneless wings all day

Daily · During venue hours South Windsor — 3208 Dougall Avenue Verified Jul 22, 2026 Official source

John Max Sports & Wings - Lauzon Drinks

Drink special

$5 selected pints all day

Daily · During venue hours East Windsor — 2601 Lauzon Parkway Verified Jul 22, 2026 Official source

John Max Sports & Wings - Lauzon Food

Food special

Two-for-one traditional or boneless wings all day

Daily · During venue hours East Windsor — 2601 Lauzon Parkway Verified Jul 22, 2026 Official source

Kelseys Original Roadhouse Food

Food special

Selected burgers starting around $10 on Mondays

Monday · All day 2 areas: South Windsor, Tecumseh Verified Jul 23, 2026 Official source Website

Kelseys Original Roadhouse Food

Happy Hour

Select beer, wine and mixed drinks $5; select appetizers $10

Monday · During venue hours 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website

Kelseys Original Roadhouse Food

Happy Hour

Select beer, wine and mixed drinks $5; select appetizers $10

Daily · 3:00 PM–5:00 PM 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website

Kelseys Original Roadhouse Drinks

Happy Hour

Select beer, wine and mixed drinks $5; select appetizers $10

Daily · 3:00 PM–5:00 PM 2 areas: South Windsor, Tecumseh Verified Jul 22, 2026 Official source Website