Durham Region Happy Hours 2026: 21 Spots With Deals
Quick answer: The most common happy hour window in Durham Region is 11 AM to 5 PM, with several 2 to 5 PM weekday windows too, and several Oshawa, Whitby and Ajax pubs sell $5 to $6 pints in that daytime window. As of November 1, 2026, TodaysTab tracks 23 Durham spots with a timed happy hour window, with the most in Oshawa.
Last verified November 1, 2026. Where a venue's own site and our records differ, or a venue publishes no times or prices, we say so, and you should call ahead. We re-check the list monthly.
| Venue | Deal | Days and times | Price | Neighbourhood |
|---|---|---|---|---|
| Berry Hill Bistro (82 King St W, Oshawa) | Craft draft, hi-balls, martinis | Tue-Sat, 3-5 PM | $6 each | Downtown Oshawa |
| Cork & Bean (8 Simcoe St N, Oshawa) | Drafts and house wine | Mon-Sat, 3-6 PM | $6 | Downtown Oshawa |
| Portly Piper Pub Oshawa (557 King St E, Oshawa) | 20 oz domestic and craft pints | Daily, 11 AM-5 PM | $5.50 | King Street East, Oshawa |
| Chasers Bar & Grill (1300 King St E, Oshawa) | Domestic pints | Daily, until 5 PM | $5 | King Street East, Oshawa |
| The Canadian Brewhouse (Oshawa) (2710 Simcoe St N, Oshawa) | House wine (6 oz), tacos, poutine | Mon-Sat, 2-6 PM | $5.99 wine, $3.99 taco | North Oshawa |
| The Tap & Tankard (224 Brock Street S, Whitby) | Mill Street pints | Wed, 4 PM-midnight | $6 | Downtown Whitby |
| Bollocks Pub & Kitchen (Whitby) (30 Taunton Road E, Whitby) | Domestic pints | Daily, 11 AM-5 PM | $5.50 | North Whitby (Taunton Road East) |
| Portly Piper Pub Ajax (235 Bayly St W, Ajax) | Domestic pints | Daily, 11 AM-4 PM | $5.50 | Ajax (Bayly Street) |
Durham Region had 696,992 residents in the 2021 Census and Oshawa is its largest municipality at 175,383, according to a Region of Durham report on the 2021 Census. According to TodaysTab's checks on November 1, 2026, we track 139 active Durham venues and 45 have a special with a stated day or time window checked in the last 45 days. Of those, 23 list a timed happy hour. The most common window is 11 AM to 5 PM, listed by six venues, ahead of 2 to 5 PM at five. Five venues in our data, including Kings Tavern in Whitby, list a happy hour starting at 9 PM or later. The lowest drink price in our data is a $3.99 stein of Bud Light at The Canadian Brewhouse in Oshawa (from the chain's happy hour page); the lowest pint price we could read on a pub's own site is $5 at Chasers.
Downtown Oshawa
Berry Hill Bistro (82 King St W, Oshawa) runs Tuesday to Saturday, 3 to 5 PM: craft draft $6, a 1 oz hi-ball (vodka, gin, rye or rum) $6, a martini $6, classic cocktails $9, pulled pork sliders $4 and sweet potato fries $6. The venue's site lists it as closed Mondays.
Cork & Bean (8 Simcoe St N, Oshawa) has happy hour Monday to Saturday, 3 to 6 PM: drafts and house wine $6, and any can $2 off, according to its own site. TodaysTab's records show $5, so the site's $6 is what we quote.
King Street East and south Oshawa
The two King Street East pubs run the same pattern: cheap pints until 5 PM, then a different wing or combo deal each night. The Keg is on Stevenson Road South.
Portly Piper Pub Oshawa (557 King St E, Oshawa) sells 20 oz selected domestic and local craft pints for $5.50 daily from 11 AM to 5 PM. The site also lists half-price wings Monday and a $16 pint and pound on Sundays.
Chasers Bar & Grill (1300 King St E, Oshawa) sells domestic pints for $5 every day until 5 PM (its site lists 11 AM to 5 PM but shows the pub opening at noon), and its site lists a $10 deluxe burger and fries on Mondays and 90 cent wings on Tuesdays.
The Keg Steakhouse + Bar - Oshawa (255 Stevenson Road S, Oshawa) runs happy hour in the bar and lounge, dine-in: weekdays until 6 PM (it opens at 4 PM, so the weekday window is 4 to 6 PM), weekends until 5 PM, and daily from 9 PM to close, according to the Keg's site. The location page shows no prices.
West Oshawa (King Street West, Vanier)
Whisky John's Oshawa (843 King St W, Oshawa) lists an everyday 11 AM to 5 PM deal in our October check: a domestic pint and pound of wings for $14.99, plus $4.99 tallboys and $4.99 selected drafts. Its daily specials page is images only, so call ahead to confirm.
North Oshawa (Taunton Road and Simcoe Street North)
North Oshawa has a chain happy hour and a pub with a daily pint window.
The Canadian Brewhouse (Oshawa) (2710 Simcoe St N, Oshawa) lists happy hour Monday to Saturday from 2 to 6 PM plus a late-night window from 9 PM to close: 6 oz house wine $5.99, a 591 mL chalice of Stella Artois $9.49, birria, beef or chicken tacos $3.99 and classic poutine $7.99. The prices come from the chain's happy hour page, not an Oshawa-specific one, so call 905-432-6966 to confirm.
One Eyed Jack Pub & Grill (33 Taunton Rd W, Oshawa) lists $5.50 20 oz pints (local craft and selected domestic) daily from 11 AM to 5 PM, plus 50% off wine bottles on Wednesdays, according to TodaysTab's October check. The pub's site did not show the pint price, so call to confirm.
Downtown Whitby and Brock Street
The Tap & Tankard (224 Brock Street S, Whitby) opens Wednesday and Thursday from 4 PM to midnight and Friday and Saturday from noon to 2 AM, and is closed Sunday to Tuesday, according to its site. TodaysTab's October check lists Mill Street pints at $6 on Wednesdays, craft pints at $7 and half-price wine bottles on Thursdays, and Irish pints (Guinness, Smithwick's, Kilkenny, Harp) at $6 on Fridays from noon to 10 PM. Call to confirm.
North Whitby (Taunton Road East)
One pub with a daily pint window, about 5 km north of the Consumers Drive chain below.
Bollocks Pub & Kitchen (Whitby) (30 Taunton Road E, Whitby) lists a daily 11 AM to 5 PM happy hour with domestic pints at $5.50 (Canadian, Coors Light, Bud Light, Budweiser), according to its site. TodaysTab's October check also lists a $7.50 Guinness on Tuesdays and 6 oz house wine for $6 on Wednesdays.
Whitby: Consumers Drive
Consumers Drive sits beside Highway 401 and has one chain with a weekday window.
Scaddabush Italian Kitchen & Bar Whitby (75 Consumers Dr, Whitby) runs happy hour Monday to Friday, 2 to 5 PM and from 9 PM to close, according to its site, which shows no prices. TodaysTab's October check lists $6 sangria and spritz cocktails and $2 off 18 oz import draught, so call to confirm.
Brooklin
Brooklin is the northern community of Whitby, on Baldwin Street North.
Lowlands Kitchen & Bar (67 Baldwin St N, Brooklin) lists happy hour Monday to Thursday, 2 to 5 PM, dine-in only, in our October check: $6 tall boys and half-price appetizers. The restaurant has a happy hour page we could not read, so call ahead.
Brooklin Pub (15 Baldwin Street N, Brooklin) lists $5 20 oz pints and $5.50 tall boys daily from 11 AM to 3:30 PM, half-price wings on Mondays and a late-night bar rail from 9 PM, according to TodaysTab's October check. A third-party listing shows a different 2 to 5 PM window and we could not read the pub's site, so call to confirm.
Ajax: Bayly Street West
Three pubs sit on Bayly Street West, so you can compare them on one trip.
Cloud Nine Bar & Grill (368 Bayly St W, Ajax) lists happy hour Sunday to Thursday from noon to 4 PM: $5.95 for a 20 oz draught and $4.95 for bottles of Canadian, Coors Light or Miller Lite, according to TodaysTab's October check. The venue's site did not show it and we could not confirm its current hours, so call ahead.
Portly Piper Pub Ajax (235 Bayly St W, Ajax) sells domestic pints for $5.50 daily from 11 AM to 4 PM on its own site, with a buck-a-wing Tuesday and an $18 pint and pound on Thursdays and Sundays.
Mackenzie Pub (250 Bayly St W, Ajax) lists pints at $6 daily from 11 AM to 5 PM and domestic tall boys at $5.50 on Wednesdays and Sundays on its site, plus $1 wings (minimum 10) on Tuesdays and Thursdays.
Ajax: Kingston Road East
The Keg Steakhouse + Bar - Ajax (190 Kingston Road E, Ajax) runs happy hour in the bar and lounge, dine-in: weekdays until 6 PM (it opens at 4 PM, so the weekday window is 4 to 6 PM), weekends until 5 PM and daily from 9 PM to close, according to the Keg's site, with no prices posted on the location page.
Il Fornello Ajax (95 Kingston Road E, Ajax) lists Friday to Sunday 2 to 5 PM and daily from 8 PM to close on its site: Aperol Spritz and margarita $10, sangria $9, draught beer $5 and select 6 oz wines $6 to $9. We could not confirm the Tuesday pizza deal.
Pickering and Uxbridge
Watr Taverna & Ristorante (590 Liverpool Rd, Pickering) sits on the Frenchman's Bay waterfront on Liverpool Road, next to the marina, and opened in January 2026. TodaysTab's October check lists happy hour Monday to Friday 2 to 5 PM and daily from 9:30 PM to close, with a $6 bar rail and 6 oz house wine at $8. The restaurant links a happy hour menu PDF that we could not read, so call 905-303-2560 to confirm.
The Fox Goes Free (339 Kingston Road, Pickering) lists a Tuesday wing night on its site, which shows no prices, so call 905-509-6464 for the deal.
Urban Pantry (4 Toronto Street N, Uxbridge) lists Wednesday happy hour from 4:30 to 9 PM: $12 cocktails, $7 draft beer, wine by the glass $10, $15 off wine bottles and 20% off starters, according to its site.
What's not on this list
We left these out because we could not confirm a current deal. Gabby's Kitchen and Bar at 214 Ritson Rd N in Oshawa is in our records with a $5 bar rail from 2 to 5 PM, but we could not find a current menu or happy hour page for it. Kelsey's and East Side Mario's in Bowmanville and The Old Newcastle House in Newcastle have specials in our data that we did not confirm. OpenTable's Durham lists also name Baxters Landing, Jack Astor's, State & Main and The Pickle Barrel, none of which we can confirm. Port Perry, Courtice and Bowmanville have almost no timed happy hours in our data.
Frequently asked questions
What time is happy hour in Durham Region?
The most common window in TodaysTab's data is 11 AM to 5 PM, listed by six venues as of November 1, 2026. Five more run 2 to 5 PM, such as Scaddabush in Whitby. Cork & Bean in Oshawa runs 3 to 6 PM and The Keg runs until 6 PM on weekdays.
Where are the cheapest pints in Oshawa?
Chasers Bar & Grill at 1300 King St E sells domestic pints for $5 daily from 11 AM to 5 PM, according to its site. Portly Piper Pub Oshawa on King St E charges $5.50 for a 20 oz pint in the same window, and Cork & Bean downtown charges $6 for drafts from 3 to 6 PM.
Which Durham bars have late-night happy hour?
The Keg in Oshawa and Ajax lists a happy hour daily from 9 PM to close, and the Canadian Brewhouse in Oshawa and Scaddabush in Whitby list the same window on their sites. Watr in Pickering and Brooklin Pub in Whitby show late windows in our October check.
Is there a Sunday happy hour in Durham Region?
Yes. Portly Piper in Oshawa lists its $5.50 pint window daily, including Sunday. Cloud Nine Bar & Grill in Ajax runs noon to 4 PM Sunday to Thursday, according to TodaysTab's October check, and the Keg runs until 5 PM on weekends. Canadian Brewhouse lists Monday to Saturday only.
Is happy hour legal in Ontario?
Yes. The Alcohol and Gaming Commission of Ontario dropped its ban on advertising the term "happy hour" in May 2019, according to the AGCO's 2019-2020 annual report. Licensees must still follow the AGCO's rules on responsible service and promotion.
How do I know these Durham deals are current?
Each venue entry says where the deal came from. Prices marked as coming from the venue's own site were read there, and the rest come from TodaysTab's October check and need a phone call. The list was last verified on November 1, 2026 and is re-checked monthly.
More Durham Region deals and guides
This guide is a snapshot; the live pages are always current. See every deal on the Durham Region page, browse Friday, Thursday and Monday specials, or submit a deal we missed. Read the Durham Region blog and how we verify every special. Nearby guides: Toronto, Hamilton, London, Ottawa and Barrie. Further afield: Kelowna, Edmonton, Calgary and Vancouver.