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16 Restaurants in Portland With Amazing Happy Hours, Winter 2017

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If it's cheap drinks you're after, often with affordable food alongside, happy hour is your best bet. Work is done, the dinner rush hasn't started, and hot bargains on food and drink pop up all over. But with so many choices for great happy hours in Portland, it can be difficult to be in the know about the latest and greatest deals.

So here's a mix of happy hours at fine dining restaurants—where the daily specials offer a chance to scope out a new spot without breaking the bank—and casual spots, many with great draft lists featuring local beer.

This map was originally created by the methodical Drink Up and Get Happy bloggers. It has been updated to include Old Port Sea Grill and Dock Fore. Buck's Naked BBQ and Rhum Food + Grog have departed, as both business have closed (Buck's Gorham and Freeport locations remain open).

Note: map points are listed in alphabetical order. Photos courtesy of Drink Up and Get Happy unless otherwise noted.

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Note: Restaurants on this map are listed geographically.

1. MJ's Wine Bar

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1 City Ctr
Portland, ME 04101
(207) 772-1400
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One of Portland's few wine-specific bars, MJ's has a warm decor and a variety of seating including plush leather couches, ample bar space, and a long, high table perfect for a large party inside. Don't miss the patio on a nice day, either. Happy hour includes $5 select wines and $4.50 20oz. drafts Monday to Friday 4 to 6 p.m.

2. MAPS

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64a Market Street
Portland, ME 04101
(207) 272-9263
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This underground bar has a unique take on happy hour, including specials for non-drinkers. Wednesday to Sunday 4 to 6 p.m. get $1 off 16 oz drafts and glasses of wine, or a slice of delicious cake with your choice of coffee or tea for $5. From 8 to 11 p.m., get a glass of port or other dessert wine with a piece of cake for $7.

3. Downtown Lounge

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601-605 Congress St
Portland, ME 04101
(207) 773-1363
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A Portland staple and a popular hangout for industry folk, the dive known fondly as DTL serves $3 well drinks and drafts, $7 pitchers of Bud, $10 pitchers of craft brews, and half off apps Monday to Friday 4 to 7 p.m.

4. Hot Suppa!

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703 Congress St
Portland, ME 04102
(207) 871-5005
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Hot Suppa! has been known for breakfast and lunch for years, and in 2010 started serving dinner and hosting Happy Hour five nights a week. Tuesday to Saturday 4 to 6 p.m. (yes, Saturday), find $1 off beers and cocktails plus a special happy hour food menu including coveted $1 oysters.

5. Bull Feeney's

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375 Fore St
Portland, ME 04101
(207) 773-7210
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Happy hour at this Irish pub runs Monday to Friday 4 to 7 p.m. with $3 drafts and 20% off the extensive collection of single malt Scotch and Irish whiskies. Thursday and Friday 5 to 6 p.m., though? On those days, you can get free bacon and cheese to accompany your beverages. Free bacon and cheese, people.

6. Blue Spoon

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89 Congress St
Portland, ME 04101
(207) 773-1116
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"Wine Time" is the house happy hour term here. Monday to Saturday 4:30 to 6 p.m. grab a glass of red or white (selection changes daily) for just $3. In warmer months you can enjoy patio seating while you snack on small plates. There's not a ton of space inside or out so get there early.

7. Congress Squared (C2)

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157 High St
Portland, ME 04101
(207) 517-8831
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While most who head to the Westin Harborview take the elevator to swanky bar Top of the East, stick to ground level for the best deals. Congress Squared or C2 offers a killer happy hour daily 4 to 7 p.m. Beer specials are $4, a daily wine is $5, and a select cocktail is $7, but it's the food which really sets this restaurant apart from the crowd. The entire bar menu is half off, including generous portions of scratch-made lobster sliders, sirloin burgers, and grilled flatbreads. Wednesdays you can also score half off bottles of wine all night, extending happy hour well into the evening.

8. The Portland Hunt + Alpine Club

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75 Market St
Portland, ME 04101
(207) 747-4754
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Since opening, this bar has garnered local and national acclaim for its superbly crafted cocktails. Happy hour is a great time to sample the creations — each month, find a few drinks following a theme for $6. You can also order a glass of the daily punch at anytime for that same price. Happy hour runs Monday to Friday 4 to 6 p.m. Get the popcorn too. Seriously.

9. Little Tap House

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106 High St
Portland, ME 04101
(207) 518-9283
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Each weekday from 4 to 7 p.m. this spot features its Bar and Barrel pairing, when you can get a featured appetizer paired with a local draft for just $5. These change daily so check social media for daily specials. Not hungry? Little Tap House also offers a $4 select local draft, house red and white wine, and a cocktail special.

10. The Front Room

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73 Congress St
Portland, ME 04101
(207) 773-3366
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The Front Room may have the city's best price on wine Monday to Friday 4 to 6 p.m., when you can snag a glass of red or white for just $2. The selection changes daily. If wine isn’t your thing, there's a daily beer and liquor special as well. Some patio seating is available, but it’s not suited for larger parties. You should also check out the Front Room’s sister restaurants (Grill Room, Corner Room, Boone’s Fish House) for more amazing deals, including The Corner Room's free snacks.

11. Bar Of Chocolate

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38 Wharf St
Portland, ME 04101
(207) 773-6667
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Chase the Green Fairy Monday to Friday 4 to 7 p.m. at this bar, where specials include $4 well cocktails and house wines, $7 martinis, and $9 absinthe. Don’t miss out on the stellar house made desserts, either.

12. The North Point

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35 Silver St
Portland, ME 04101
(207) 899-3778
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A wide array of $4 beers and $5 wines are available Monday to Friday 4 to 6 p.m. here.Cocktails more your style? There is often a cocktail of the day for $6, or you can hit up Tropical Tuesdays from 6 to close for $5 mojitos. Monday night is for wine lovers, featuring half-price bottles. Don't miss out on the outdoor seating on this quiet Old Port street.

13. David's

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22 Monument Sq
Portland, ME 04101
(207) 773-4340
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While happy hour at David’s is only served in the bar area, it’s definitely worth squeezing in for $3 local drafts or $5 sangria, well martinis, Manhattans, and infused cocktails. $4 will net you a glass of house wine or a well cocktail. David’s follows this up with amazing specials on appetizers. Enjoy all of this weekdays from 3 to 6 p.m.

14. Vignola Cinque Terre

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10 Dana St
Portland, ME 04101
(207) 772-1330
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Happy hour at Vignola Cinque Terre is the rare literal one-hour occasion, Monday to Friday 5 to 6 p.m. But with excellent half-price cheese plates and wine, you'll seize this small window of opportunity.

15. Dock Fore

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336 Fore St
Portland, ME 04101
(207) 772-8619
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Enjoy one of the cheapest happy hour specials in town at this petite Fore Street sports bar. Everyday from 3 to 7 p.m., draft beers are just $1.95, margaritas are $3.95, and glasses of wine are $1 off. Free appetizer spreads provide sustenance, and there are plenty of TVs to watch the game. On weekends from noon to 5 p.m. mimosas are $2.95 and build your own Bloody Marys are $3.95.

16. Old Port Sea Grill

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93 Commercial St
Portland, ME 04101
(207) 879-6100
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Those looking to experience this waterfront seafood restaurant in an affordable way should visit between 3 and 6 p.m. when its daily happy hour brings $5 Cosmos and Manhattans, $6 wines, and $3 drafts. $2.50 oysters provide a nice snack. All day happy hour on Sunday also brings $5 mimosas and Bloody Marys.

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1. MJ's Wine Bar

1 City Ctr, Portland, ME 04101
One of Portland's few wine-specific bars, MJ's has a warm decor and a variety of seating including plush leather couches, ample bar space, and a long, high table perfect for a large party inside. Don't miss the patio on a nice day, either. Happy hour includes $5 select wines and $4.50 20oz. drafts Monday to Friday 4 to 6 p.m.
1 City Ctr
Portland, ME 04101

2. MAPS

64a Market Street, Portland, ME 04101
This underground bar has a unique take on happy hour, including specials for non-drinkers. Wednesday to Sunday 4 to 6 p.m. get $1 off 16 oz drafts and glasses of wine, or a slice of delicious cake with your choice of coffee or tea for $5. From 8 to 11 p.m., get a glass of port or other dessert wine with a piece of cake for $7.
64a Market Street
Portland, ME 04101

3. Downtown Lounge

601-605 Congress St, Portland, ME 04101
A Portland staple and a popular hangout for industry folk, the dive known fondly as DTL serves $3 well drinks and drafts, $7 pitchers of Bud, $10 pitchers of craft brews, and half off apps Monday to Friday 4 to 7 p.m.
601-605 Congress St
Portland, ME 04101

4. Hot Suppa!

703 Congress St, Portland, ME 04102
Hot Suppa! has been known for breakfast and lunch for years, and in 2010 started serving dinner and hosting Happy Hour five nights a week. Tuesday to Saturday 4 to 6 p.m. (yes, Saturday), find $1 off beers and cocktails plus a special happy hour food menu including coveted $1 oysters.
703 Congress St
Portland, ME 04102

5. Bull Feeney's

375 Fore St, Portland, ME 04101
Happy hour at this Irish pub runs Monday to Friday 4 to 7 p.m. with $3 drafts and 20% off the extensive collection of single malt Scotch and Irish whiskies. Thursday and Friday 5 to 6 p.m., though? On those days, you can get free bacon and cheese to accompany your beverages. Free bacon and cheese, people.
375 Fore St
Portland, ME 04101

6. Blue Spoon

89 Congress St, Portland, ME 04101
"Wine Time" is the house happy hour term here. Monday to Saturday 4:30 to 6 p.m. grab a glass of red or white (selection changes daily) for just $3. In warmer months you can enjoy patio seating while you snack on small plates. There's not a ton of space inside or out so get there early.
89 Congress St
Portland, ME 04101

7. Congress Squared (C2)

157 High St, Portland, ME 04101
While most who head to the Westin Harborview take the elevator to swanky bar Top of the East, stick to ground level for the best deals. Congress Squared or C2 offers a killer happy hour daily 4 to 7 p.m. Beer specials are $4, a daily wine is $5, and a select cocktail is $7, but it's the food which really sets this restaurant apart from the crowd. The entire bar menu is half off, including generous portions of scratch-made lobster sliders, sirloin burgers, and grilled flatbreads. Wednesdays you can also score half off bottles of wine all night, extending happy hour well into the evening.
157 High St
Portland, ME 04101

8. The Portland Hunt + Alpine Club

75 Market St, Portland, ME 04101
Since opening, this bar has garnered local and national acclaim for its superbly crafted cocktails. Happy hour is a great time to sample the creations — each month, find a few drinks following a theme for $6. You can also order a glass of the daily punch at anytime for that same price. Happy hour runs Monday to Friday 4 to 6 p.m. Get the popcorn too. Seriously.
75 Market St
Portland, ME 04101

9. Little Tap House

106 High St, Portland, ME 04101
Each weekday from 4 to 7 p.m. this spot features its Bar and Barrel pairing, when you can get a featured appetizer paired with a local draft for just $5. These change daily so check social media for daily specials. Not hungry? Little Tap House also offers a $4 select local draft, house red and white wine, and a cocktail special.
106 High St
Portland, ME 04101

10. The Front Room

73 Congress St, Portland, ME 04101
The Front Room may have the city's best price on wine Monday to Friday 4 to 6 p.m., when you can snag a glass of red or white for just $2. The selection changes daily. If wine isn’t your thing, there's a daily beer and liquor special as well. Some patio seating is available, but it’s not suited for larger parties. You should also check out the Front Room’s sister restaurants (Grill Room, Corner Room, Boone’s Fish House) for more amazing deals, including The Corner Room's free snacks.
73 Congress St
Portland, ME 04101

11. Bar Of Chocolate

38 Wharf St, Portland, ME 04101
Chase the Green Fairy Monday to Friday 4 to 7 p.m. at this bar, where specials include $4 well cocktails and house wines, $7 martinis, and $9 absinthe. Don’t miss out on the stellar house made desserts, either.
38 Wharf St
Portland, ME 04101

12. The North Point

35 Silver St, Portland, ME 04101
A wide array of $4 beers and $5 wines are available Monday to Friday 4 to 6 p.m. here.Cocktails more your style? There is often a cocktail of the day for $6, or you can hit up Tropical Tuesdays from 6 to close for $5 mojitos. Monday night is for wine lovers, featuring half-price bottles. Don't miss out on the outdoor seating on this quiet Old Port street.
35 Silver St
Portland, ME 04101

13. David's

22 Monument Sq, Portland, ME 04101
While happy hour at David’s is only served in the bar area, it’s definitely worth squeezing in for $3 local drafts or $5 sangria, well martinis, Manhattans, and infused cocktails. $4 will net you a glass of house wine or a well cocktail. David’s follows this up with amazing specials on appetizers. Enjoy all of this weekdays from 3 to 6 p.m.
22 Monument Sq
Portland, ME 04101

14. Vignola Cinque Terre

10 Dana St, Portland, ME 04101
Happy hour at Vignola Cinque Terre is the rare literal one-hour occasion, Monday to Friday 5 to 6 p.m. But with excellent half-price cheese plates and wine, you'll seize this small window of opportunity.
10 Dana St
Portland, ME 04101

15. Dock Fore

336 Fore St, Portland, ME 04101
Enjoy one of the cheapest happy hour specials in town at this petite Fore Street sports bar. Everyday from 3 to 7 p.m., draft beers are just $1.95, margaritas are $3.95, and glasses of wine are $1 off. Free appetizer spreads provide sustenance, and there are plenty of TVs to watch the game. On weekends from noon to 5 p.m. mimosas are $2.95 and build your own Bloody Marys are $3.95.
336 Fore St
Portland, ME 04101

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16. Old Port Sea Grill

93 Commercial St, Portland, ME 04101
Those looking to experience this waterfront seafood restaurant in an affordable way should visit between 3 and 6 p.m. when its daily happy hour brings $5 Cosmos and Manhattans, $6 wines, and $3 drafts. $2.50 oysters provide a nice snack. All day happy hour on Sunday also brings $5 mimosas and Bloody Marys.
93 Commercial St
Portland, ME 04101