Last updated: May 3, 2026 at 11:53 PM
Best Happy Hours, Deals & Events in Portland, OR — Sunday, May 3, 2026
Looking for the best happy hours in Portland tonight? Many venues offer daily specials, like Life of Pie Pizza with $8 Margherita pizzas and $6 house beer/wine until 6 PM, and Smart Donkey’s dual happy hour from 3-5 PM and 8-9 PM in Southeast. Aalto Lounge and Sugar Hill in Sunnyside offer cocktails from $3 and drafts for $5 on most days.
🍺 Happy Hours in Portland, OR Tonight & This Week
Southeast Portland
Smart Donkey
Address: 3420 SE 50th Ave, Portland, OR
Happy Hour: Daily 3–5 PM & 8–9 PM
Deals: Unbeatable prices on burritos and refreshing drinks.
Vibe: Lively spot with a focus on Mexican street food.
Why go: With two daily happy hours, it’s a flexible choice for affordable and delicious Mexican fare in the afternoon or late-night this spring.
Bar Maven
Address: Not specified in snippet, located in Foster-Powell
Happy Hour: Daily 4–7 PM & 10 PM–1:30 AM; All-day Sunday & Monday
Deals: Bar snacks & entrees $8–12 (e.g., steak/chicken skewers, sweet potato fries, half-pound burger), $4 wells, $3 scoots (half shots), $1 off draft pours.
Vibe: Laidback, friendly gastropub with a Mediterranean-tinged menu and retro dining room or enclosed patio.
Why go: Enjoy all-day Sunday happy hour with a wide array of food and drink discounts, perfect for a relaxed spring weekend outing.
East Glisan Pizza Lounge
Address: 8001 NE Glisan St, Portland, OR 97220
Happy Hour: All night Monday; Thu–Sat 8:30 PM till close
Deals: Cheap New York-style slices and lasagna pinwheels, $1 off select glasses of wine, draft beers, craft cocktails, and well drinks. Thursdays feature a $15 NY-style cheese pizza.
Vibe: Friendly neighborhood eatery known for delicious pies and slices, including Detroit-style pizza.
Why go: Ideal for late-night pizza and drink deals, especially on Thursdays for the discounted pizza to share with friends.
Aalto Lounge
Address: 936 SE Belmont St, Portland, OR 97214
Happy Hour: Daily 5–7 PM (except Sundays, when closed)
Deals: $3 cocktails (Slow Burn, Dandy, Belmont Jewel), $5 drafts, $15 bottles of house wine, $5 warm pretzel, $7 grilled cheese and tomato soup.
Vibe: Scandinavian design, late-night DJs, a beloved staple of the Belmont bar crawl.
Why go: Experience legendary happy hour prices on craft cocktails and classic comfort food, a vibrant atmosphere for any weeknight.
Sugar Hill
Address: 935 SE Belmont St, Portland, OR 97214
Happy Hour: Daily 5–7 PM (except Sundays, assumed closed)
Deals: $4 fast-food-style cheeseburgers ($7 vegan), $8 chicken nuggets ($8 vegan), $12 half dozen oysters, $3 Rainiers, up to $10 draft cocktails.
Vibe: ’70s-themed bar with a lively atmosphere, located next to Aalto Lounge.
Why go: Enjoy cheap eats and drinks in a fun retro setting, perfect for pairing with a visit to its neighboring happy hour spot.
Northeast Portland
Life of Pie Pizza
Address: 3634 N Williams Ave, Portland, OR 97227 (North Williams Avenue location)
Happy Hour: Daily, opening until 6 PM
Deals: $8 Margherita pizza (served as is), $6 house beer and wine.
Vibe: Friendly neighborhood pizzeria known for delicious pies.
Why go: Grab an affordable, authentic Margherita pizza and drink special every day, ideal for an early evening meal.
Radio Room
Address: 1101 NE Alberta St, Portland, OR 97211
Happy Hour: Mon–Sat 3–6 PM, Sun 3 PM to close
Deals: Specific prices not detailed, but known for a blend of art, music, and cuisine.
Vibe: Artistic, musical, and culinary hub on the vibrant Alberta Street.
Why go: A fantastic spot for a relaxed Sunday evening with extended happy hour offerings in a creative atmosphere.
The Rambler
Address: 4205 N Mississippi Ave, Portland, OR 97217
Happy Hour: All day Monday; Tue–Fri 4–6 PM
Deals: $1 off beers, wines, and signature cocktails, with delectable snacks like Toronado Potatoes and Smoked Brisket Chili.
Vibe: Homey neighborhood bar and restaurant with satisfying pub food and a full bar.
Why go: A classic pub feel with solid deals on drinks and food, perfect for kicking off your week or enjoying a mid-week unwind.
Bluefin Tuna & Sushi
Address: 1337 NE Broadway St, Portland, OR 97232
Happy Hour: Daily 4–6 PM
Deals: Sushi sunset specials, offering discounts on fresh sushi.
Vibe: A straightforward and fresh sushi spot.
Why go: Enjoy daily sushi specials for an early evening treat, ideal for fresh seafood enthusiasts.
Northwest Portland / Slabtown
Pope House Bourbon Lounge
Address: 2075 NW Glisan St, Portland, OR 97209
Happy Hour: Daily 4–7 PM
Deals: $4 drink specials and mouthwatering bites like Frito Pie and Hot Browns.
Vibe: Savor the spirit of the South in a charming, bourbon-focused lounge.
Why go: Experience Southern hospitality and affordable delights with bourbon-centric drinks and hearty snacks every day.
Bar West
Address: 1221 NW 21st Ave, Portland, OR 97210
Happy Hour: Check website (not explicitly detailed in snippet for times/deals)
Deals: Thoughtfully crafted cocktails, natural wines, and craft beers. Offers farm-fresh Italian-inspired Northwest cuisine.
Vibe: Warm and welcoming neighborhood restaurant and cocktail bar in Slabtown/Nob Hill.
Why go: A great option for refined cocktails and Italian-inspired dishes made with local, organic ingredients in a chic setting.
Downtown Portland
Driftwood Room
Address: 729 SW 15th Ave, Portland, OR 97205
Happy Hour: Daily specials mentioned; weekdays 4–6 PM.
Deals: Discounts on draft beer, glasses of wine, champagne cocktails, and every item on the menu.
Vibe: Intimate space inside the Hotel deLuxe, exuding a vintage Rat Pack charm.
Why go: Enjoy a luxurious escape with elevated pub fare and classic champagne cocktails in a unique, atmospheric setting.
Jake’s Grill
Address: 611 SW 10th Ave, Portland, OR 97205
Happy Hour: Specific times not detailed, but offers extensive happy hour.
Deals: Variety of bar snacks and extensive drink specials, including well drinks, specialty cocktails, wine, and draft beer.
Vibe: Classic American grill specializing in meat and seafood.
Why go: A reliable spot downtown for quality food and a wide range of drink options, whether you’re in the mood for a quick bite or a full spread.
Kelly’s Olympian
Address: 426 SW Washington St, Portland, OR 97204
Happy Hour: Daily 5–7 PM
Deals: $5.50 well drinks, $2 off beers, and a variety of discounted appetizers from $5.50–9.50.
Vibe: A classic Portland institution, serving as a dive bar, music venue, and restaurant.
Why go: A reliable downtown spot for solid happy hour deals on drinks and pub fare every day of the week in a historic setting.
North Portland
Tiny Bubble Room
Address: 2025 N Lombard St, Portland, OR 97217
Happy Hour: Daily 3–5 PM
Deals: $4 daily beer and cider, $7 bubbles and cocktails (daiquiris, old-fashioneds), $20 bottles of wine. All food dishes are $6, including catfish/pulled pork sliders, red beans and rice, and gumbo.
Vibe: Casual taproom and cocktail bar with a distinct Louisiana lilt.
Why go: Enjoy excellent early happy hour deals daily with diverse food and drink specials in a cozy North Portland spot.
| Venue | Days | Hours | Best Deal | Neighbourhood |
|---|---|---|---|---|
| Smart Donkey | Daily | 3–5 PM & 8–9 PM | Affordable burritos & drinks | Southeast Portland |
| Bar Maven | Daily (All-day Sun & Mon) | 4–7 PM & 10 PM–1:30 AM | $4 wells, $3 scoots, food $8–12 | Foster-Powell |
| Radio Room | Sun (to close), Mon–Sat | Sun 3 PM–Close; M-S 3–6 PM | Extended Sunday HH | Alberta Arts District |
| Life of Pie Pizza | Daily | Opening–6 PM | $8 Margherita pizza, $6 beer/wine | North Williams Avenue |
| Pope House Bourbon Lounge | Daily | 4–7 PM | $4 drink specials, Frito Pie | Northwest Portland |
| Tiny Bubble Room | Daily | 3–5 PM | $6 food dishes, $4 beer/cider | North Portland |
| Kelly’s Olympian | Daily | 5–7 PM | $5.50 well drinks, $2 off beers | Downtown Portland |
| Driftwood Room | Weekdays | 4–6 PM | Discounts on all menu items | Downtown Portland |
| East Glisan Pizza Lounge | Mon (all night), Thu–Sat | Mon all night; Th-Sa 8:30 PM–close | Cheap NY-style slices, $15 Thursday pizza | Montavilla |
| Aalto Lounge | Mon–Sat | 5–7 PM | $3 cocktails, $5 drafts | Sunnyside |
| Sugar Hill | Mon–Sat | 5–7 PM | $4 cheeseburgers, $3 Rainiers | Sunnyside |
| Bluefin Tuna & Sushi | Daily | 4–6 PM | Sushi sunset specials | Northeast Portland |
| Campana | Daily (bar all night) | Wkdays 5-6 PM; Wkends 4-5 PM | $18 pasta, $12 cocktails at bar | Woodlawn |
| Jake’s Grill | Not specified | Not specified | Extensive drink & snack specials | Downtown Portland |
| Bar West | Not specified | Not specified | Craft cocktails, Italian cuisine | Slabtown/Nob Hill |
🎁 Best Deals & Offers in Portland, OR This Week
🍽️ Dining Deals
99 Restaurants Big Deal Meals & Spring Menu
Address: Various Portland, OR locations (e.g., 8503 NE Division St, Portland, OR 97220)
Deals: All-day, every day $14.99 Big Deal Meals, offering hearty and comforting entrees. Also, explore the Spring menu featuring Colossal Lobster Rolls, The Triple Play Appetizer, and Calypso Coconut Shrimp. Family Meal Deals To Go are also available.
Why go: Perfect for a substantial and affordable meal at any time, or to enjoy fresh, seasonal flavors this spring.
🍸 Drink Specials
McMenamins Oregon Wine Month
Address: Various McMenamins locations across Oregon (e.g., Kennedy School, 5736 NE 33rd Ave, Portland, OR 97211)
Deals: All-day happy hour pricing on glasses of a different Edgefield wine each week throughout May. Also, explore their handcrafted spirits, from gins to whiskeys to brandies.
Why go: Celebrate Oregon Wine Month by sampling discounted local wines and handcrafted spirits in unique, historic pubs.
🎭 Entertainment Offers
Drag Karaoke Every Thursday with T’Kara Campbell Starr
Address: Crystal Ballroom, 1332 W Burnside St, Portland, OR 97209
Deals: Free entry (standard for karaoke, check venue for any specific cover). 21+ after 10 PM.
Why go: Enjoy a night of lively drag performances and karaoke in one of Portland’s iconic venues.
📱 Loyalty & App Deals
99 Restaurants REWARDS Members
Address: Various Portland, OR locations
Deals: Exclusive benefits and promos when ordering direct from their website for 99 REWARDS members.
Why go: Sign up to receive special offers and savings on your favorite comfort food meals.
🎉 Events & Parties in Portland, OR — May 2026
📅 Tonight & Tomorrow
SNOW THA PRODUCT “BEFORE I CRASH OUT” 2026 TOUR
Date & Time: Sunday, May 3, 2026
Venue: Roseland Theater, 8 NW 6th Ave, Portland, OR 97209
Tickets: Check Roseland Theater website for pricing and availability.
Don’t miss: Catch the acclaimed SNOW THA PRODUCT tour live in one of Portland’s premier music venues tonight.
Coffee Date: With OPB & Portland Coffee Roasters
Date & Time: Sunday, May 3, 2026
Venue: Holocene, 1001 SE Morrison St, Portland, OR 97214
Tickets: Not specified (likely free or low cost).
Don’t miss: A relaxed Sunday gathering for coffee enthusiasts, offering community engagement and delicious brews.
Revolution Hall Roof Deck Open
Date & Time: Sunday, May 3, 2026, 12 PM–Late
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Free entry to the roof deck.
Don’t miss: Enjoy spring weather and panoramic city views from this popular open-air spot all day and evening.
The Moth Presents
Date & Time: Monday, May 4, 2026
Venue: Holocene, 1001 SE Morrison St, Portland, OR 97214
Tickets: Check Holocene website for pricing and availability.
Don’t miss: Experience powerful and engaging true stories told live on stage.
📆 This Weekend
Portland, OR Cinco De Mayo Bar Crawl
Date & Time: Saturday, May 2, 2026, 5 PM – 11 PM (Check-in 5–7 PM)
Venue: Participating bars, check-in at McMenamins Blue Moon Tavern & Grill, 21 NW 10th Ave, Portland, OR 97209
Tickets: Required, purchase via Eventbrite.
Don’t miss: Kick off Cinco de Mayo festivities with festive margarita and tequila specials at top Portland bars.
🗓️ Coming Up This Month
The People’s Jam
Date & Time: Wednesday, May 6, 2026, Doors: 6:30 PM / Show: 7:30 PM
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Free
Don’t miss: A fantastic mid-week opportunity to enjoy live music without a cover charge.
Boulet Brothers’ Dragula: Titans 2 Tour
Date & Time: Wednesday, May 6, 2026, Doors: 7 PM / Show: 8 PM
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Required, check Revolution Hall website.
Don’t miss: An exciting and unique drag performance from the Boulet Brothers, all ages welcome.
Drag Karaoke Every Thursday with T’Kara Campbell Starr
Date & Time: Thursday, May 7, 2026, 8–11 PM (and subsequent Thursdays in May)
Venue: Crystal Ballroom, 1332 W Burnside St, Portland, OR 97209
Tickets: Not specified, 21+ after 10 PM.
Don’t miss: Unleash your inner superstar or simply enjoy the fabulous performances at this popular weekly event.
Portland Rose Festival
Date & Time: May 22 – 31, 2026
Venue: Various locations throughout Portland (CityFair, Parades, etc.)
Tickets: Varies by event (many free elements).
Don’t miss: Portland’s signature spring festival, featuring parades, entertainment, and a vibrant celebration of roses across the city.
Last Thursday on Alberta Street
Date & Time: Thursday, May 28, 2026, 6–9 PM
Venue: Alberta Street Arts District
Tickets: Free
Don’t miss: Explore local art, live music, and street performances in a lively community gathering.
Burnside Bridge 100th Birthday Celebration
Date & Time: Saturday, May 30, 2026, 12 PM
Venue: Burnside Bridge (entire bridge closed to vehicles)
Tickets: Free
Don’t miss: Celebrate a century of this iconic bridge with a unique opportunity to walk and roll across it.
🆓 Free Events
Revolution Hall Roof Deck Open
Date & Time: Sunday, May 3, 2026, 12 PM–Late
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Free
Don’t miss: Enjoy spring weather and city views from this popular open-air spot.
The People’s Jam
Date & Time: Wednesday, May 6, 2026, Doors: 6:30 PM / Show: 7:30 PM
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Free
Don’t miss: Catch live music mid-week without any cover charge.
PDX Songwriters Open Mic
Date & Time: Sunday, May 18, 2026
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Free
Don’t miss: Discover local talent and enjoy original music at this open mic night.
SongSpeak Sessions with Arietta Ward and Michael Elson
Date & Time: Monday, May 19, 2026
Venue: Revolution Hall, 1300 SE Stark St, Portland, OR 97214
Tickets: Free
Don’t miss: A unique opportunity to experience intimate musical performances.
Last Thursday on Alberta Street
Date & Time: Thursday, May 28, 2026, 6–9 PM
Venue: Alberta Street Arts District
Tickets: Free
Don’t miss: A vibrant community event showcasing local art, music, and street performances.
Burnside Bridge 100th Birthday Celebration
Date & Time: Saturday, May 30, 2026, 12 PM
Venue: Burnside Bridge
Tickets: Free
Don’t miss: Join the centennial celebration of this Portland landmark, offering a rare pedestrian experience.
| Event | Date | Venue | Ticket Price |
|---|---|---|---|
| SNOW THA PRODUCT Tour | May 3 | Roseland Theater | Check website |
| Coffee Date: OPB & Portland Coffee Roasters | May 3 | Holocene | Not specified |
| Revolution Hall Roof Deck Open | May 3 | Revolution Hall | Free |
| The Moth Presents | May 4 | Holocene | Check website |
| Cinco De Mayo Bar Crawl | May 2 | McMenamins Blue Moon Tavern & Grill (check-in) | Required |
| The People’s Jam | May 6 | Revolution Hall | Free |
| Boulet Brothers’ Dragula: Titans 2 Tour | May 6 | Revolution Hall | Required |
| Drag Karaoke Every Thursday | May 7 (and subsequent Thursdays) | Crystal Ballroom | Not specified |
| Portland Rose Festival | May 22–31 | Various | Varies |
| Last Thursday on Alberta Street | May 28 | Alberta Street Arts District | Free |
| Burnside Bridge 100th Birthday Celebration | May 30 | Burnside Bridge | Free |
❓ Frequently Asked Questions — Portland, OR Happy Hours & Nightlife
Q: What time does happy hour start in Portland?
A: Happy hour times vary significantly across Portland. Some venues, like Smart Donkey and Tiny Bubble Room, start as early as 3 PM daily. Others typically begin around 4 PM or 5 PM, with many also offering late-night happy hour specials.
Q: Which Portland bars have the cheapest drinks?
A: For some of the cheapest drinks, head to Aalto Lounge in Sunnyside, where cocktails can be found for as low as $3 and drafts for $5. Its neighbor, Sugar Hill, also offers $3 Rainier beers. Kelly’s Olympian in Downtown is another good option with $5.50 well drinks.
Q: What are the best neighbourhoods for nightlife in Portland?
A: Popular neighborhoods for nightlife in Portland include the Central Eastside (especially around SE Belmont with spots like Aalto Lounge and Sugar Hill), the Mississippi Avenue area (home to venues like The Rambler and Cubo), the Downtown/Pearl District (offering a mix of upscale and classic bars), and the Alberta Arts District known for its unique vibe and events.
Q: Are there free events in Portland this month?
A: Yes, May 2026 features several free events. Highlights include The People’s Jam, PDX Songwriters Open Mic, and SongSpeak Sessions at Revolution Hall. The Last Thursday on Alberta Street and the Burnside Bridge 100th Birthday Celebration are also free community events.
Q: What are the best open-air venues in Portland for spring?
A: During spring, Revolution Hall’s Roof Deck is a fantastic open-air venue, offering great city views and open from 12 PM to late on Sundays. Many other bars and restaurants across Portland also feature inviting patios and outdoor seating perfect for enjoying the spring weather.
