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Stop by the Driftwood Room for the vintage vibe, craft cocktails and elevated pub fare — they also offer daily happy hour specials.

Credit: Nick Mendez Photography

Happy Hours in Portland

Check your watch — it’s probably happy hour at some of Portland’s favorite bars and restaurants.

Updated Mar. 26, 2025 3 min read

If you sense it’s five o’clock somewhere, Portland has you covered. Whether you’re craving cocktails, beer, wine, pub food or pizza, read on to find the best happy hour to satisfy your appetite.

Jake’s Grill

This classic American grill in downtown Portland specializes in great meat and seafood, simply prepared. For happy hour, Jake’s offers a variety of bar snacks at a wide range of price points, plus extensive drink specials, making this a great option whether you’re in the mood for well drinks, specialty cocktails, a glass of wine or a draft beer.

Happy hour from 3–6 p.m. daily

Life of Pie Pizza

Some happy hours are great because they offer so many options, and some happy hours are great because they keep things simple — Life of Pie Pizza is the latter. Enjoy a Margherita pizza (served as is) for just eight dollars, and get house beer and wine for just six. Best of all? This great deal is available from the minute they open until 6 p.m., every day of the week. Take advantage of it at their flagship North Williams Avenue location or at their second spot in Northwest Portland.

Happy hour from 11 a.m.–6 p.m. daily

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Smart Donkey

Leave it to Portland to apply the best happy hour concepts to the food cart scene — Smart Donkey has done just that, and they’ve done it awfully well. The latest project from venerable Portland restaurateur Oswaldo Bibiano, this popular cart specializes in hearty Mexican fare and refreshing beverages. During happy hour you’ll enjoy great deals on chips and salsa, burritos, draft beers and margaritas.

Happy hour from 3–5 and 8–9 p.m. daily

Driftwood Room

Tucked away inside the boutique Hotel deLuxe, this intimate space sports a Rat Pack vibe true to its 1950s origins. At the Driftwood Room, happy hour specials include discounts on draft beer, glasses of wine and champagne cocktails. Food discounts apply to every item on the menu, so you can sample anything that catches your eye.

Happy hour from 4–6 p.m. on weekdays

Pope House Bourbon Lounge

If you’ve always been curious about bourbon, but aren’t an aficionado just yet, who not seize the educational opportunity afforded by Pope House Bourbon Lounge’s happy hour menu? Try a variety of bourbons at discounted prices — or, if whiskey isn’t your style, take advantage of specials on cocktails, well drinks, beer and wine. A variety of small plates are featured as well.

Happy hour from 4–7 p.m. daily

Cubo

Whether you’re seeking an after-work bite or some late-night refreshment, Cubo has great deals on delicious eats. This Southeast Portland spot specializes in simple Cuban comfort food that doesn’t skimp on flavor — think slow-roasted pork shoulder and spicy cayenne shrimp. Their happy hour gives you a chance to grab a half sandwich (with plantains) for a great price. They also offer deals on cocktails, pints of beer and every side dish on the menu.

Happy hour from 3–6 p.m. Monday–Thursday and 8 p.m. till closing nightly

The Rambler

Looking for a neighborhood bar and restaurant with a homey vibe? The Rambler just might have the best happy hour for you, and they offer a few things most homes don’t have: satisfying pub food, a full bar and great happy hour deals, including specials on beer, wine, well drinks, cocktails and drinking snacks.

Happy hour from 4–6 p.m. Tuesday–Friday (and all day Monday)

East Glisan Pizza Lounge

If you find yourself craving a great late-night food-and-drink deal in the Montavilla neighborhood, your course of action is clear: get to East Glisan Pizza Lounge. Since 2014, this friendly neighborhood eatery has served up delicious pies and slices (it was also one of the first restaurants in Portland to serve Detroit-style pizza). Their late-night happy hour features cheap New York-style slices and their popular lasagna pinwheels, among other offerings. You’ll also get a buck off select glasses of wine, draft beers, craft cocktails and well drinks.

Happy hour from 9–11 p.m. Thursday–Saturday (and all night Monday)