16 of the Best Bars and Places to Find Single Cougars in Portland for 2019

Single cougars in Portland look like thisIf you want to know where to meet cougars in Portland, Oregon you need to check out our list?

Portland may not be as big as New York or Los Angeles, but this doesn’t mean you can’t get a mature woman as a date in this city.

You just need to know where to look and what cougar bars to check out.

Don’t forget that finding these women is only half the battle. If you really want to improve your ability to attract and date them once you meet you absolutely have to check out our incredible video series with our proven step-by-step approach to meeting and attracting cougars over 30.

You will not find an easier or better solution to improving your ability to attract cougars anywhere.

Our team has put together a list of our favorite spots in Portland to find attractive older women that are interested in dating younger men.

Cougars In Portland Love These Places

Here are the top 10 places to meet single, mature women in Portland, Oregon:

Find Cougars in Portland at Journeys

A little bar tucked away in Multomah Village, Journeys has a great selection of drinks that can whet your appetite. The atmosphere is cozy and laid back, with many guests preferring to stay in the outdoor patio.

You’d want to hang out outside as lots of mature women can be seen in this part of the bar.

One more thing you’ll love about Journeys is that its prices are very reasonable, so you won’t have to break the bank when you are here.

Cougar Life is the best place to find Cougars in Portland

In a city where the women are more tech savvy than most it should come as not surprise that many of the single women are spending their time online.

More and more often women in Portland are ONLY looking online for guys.

You must be where they can find you.

Cougar Life (you can try them for free with this special offer) is the online dating website that you should visit before you go out and find cougars in Portland, Oregon.

It is really the only option in Portland and has been consistently our #1 rated cougar dating site in our yearly Highest Rated Cougar Dating Websites Review.

There are lots of mature women in Portland who are members of this website and you have nothing to lose by trying.

Get out there.

Frequent the Farmer’s Market

Cougars in Portland, Oregon do not only hang out in bars and restaurants. They’re also busy shopping for organic and local food. After all, a lot of people in PDX take pride in eating organic food.

So look your best every Saturday and head to 240 North Broadway Street. Be gutsy enough to approach a cougar anytime from 8 in the morning to 2 in the afternoon, and impress her about your knowledge of organic food.

Or simply practice your pick-up lines, if you’re not into food. Who knows, you might have a date later on in the evening.

If you are looking for something short-term you need to try Adult FriendFinder

Cougar Life holds the crown for the best overall site for meeting cougars in the city. If you are not interested in an actual relationship and just want something short-term or one-time Adult FriendFinder is going to edge them out a bit (though they are still pretty good). They also have a free trial which makes it easy to try them out.

With over 50 million members and a long track record of delivering value to members (they have been around since 2006) there isn’t a better option out there. You might be thinking “what about Tinder” and that is a great question. The thing is that Tinder is only useful if you want to date women between 18 and 28. Once you start looking for cougars in their 30’s and 40’s Adult FriendFinder is way better.

Give their free trial a shot and check out your options around here. We have tested out all the proven hookup apps and they have been tops for a while.

Go to the Alberta District Art Walks

If you want to meet cougars in Portland who are into arts, then you should drop by the Alberta District Art Walks. Art walks are very popular in Portland, and Alberta’s Last Thursday event combines art gallery hop and the neighborhood party.

As the name suggests, the event takes place every last Thursday of the month.

The event not only attracts women who appreciate the arts, but also artists, art vendors, musicians, performers, and hundreds of visitors. It is held along NE Alberta Street.

Drop by The Sauce Box

Located at 214 SW Broadway Avenue, it is an upscale and trendy restaurant where a lot of women can be seen hanging out.

While the crowd is mainly composed of younger women, there’s still a handful of mature ladies who you can spot in this place.

Because it is more upscale than most of the bars in Portland, you’d want to dress to the nines in order to enhance your chances of going home with an older lady.

If you want to get discounts on the drinks, arrive at past 10 in the evening for the happy hour.  The food is a combination of American and Asian dishes. Don’t go there on a Sunday or Monday as Sauce Box is closed during those days.

Browse for titles at Powell’s Books

There are five outlets in Portland of this huge, independent bookstore. If you want to enhance your chances of going home with a smart and mature woman, check out the outlet on Hawthore at 3723 SE Hawthorne Boulevard.

There are lots of women browsing for titles in the café. They can also be seen on one of the color-coded reading rooms of Powell’s Books.

Dine in at the Portland City Grill

Located at 111 5th Avenue, 30th floor in downtown Portland, this restaurant will give you perhaps the most breathtaking view of the city.

If that’s not enticing enough for you , then why don’t you look around and try to spot a woman who’s several years older than you. She could be the one near the windows, staring at the magnificent view.

Happy hour is from 4 to 7 and then at 9 in the evening. You will want to be there during happy hour because the prices of both food and drinks here are very steep.

Visit the Hawthorne Lobster House

A lot of women in their 30s and 40s appreciate good food, like lobster. It’s not surprise that many cougars in Portland dine here every night to enjoy the company of their friend and more importantly go on an eating binge.

Aside from partaking fresh lobster, your mission here is of course to get a date. Go there every weekend and you’ll see the place packed. With a packed house, you surely have more options as far as mature women in Portland are concerned.

Check Out These Go-To Cougar Bars in Portland

Awesome Cougar Bars in PortlandHere are our recommended cougar bars in Portland to find a cougar.

Sauce Box is a happening cougar bar in Portland with many older women

Established in 1995, Sauce Box is an upscale bar located at 214 SW Broadway Avenue.

When it comes to cougar bars in Portland, this trendy hot spot is known to attract a lot of older women interested in Pan-Asian and Pacific Island cuisine.

This bar has been recognized by the New York Times for its exquisite tastes and atmosphere.

Given that this is a classy lounge, young guys should dress their best if they’re looking to draw in that attractive cougar.

And if you’re looking to enjoy good music over great eats, drop by on a Friday or Saturday evening when there are guest DJs.

Jones is your nightlife spot for seeking out a feisty cougar

Do you love to mix your attraction to mature women with the hottest 80s and 90s sounds?

Then you must try out Jones, Portland’s hottest dance club.

This nightlife location is a 6500 square foot sensual journey through those previous decades that the older women you admire grew up in.

The ambiance proves it: old school arcade games, Light Brite, and murals of the Garbage Pail Kids.

Capture the gaze of an older woman by singing along with Journey or shaking your rump to Wreckx-N-Effect.

This club’s huge dance floor, friendly staff, and great outdoor patio are sure to guarantee date night success.

Vault Martini is your cougar bar with handcrafted martinis and cocktails

Located in the Pearl District on historic 12th Avenue, Vault Martini is one of the locally owned Portland cougar bars to find older ladies.

This bar is known for offering a wide variety of classic to modern martinis and cocktails.

Their bartenders will even create a unique, in-house fusion drink recipe on request.

If you’re looking to spark conversation with a cougar over drinks, be sure to drop by during Happy Hour daily until 7pm.

This bar also has all day Happy Hour on each Sunday and Monday of the week!

Vault Martini’s extensive list of drinks is sure to successfully land you one of Portland’s sexiest mature women.

Bear Paw is your cougar bar in Portland for cheap drinks and a good time

If you’re a young guy looking to meet a mature woman and release your inhibitions at fun cougar bars in Portland, check out Bear Paw.

This dive bar is ready to entertain with classic dive bar accessories: pool tables, pinball, video poker and dartboards.

You will likely find the older lady clientele sitting in the covered patio area or singing their hearts out during weekend karaoke.

Cougars especially like dropping by for the friendly staff, inexpensive beer and good conversation with the locals.

So if you’re looking for great food and a hip crowd, Bear Paw is definitely worth checking out.

WXYZ is your hotel bar near the airport to meet sexy singles

If you’re a young guy passing through Portland who is staying near the airport, consider checking out W XYZ.

This hotel bar is located inside the digs of Aloft Hotel at Cacade Station.

This playful place is a favorite cougar hot spot for its eclectic space and thriving music from emerging artists.

Older women especially love pulling up to the bar for pints, pinot noirs, signature cocktails and savory snacks.

Don’t forget to arrive early for Happy Hour between 5 and 6 pm for the early cougar attendees.


  1. click me
  2. Anonymous
  3. intrepi

Leave a Reply