Since it’s such a huge state, it’s tough to know where exactly to find the most beautiful and interesting cougars in Oregon. Dive bars and college bars are great and all. But they're usually full of younger women and not enough mature ladies.
Unfortunately, there’s no app that tells you in real-time where cougars gather. So you need to rely on the recommendations of both locals and tourists alike. That’s why we’re here. To help you out, we’ve put together a list of the best places to meet some fascinating and gorgeous Oregon cougars. Our choices will certainly help you add some extra excitement to your dating life.
Maybe you’re new to dating a cougar, or maybe you’ve been doing this cougar dating thing all wrong. Whichever it may be, you can find a little bit of luck when you hang out at these cougar spots in Portland, Salem, Klamath Falls and Ashland.
Check out these highly recommended cougar spots in Oregon. If we missed a good one, make sure to let us know in the comments so we can help more cougar lovers in their search!
Visit These Places to Find Cougars in Oregon
Here are our top recommendations where you can find sexy older women in Oregon.
Some are not the usual cougar bars and clubs. But we guarantee that you will be rubbing elbows with these lovely women with very little effort.
Find a potential date at Departure Restaurant and Lounge
@DeparturePDX
Departure at the top of The Nines in downtown Portland. Cougars flock to this place because of its topnotch food and drink offerings. Health-conscious cougars can’t get enough of their vegan and gluten-free dishes as well.
Don’t skip on a great experience just because this is a favorite date night spot by locals. You can come here to find a beautiful cougar date while enjoying the breathtaking views from the rooftop bar.
People usually come here to celebrate or to indulge in delicious food and drinks because it’s a bit pricey. But the creative Asian Fusion dishes will truly impress you. Happy hour is daily from 4 to 6 p.m. You can relax in its trendy and modern vibe while taking some awesome photos. Come ASAP because you will love the good mix of elegantly and casually dressed cougars all over the place.
Skip the dating and get down to business with AFF
Not everyone is looking for a date. Sometimes, you just want some no-strings-attached fun where you can enjoy a night with a frisky cougar. For that, you need to try AFF.
We’ve tried out so many sites over the years. While some are great at finding relationships for singles, nothing beats AFF at finding casual relationships. With millions of users and all of them looking for no-strings-attached fun, it’s no wonder AFF is one of the biggest sites for sexy cougars!
Cougars in Oregon love how AFF caters to their needs. When they just want some action, they log in to find lots of men who want the same thing they do. It is, by far, one of the easiest sites where you can find a cougar to hop into bed with. And don’t worry, the ladies here aren’t as shallow as the ones on other sites who will respond only if you have a good photo.
Try out AFF and you might meet some cougars who are up for a good time tonight!
Keep a beautiful cougar close at Knot Springs Social Club
@knotsprings
Cougars love to frequent Knot Springs because of the topnotch relaxation experience it offers. There are a lot of different places you can try to find cougars near where you live and this is one of the better ones. They love the exfoliation shower, especially when they’ve had a really busy or stressful week. They also can’t stop raving about the cold plunge that’s sure to get rid of toxins and give their tired minds a jolt. Strike up a conversation with a cougar at the sauna room and allow the dry heat to get things going.
You can also meet cougars at the relaxation lounge if you want to skip the HIIT, kickboxing, pilates or yoga classes. Check out the guided meditations or tea ceremonies for more cougar encounters. If those are not your thing, you can still come here for the live music performances by up and coming artists from Oregon. Otherwise, come for the amazing crystal sound baths guaranteed to relax your body and mind!
More older women prefer eHarmony over other sites (try it now)
Cougars in Oregon are often busy juggling so many things going on in their lives. Many of them work long hours and in between, they squeeze in some time for their family and friends. Because of this, it’s hard to meet these ladies unless you’re in the same social circle. However, that doesn’t mean that these hot older women are impossible to meet. Instead of hanging out at bars, take your search online with eHarmony.
Busy ladies enjoy using eHarmony because it’s a site that practically does everything for them. Guys like you who also have a lot going on will love how eHarmony makes online dating so much easier. For one, the site asks you to answer in-depth questions about what you want in a date. This can take about an hour, but trust us; it’s worth it!
Once eHarmony has a pretty good idea of who you want to date and your expectations in a relationship, it starts looking for women who match your preferences. This can take about a day. But waiting a day for a handful of potential great matches is much better than messaging a bunch of different women who might not reply. Or worse, you could match up with lots of ladies you’re not compatible with.
eHarmony has a stellar Compatibility Matching System that helps you find women who have the same relationship goals as you.
Even if you’re a busy guy looking for an Oregon cougar with a full and interesting life, you can still meet her through eHarmony. From our experience, it’s the best site to try if you want to find a potential girlfriend and they have a solid trial to get started!
Class up your evening at Vault Martini with upscale cougars in Oregon
@vaultpdx
Like wine bars, martini bars are great places to meet cougars. There’s something about the softer, classier ambiance here that older women love. If this sounds like your kind of scene, definitely head to Vault Martini.
The 10-page martini list gives you plenty of options. You will be impressed by their well-made mixed drinks as well. You should try their light and delicious appetizers, like the artichoke dip, which is a crowd-pleaser.
Everywhere you look, you will find cougars who are enjoying their drinks with friends or colleagues. And because there’s plenty of space, you will not feel claustrophobic at all.
Happy hour is from 4 p.m. to 6 p.m. every Monday to Thursday, and from 3 p.m. to 6 p.m. every Friday and Saturday. On Sundays, patrons can enjoy happy hour all day.
Get your dancing shoes on at Jones
jonesbarportland.com
A great way to get cougars in Oregon interested in you is by showing off your dance moves. And what better way to do that than to head to this popular Portland bar? Here you’ll find Oregon cougars on the hunt for younger men.
You can enjoy good and reasonably priced drinks here at Jones. And your love for 80s and 90s music will reach new heights because the DJs will make sure to keep them in heavy rotation. They’re not too strict about the dress code, too, so you can come in your best shirt and coolest pair of kicks.
At a place like Jones, you just know that any of the sexy older women you will meet will be a lot of fun. It can get a little loud in here. It’s a nightclub, after all, so be prepared to speak up. Otherwise, get on the dance floor and strut your stuff!
Show off your singing voice at Silver Spur
@silver.spur.3
Any bar with a mechanical bull is a great place to meet wild and crazy older women. Not only does Silver Spur offer that. But these wild and crazy older women are just what you’re looking for right here in Oregon.
This Salem hotspot offers a little bit of everything: dancing, karaoke and plenty of good drinks. You can show off your line dancing skills on their spacious dance floor. They even throw in a free dance lesson if you go there early. Enjoy the excellent food specials and feast your eyes on cougars having the best time. It’s an awesome place to have fun and socialize. You’ll find that cougars in Oregon love to come here to meet younger guys as well.
The best nights to visit are Tuesday, Friday, and Saturday. But every night you decide to drop by is guaranteed a fun time.
Apps Dating Coaches Actually Recommend To Meet Cougars in Oregon
Dating is a numbers game. So if you want to meet plenty of older women, you should be on at least a few apps. After trying plenty of dating apps out there, these are the ones that really give regular guys a shot at meeting cougars:
Site Our Experience Our Rating Free Trial Link 
Experience Highlights Try AFF For Free 
Experience Highlights Try eHarmony 
Experience Highlights Try Passion
Take a journey to Journeys Pub for some Oregon cougars
@Journeys-Pub-145907972145089
Of all the bars in Oregon, Journeys Pub might be the best place to meet sexy older women. This Portland hotspot is well-known as a favorite destination of cougars. And as soon as you step inside, you will instantly feel the friendly neighborhood pub vibes. You can choose from their great selection of food and drinks. Although currently, the kitchen is on limited offerings because the place just recently reopened. So you’re allowed to bring outside food for now.
The best nights to visit are Thursday, Friday and Saturday. In the summer, more Oregon cougars come here to enjoy wine and beer by the fire pit. Did you know that you can bring your furry friends over, too? They can stay in the large patio if they’re on their best behavior. It would be really difficult not to score with a gorgeous cougar when you’re with your adorable dog, right?
Visit the Portland Farmers Market at Portland State University
@portlandfarmersmarket
Chatting up a sexy older woman while she’s shopping for produce might seem unusual. But you can get surprisingly good results with this approach. If you’re looking to kill two birds with one stone, your local farmers market is a great option. The Portland Farmers Market at Portland State University is a year-round farmers market that has been around since 1992.
Regional producers sell their wares across 140 stall spaces, with everything from cooking classes to food education. Meeting a cougar won't be too hard because during the busy season, a Saturday could bring in over 20,000 customers. And with so many things to do at the farmers market, if you do meet an Oregon cougar, you can wander around together while you get to know each other.
Be productive with beautiful cougars at co-working spaces
@gauchocollective
Coworking spaces are places where you can accomplish a lot of work and meet a lot of cougars as well. Because you get to mingle with people from different industries, there are lots of opportunities to befriend cougars who also happen to be movers, shakers and bosses. You get your own desk, but you’re also free to visit nearby desks and say hello to the lovely cougars at work. Usually, there’s a pantry or break room in these coworking spaces, giving you more chances to be friendly with cougars on a quick break.
Check out Co.W Studio in Salem, Code Chops in Eugene, Gaucho Collective in Klamath Falls or Central Office in Downtown and Eastside Portland. Some of these coworking spaces only allow a monthly membership, but others also accommodate a per-day rental. It’s really hard to skip work when you work in a cool and exciting place like these filled with vibrant and beautiful cougars.
Relax and release your stress at The Tao of Tea
@thetaooftea
Located inside the Lan Su Garden, this Portland hotspot is where cougars like to go after walking around and admiring the beauty of the gardens. You can drink fabulous teas and eat delicious homemade goodies here, like almond cookies, roasted fava beans and veggie steamed buns.
There’s also a great variety of teas to choose from. And they serve it in the most elegant way possible. No wonder cougars love spending hours here with their friends to just talk and laugh and gossip!
Go here in the mornings so you can see cougars who enjoy the zen atmosphere and relaxing ambience. There’s often live music playing traditional Chinese music, too. Their teas may be fancy but they are still reasonably priced. You have the option to have your tea served to you already brewed, or you can brew it yourself. We suggest the latter!
Aside from the beautiful cougars that you can see here, you also get attentive tea masters who will make sure that your water is always hot and you have everything you need.
Experience an unforgettable night at Rontoms
@rontomsportland
Looking for a place to get delicious drinks at good prices? Come to Rontoms in Portland. It’s a cool spot for singles, couples or large groups to see and be seen. This is where you will often see cougars enjoying after-work drinks with colleagues or girlfriends. Cougars love to hang out in the outdoor area. It’s very inviting no matter what season because of the huge umbrellas and picnic tables.
At night, they light small candles on the tables to make it cozy and romantic for couples or people out on dates. But because it’s such a popular place for locals and tourists alike, it can get pretty busy and crowded here. Don’t worry, though, because you’re guaranteed a spot to stand or sit on.
When it comes to food, it’s not outstanding or extraordinary. It’s mostly a hit or miss. The chicken skewers are good, though. And the music is always excellent!
Be captivated by bookish cougars in Oregon at Bloomsbury Books
@BloomsburyBooksAshland
Guys are on the hunt for different types of cougars. Most want Oregon cougars who are fun and exciting. But others also want cougars who are geeky and bookish. There’s no better place to find these types of cougars than at Bloomsbury Books in Ashland.
Cougars who love to read usually show up for book club every last Tuesday of the month. You can also see a lot of them when there are special book signings, readings and launches. There’s a little coffee nook upstairs if you want to have a cuppa but are not yet ready to leave the bookstore. You’ll most likely find more cougars up there, too.
Books on the bestseller list are also marked with a 20% discount. So make sure to check this bookstore first before ordering online. This little bookstore definitely attracts both serious and casual readers as well as those who just want to check out new books or enjoy a cup of coffee.
Feast your eyes at Wonderly
@wonderlypdx
Wonderly is known for its great vibe, cool interiors and overall beautiful aesthetics. No wonder cougars always pick this hangout spot to meet up for dinner and drinks. The crowd is always excellent, and your eyes will pop from all the beautiful people you will see. They play cool music, which you can dance to but without drowning out conversations. You can easily find seats as well, even on busy nights. There’s a good drinks selection. But wait for the late-night happy hour to really get that nice little buzz.
Overall, this is where cougars in the neighborhood go to have a legit drink. Its relaxed atmosphere and polished vibe also attract classy cougars. Go alone or with your fellow cougar-loving friends. You won’t be sorry!
Have a sophisticated night with cougars in Oregon at The Blacksmith
@bendblacksmith
Looking to have a great steak, some good drinks and meet cougars all in one place? Look no further than The Blacksmith in Bend. The atmosphere is upscale but not pretentious, and the food and drinks are excellent. It’s definitely a more quiet place, which makes it perfect for an intimate conversation. But you also get authentic fine dining feels, drinks that are well-poured and cheese plates that are truly mouthwatering.
It’s an expensive place but you get your money’s worth. You will fall in love with everything you order here. So if you’re tired of having to shout to be heard at a crowded bar, head to The Blacksmith. The sexy older women here will keep you entertained all night long. The great service by the staff and excellent dining experience will also keep you coming back, even if there’s no special occasion.
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