San Simon is a fun little hidden gem! Tucked away down an alley, it almost feels like you're…read morediscovering a secret speakeasy. The atmosphere is rustic, cozy, and a little exclusive, which made it a really unique spot to grab a drink! We stopped in right after checking into our hotel, and it was the perfect first stop to kick off our weekend. There isn't a ton of seating, but you can choose between the cozy indoor space or the patio in the alley. Since there were only two of us, we were seated right away. If you're looking for a relaxed place to enjoy a quick glass of wine or a cocktail before exploring the rest of the town, I'd definitely recommend stopping by here. It's a charming spot with great vibes!

Follow the alley. Trust me…read more You know those places you stumble into and immediately think, "Yep...this is my kind of spot"? That was San Simón for me. At first, walking down the alley in downtown Bend, I honestly was not sure what we were about to find. Then we started seeing little fire pit pods, heated huts, glowing candles, and people tucked away having cocktails. It instantly felt cool without trying too hard. Walking into San Simón felt like stepping into some funky speakeasy hidden in plain sight. Dark lighting, moody atmosphere, David Bowie playing in the background, wild artwork on the walls that makes you stop and stare for a second. Just a great vibe all around. The kind of place where you sit down and immediately relax into the evening. The cocktails were excellent. Not overdone, not syrupy, just really balanced and well made. One of our favorites was the "Some Positive Feedback," which came with this sugar rim that looked awesome and added just enough sweetness without overpowering the drink. Bright citrus flavor, refreshing, smooth, and dangerously easy to drink. Then we asked the bartender if they could just make us something off the cuff. We said vodka, lemon and lime forward, not too sweet, maybe a little spice. They absolutely nailed it. Crisp, refreshing, layered citrus flavor with just enough heat on the back end to keep it interesting. Honestly one of those cocktails where everybody at the table takes a sip and immediately goes, "Oh wow." As a bourbon guy, I was also pleasantly surprised with the whiskey selection. The bartender recommended Stafford's Reserve, an Oregon bourbon, and I am glad I listened. Smooth, approachable, a little sweet up front with some spice on the finish. Easy sipping bourbon that fit the whole vibe of the place perfectly. What really made the night though was the staff. Everybody was friendly in that genuine way where you feel welcomed instead of "served." By the end of the night it honestly felt like we had been there before, even though it was our first visit. The outdoor setup deserves some love too. Bend cooled down at night, but the fire pits and heaters kept everything comfortable. We could have easily stayed another couple hours just hanging out. Pricing felt fair for the quality of drinks and atmosphere. This is not a dive bar pretending to be fancy. It is a genuinely cool cocktail spot that knows exactly what it is. If you are in Bend and enjoy craft cocktails, bourbon, cool music, quirky atmosphere, and places with personality, go find San Simón. Half the fun is finding it tucked down the alley in the first place.

The most stunning cocktail bar hidden in an unassuming business park. The servers were friendly and…read moreknowledgeable and it's the perfect place to get a drink with the gals

Gorgeous bar inside with lots of plants. The service and cocktails were both excellent here. Wide…read moreselection of cocktails that cater to all different tastes.

The guy at the bar was super nice and made a really good drink! Cocktails were consistent and…read more delicious! We didn't plan on getting food initally but got hungry and decided to do the happy-hour two for one deal and the food was actually so good! The baked brie and mango chutney was a must try! They had a loop video of Lake Tahoe playing on the tv and it aided to the outdoorsy-Bend vibes while we sat on the couches and chatted. The couches were very nice, clean, and looked like they were well maintained so I didn't feel scared to sit on them lol. Overall, loved our experience here!

That honey old fashioned I loved the atmosphere! Super…read moreimpressed having three guys work in a small bar area slinging drinks quick and good!

Such a gorgeous place to go to! The interior of this place with the wood is very cool…read more Popped in for lunch and was not disappointed. The falafels were home made. Fresh, delicious, authentic. Not the greasy and dry ones you can get. The tzatziki /yoghurt dressing was just as fresh and delicious. We met the guy that owns the place, along with his daughter who worked there. So friendly to chat with. Turns out he's also the chef there and he was the one who makes the falafels from scratch. A must try!!! Also had the Buddha bowl with chicken. Fresh and delicious also. 10/10

I got the Raspberry Beret cocktail and BBQ Dog. You know it's good when the worst part of my meal…read morewas I had to lick my fingers. The BBQ Dog was so delish and fulfilled my dog cravings. The bacon and crispy onion on top were everything I needed. My cocktail was so good I sipped it for a good 20 minutes. *validates parking

Wow-what an excellent experience! From our server Jesse who took great care of us to the unique…read moreflavors..chef's kiss-muuuwah! Seared Foie Gras - Sparrow brioche, berry spread, toasted pistachio, 15yr balsamic... was on a fluffy brioche with a berry jam that made for an unexpected mix of sweet and salty. The ahi tuna tostada had a creamy sauce the made me wanna change my order and fill up on these..soo guuuud. Seared Albacore Crudo - Yuzu calamansi ponzu, shiso, scallions, crispy garlic, togarashi, pumpkin seed oil. It was a fresh and citrusy flavor with a spicy aftertaste. Such an explosion of flavors. Seared Diver Scallops - Snap peas, summer squash, black pearl mushrooms, red coconut curry, sunflower sprouts. The scallops were large and juicy with a curry sauce that was similar to Thai curry. Ambience is eclectic with a vibrant hip vibe. A definite treat night!

From the decor and atmosphere to the unique cocktails and attentive service, Dear Irene is one of…read moreBend's best restaurants. They offer a fixed menu with great starters, salads, and entrees. We ordered the scallops which were full of buttery deliciousness, the chicken which was cooked to perfection with crunchy breading on the outside, and a creamy polenta dish. You can't go wrong but be sure to order one of the salads. Our favorite was the baratta and citrus salad with olives and pine nuts. It has all the textures and sweet-salty goodness you could want. As for cocktails, our favorite was the pear and side piece drinks. The presentation is beautiful and they really are one of a kind. We'll be back!

Excellent food always! We sat outside this time and it was very pleasant. My favorite is the…read moretrout dip appetizer. Sometimes I take one to go after the meal. I had the halibut and it was amazing. We all loved our experience and the restaurant is always our first choice when we go to Bend.

Hope someone actually sees this review I've been trying to post it for an hour I'm 68 years old…read morethis is more difficult than I thought birthday dinner bad service not very attentive and the candle on the cake was my birthday when a in untrained server brought me my birthday piece of pie with a candle lit while my husband was in the bathroom while I sat there looking at a candle having to blow it out while he wasn't even available more training is needed $250 down the drain hour and a bad mood I wonder why didn't even get coffee for my husband till he had his entree when he asked for it at the beginning when I ordered my first cocktail sad been going to this restaurant for years not anymore all the staff look like they were 16 didn't even know what they were doing except if you trainer servers wow what's the world become birthdays are supposed to be fun I didn't feel like it was fun it was sad sitting there looking at a candle burning down to the wick while my husband wasn't even available cuz the 16 year old server didn't know that they shouldn't have brought the piece of pie with the candle lit until he was available at the table Common Sense maybe maybe not I don't know maybe I'm oversensitive you tell me

Divine drinks, gourmet food, and a lovely fun environment! Scott, Jenna and Joe made sure every one…read moreof our needs was met, and with such great enthusiasm and love! Definitely coming back for a relaxing evening!

We were a party of 12 looking for a place with appetizers on Friday at 4PM. The Lady Bird manager…read moreScott managed to fit us in! The service was great and the food was perfect. We are very appreciative of Scott's efforts to seat us.

Pretty good whiskey bar quite a big menu and something for everyone I wish they had a speakeasy in…read moreRedmond

Classy place but also laid back and relaxed. Wasn't overly loud so we could carry on a conversation…read morewithout a problem (which isn't the case at another bar around the corner). Good drinks and appetizers. Nice staff.