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    Dear Irene

    4.7 (86 reviews)
    Closed 4:30 pm - 9:30 PM

    Dear Irene Photos

    Business Info

    DEAR IRENE ATMOSPHERE

    What's the vibe?
    Moderate noise
    Trendy

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    Recommended Reviews - Dear Irene

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    Bethany H.

    The food is incredible. The service is impeccable. I cannot wait to go back and experience more of the menu.

    Dessert
    Tami A.

    Our last evening in Bend for Valentine's Day, and this dinner was the perfect way to wrap up the trip. We walked into Dear Irene and were immediately greeted by a kind, helpful hostess who even guided us through the parking situation--a small gesture that set the tone for the night. Our table was tucked toward the back, right next to a bold, bright blue wall, with matching plush seats that were surprisingly comfortable. The whole space was full of color and light--lively without being loud, and stylish without trying too hard. Our server was personable, quick with a few jokes, and happy to answer all our questions--whether it was about the owner or the artwork on the walls. It felt like the kind of place where the staff actually enjoys being there, which makes all the difference. We shared a few small plates, each one thoughtfully prepared, and sipped on cocktails that were as unique as they were tasty. The flavors were layered and unexpected, in the best way--like the food version of a plot twist you didn't see coming but totally loved. It's not in the most obvious location, but Dear Irene is absolutely worth finding. A standout meal in a trip full of great moments.

    We will be back!
    Deb M.

    This place is lovely! They have amazing food, great service, and a warm atmosphere! I took my boyfriend there for his birthday and they gave us champagne to celebrate! The food was fabulous too!

    Braised short ribs
    Sharika M.

    This was a super cozy spot in Downtown Bend. The food was absolutely amazing. The dumplings in Thai curry is such a genius idea!! I loved the creativity with food. The salmon tartare was also nice, especially with the sweet drop peppers. The Braised short ribs were sublime. The quality of the sear and braising is unparalleled. Be sure to get a reservation to go there. It books up fast! The waiter was super nice.

    Duck confit croquettes

    Our first time dining here and the Dear Irene team did not disappoint. The music was perfect to the vibe , and every detail of the interior design is well thought out. The highlight of course was dinner, I had Chicken Milanese and my wife had scallops. Excellent layered taste in a thoughtful presentation. Possibly the best dining experience we've had in Bend. Not noisy, relaxed and helpful team. Go there and see for yourself.

    Cannoli tiramisu
    Richard B.

    Such a fun and delicious place! The cocktails are inventive and spot on, the service was excellent (attentive but not obsequious), and the food was so tasty. We went the small plate route with salmon tartare, crab arancini, duck confit with lentils, and spicy garlic shrimp, and it all rocked. And the cannoli tiramisu was to die for. Will be back!

    Bone marrow short rib
    Kimberly C.

    I must say, I wish I didnt wait this long to try Dear Irene. It's nestled in a row of shops near the parking lot of Drake Park and if youre an adventurous eater who appreciates various cuisines, this is the place that executes dishes quite well and is refreshing to the Bend Food scene. Portions are smaller but the flavors are hard to find in town. What we tried: -foie gras: melt in your mouth delicious with a nice sear paired with the bread. Wonderful mix of texture, Fat and acid. (The one image i took was blurry so I didn't post it) -duck: wow, crispy skin, tender meat nestled on a bed of cooked to perfection lentils. I wouldnt have minded something a little sweet like fig jam or drizzle on the plate with it but the duck was the best part. -lamb dumplings: so much flavor in each bite. If you're not used to the the peppercorn, it's like a slow burning menthol like heat. I'm not the biggest fan of the peppercorns itself but it truly complements the lamb and dish entirely. -short ribs: tender meat in a delicious sauce. It's not the usual brown sauce but is white in appearance. The chard paired beautifully with the meat and sauce. I wish it was served with mashed potatoes which you can mix into that SAUCE. -snapper: cooked well with crispy skin, tangy sweet sauce. I almost wish there was a little more sauce but the crisp skin may get soggy. 4/5 This spot has a vibe. If only I had the budget to dined there weekly, I would. Itll definitely be in our date nights rotations. I wish it wasn't 21+ because our son, who loves good food, would like this place too.

    Grilled Cheese
    Kris M.

    I had bookmarked this spot a few months ago, but J and I have the bad habit of returning to our favorite spots almost exclusively, so I am a bit slow at moving down my list of "must try"s Luckily I was able to reserve the last two bar seats at 5:30 on a Saturday night--and I am so glad that I did. First thing I noticed--- nice vibes. The hostess was lovely and sat us right away. Cocktails were excellent--Crimson & Clover and We ordered: Crab Arancini--best I have had, light and creamy Croque Madame-yum Diver Scallops-excellent We will definitely return soon Highly recommend.

    kirill l.

    Enjoyed my evening with my wife! Great atmosphere, delicious food, fancy drink! Cheers!

    Scallops

    The location is eclectic to say the least, the menu vast, and everything we ordered was top notch (even by Bend standards. The waitress was VERY knowledgeable on the menu and the bar.

    Monkey Business

    Intimate restaurant with a fabulous cuisine, impeccably quiet and understated service, and background music lifted straight from Pink Martini. The salmon tartare was delightfully fresh, bright with accents, and virtually a meal in itself. The scallops were beyond tender, albeit with a nicely crusted surface, and were served alongside a wonderfully creamy sauce. The flourless chocolate cake was superb, swimming in a tart raspberry sauce. And the Monkey Business cocktail, Austrian white wine, and espresso were all great accents to a terrific meal. Well done.

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    23 days ago

    Love this place and visit often. The scallops are to die for and the staff is top notch!

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    10 months ago

    Great food and ambiance! Cocktails are perfect pairing with the food. Highly recommend!

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    7 months ago

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    2 years ago

    Great place to celebrate! Fabulous food, excellent presentation with very attentive service

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    1 year ago

    Great ambience, friendly staff and top notch food! A job well done and a great location

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    Ask the Community - Dear Irene

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    Dogwood at The Pine Shed - Indoor seating and south side entrance

    Dogwood at The Pine Shed

    4.3(263 reviews)
    0.5 mi
    $$

    First of all- I just moved here and I keep hearing this is "the bad part of town" and no, it's not…read more We passed one unhoused person who was just minding his own business. Don't be afraid to come here! Lots of food truck options which is cool. My friend and I each got zero proof cocktails. She got the sweet hemptation and liked it so much she got a second one. I got the funky cold Modena which was tart and tasty. And we got to see Miz Cracker from RuPaul's Drag Race!! So fun! The drag show was high energy and a great time.

    I'll preface by stating that this establishment is a bar with a food truck lot. It is not the…read moreDogwood downtown cocktail bar that is the subject of the prior hundreds of reviews. The owners closed up shop downtown and created this new place on 2nd Street in Bend's Central District. It's now called Dogwood at the Pine Shed. Why Yelp won't create a new, distinct page for the Pine Shed is beyond me. That said, the Pine Shed is a fine place for drinks and food truck fare. The open, spacious 'shed' has plenty of varied seating surrounding a nice bar with quite a few tables outside on the patio. Mobility-challenged folks have choices too. For those worried about 2nd Street's reputation for sketchiness, don't be. Revitalization efforts by the city have transformed the area. At times of good weather, with the big doors open, the Pine Shed is quite a nice spot to relax. Cocktails were the raison d'etre for the former incarnation of Dogwood and that emphasis transfers here to the Pine Shed. I particularly like their versions of a margarita but the other cocktails are uniformly good too. The beer tap offerings are not so spectacular, however, with only four (and a cider). On one visit shortly after they opened for business, two beer taps were tapped out, which can be chalked up to growing pains. In any case, the Pine Shed can't be seriously regarded as a tap house in the style of the many others in Bend (On Tap, River's Place, Crosscut, The Lot, The Podski, Midtown Yacht Club, etc.). Come for the cocktails. They do offer low ABV and zero ABV drinks. At present, the food truck choices are abundant and pretty decent. Being trucks/carts, and thus mobile and prone to relocating themselves, I'll not list them here. Best to check the Pine Shed's webpage for current offerings and then go to the relevant Yelp page for reviews. Parking is street only, no parking lot. The city has completed construction on 2nd Street so there are more spots available than before.

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    Dogwood at The Pine Shed - Funky Cold Modena non-alcoholic cocktail

    Funky Cold Modena non-alcoholic cocktail

    Dogwood at The Pine Shed - Tiny beer with Tequila shot

    Tiny beer with Tequila shot

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    The Bar

    San Simon - Aperol popsicle in cava.

    San Simon

    4.7(106 reviews)
    0.1 mi
    $$

    The drinks are consistently great, always made with care. The atmosphere is a fun alternative vibe…read more When it gets busy, it gets busy--but that's why it's nice to visit on the slower days for even more attentive service, just like anywhere else. Thanks so much to the San Simon staff for all the wonderful experiences!

    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.

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    San Simon - Gin Gimlet

    Gin Gimlet

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    Bourbon

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    San Simon in Tin Pan Alley

    Lady Bird Cultural Society - Pear Tarte Tartin

    Lady Bird Cultural Society

    4.2(158 reviews)
    0.9 mi

    Very wonderful happy hour; and...the best espresso martinis in town!!…read more Went back for dinner; delightful experience!

    Unimpressed. Loved the interior, the drinks were fine, the brussel sprouts were good...but service…read moreis what makes a spot and a cute interior can't make up for lack of good service. We were seated at the low seats at the bar but weren't given menus, so I had to walk up to the hostess stand for them after waiting for a decent amount of time. The red-headed bartender/server tried to walk away after taking our drink order and had to stop him from walking away to order food. There were no check-ins at the table, a hostess walked around once filling everyone's water but that was it (so we had empty water for about half the time we were there), I had to flag down the bartender by staring at him from across the bar to get his attention for a check, once I got the check he again tried to immediately walk off even though I had the card & wallet on the table and nearly immediately put it in the book, and in general he was not amiable. I actually asked my friend after the first interaction of 'do you think he's having a bad day or hates it here?'. Lastly, the oysters are listed as 'oysters' with no description but they are not normal oysters - they have green vinaigrette, some roe type orange topping, and personally weren't enjoyable. 2.5 for service and not listing ingredients. 3 because the brussel sprouts and drinks.

    Photos
    Lady Bird Cultural Society - The pictures do not do this place justice.

    The pictures do not do this place justice.

    Lady Bird Cultural Society - Bone marrow & escargot

    Bone marrow & escargot

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    Bar RBC - Grilled octopus

    Bar RBC

    4.6(32 reviews)
    0.1 mi

    Absolutely the best restaurant we went to while we were in Bend for a long weekend. The service was…read moreamazing, recommendations were on par with expectations and food is second to none (at least compared to other restaurants we tried). Highly recommend any of the potato dishes and the pork. Place is sharable plates and made it great to have a family style with the group. got to try everything we ordered. When I'm back in Bend, i will definitely be coming back here even if its just me.

    Shout out to Corrine and Kim for taking care of us. Thank you Corrine for all the great…read morerecommendations! Swung by here after spending a day at Crater Lake National Park. Parking is a bit challenging. Inside the space is a little dark, and it had a nice ambiance. The noise level is a medium. You need to speak up a little but you don't need to shout to be heard. We came without reservations, luckily for us two seats at the bar opened up so we were seated right away. Since it was our first time here we asked Corrine out for some recommendations. She talked through some of the popular dishes and also some of her personal favorites. We ordered... Food - El Bulli Olive: Fun bite if you're an olive fan. Creative gastronomy creation. - Toro Radicchio: Really tasty salad, with great flavors. - Fried Anchovies and Artichoke: Delicious! If you're an anchovies fan, get this dish. One of my favorite bites of the night. - Iberico Secretto: Meat imported from Spain. Great flavors. Drinks - Pamplemousse Spritz: Refreshing n/a cocktail. Definitely would get again. - Strawberry-White Peppercorn Shrub: One of my favorite n/a cocktails I've had to date, would recommend. Dessert - Tarta De Santiago: Solid dessert.

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    Bar RBC - Fried Anchovies and Artichokes

    Fried Anchovies and Artichokes

    Bar RBC - Gelda, bacon wrapped dates and e bulli olive.  Order all of it. Trust me.

    Gelda, bacon wrapped dates and e bulli olive. Order all of it. Trust me.

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    Rapa Nui Tiki - Painkiller

    Rapa Nui Tiki

    4.0(121 reviews)
    0.9 mi

    I had a couple different drinks and they were pretty good. The place is upstairs, but not climbing…read moretoo many, so be prepared for that. It was pretty dark in there to set the scenery so that was cool! Our waiter was very nice and told us some cool facts about some of the beers and drinks!

    A one star for me is a rare occurrence but, seriously.... Just avoid this place…read more.. To call this a tiki bar is an insult to the entire culture around Tiki. Let's just start out with the atmosphere.... This place is just covered in craft store plants and Amazon decorations. No character nothing special. Now I could've gotten past that if the drinks were OK. I didn't have super high hopes, but I was very excited to find a Tiki Bar in Bend while I was traveling for work. So I started out with just a classic Mai Tai after looking over the menu and being pretty disappointed that it's just the most basic "tiki" drinks in existence. The Mai Tai was flat out awful, and I mean AWFUL. It tasted like water mixed with lime juice. No alcohol taste in anyway, and not even a drip of Orgeat taste. It is so bad that it upset me, and it's completely clear like water. I did decide to stay cause I needed a break from the long week of work, but I just went straight to rum straight. I could've overlooked this, if there was even any slight conversation at the bar with the bartenders, but they had no interest in talking to the people that were there, three of the people at the bar were employees, and the entire time was just them talking together about how much they don't like rum or even the drinks on the menu. Wild. Past that they were talking about how they store their juices, and that they don't date label them in any way or throw them out after a certain amount of days, they just come in and taste them to see if they've gone bad. Get the f*** out of here.... A quick Google search will show you that most citrus juices start to oxidize within the hour, and orange and pineapple are not far behind... Don't even come here and give it a try, just go somewhere else.... This place should not be in business.

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    Rapa Nui Tiki
    Rapa Nui Tiki - Fried Chicken, Korean BBQ street tacos, painkiller and Viking fog.

    Fried Chicken, Korean BBQ street tacos, painkiller and Viking fog.

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    Dear Irene - cocktailbars - Updated May 2026

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