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    The Dez Bend

    4.8 (5 reviews)
    Closed 5:00 pm - 8:30 PM

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    2 years ago

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    2 years ago

    The sweets are so yummy and the NA drinks are awesome! The staff is lovely and the vibes are so cozy. 10/10

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    The Astro Lounge

    The Astro Lounge

    3.4(110 reviews)
    0.5 mi
    $$

    horrible service- waited at the bar for so long.. didn't…read morerealize there would be a line? wouldn't you serve the bar up and down? went to wait in the line, the bartender (shorter lady with leather skirt, wavy hair, red lip on 7/16/2026) decided to just skip us and get EVERYONE else besides us. took the ID of someone behind us, and got a 3 drink order of someone who just walked up. then noticed she walked up the bar towards where we were waiting 30 min before. tried to give the benefit of the doubt as a solo bartender, but we moved to where the supposed "line" was... out of all the bars we went to tonight this was the worst service.. and all we wanted were the jell-o shots PREMADE..

    My friends and I are in town, and all night, this was the worst service ever. We waited at the…read morecorner of the bar and the bartender never came to us, and we found out there was a line, so we went and waited in line. Mind you, we were already waiting for like 30 minutes. So when we found out there was a line. We went to wait in line! Tell me why, when we got to the front, the bartender decides to help the person next to us then us. Then she proceeds to help everyone else around the bar besides us. Mind you, 3 Asian people, and skips all of us. Never experienced this, and we went to so many bars around the area tonight. So sad, definitely would never come back here. I don't now the bartenders name, but she was working tonight. 7/16 into 7/17. By far. The worst. I would probably give them a negative review.

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    The Astro Lounge
    The Astro Lounge
    The Astro Lounge

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    San Simon - Gin Gimlet

    San Simon

    4.7(108 reviews)
    0.4 mi
    $$

    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.

    Photos
    San Simon - Aperol popsicle in cava.

    Aperol popsicle in cava.

    San Simon - Bourbon

    Bourbon

    San Simon

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    Hawkeye & Huckleberry Lounge - Grilled seasonal veggies

    Hawkeye & Huckleberry Lounge

    3.8(188 reviews)
    0.8 mi
    $$$

    It's a fun, western themed steakhouse. Yes, it's a little gimmicky but also well executed and even…read morecharming. I really liked the ambiance here and it was perfect for a fun birthday celebration. Huge space so lots of room for big parties - there's a separate room but also large tents with tables. We got the special tasting board and I would highly recommend that as it came with three different cuts. It also comes with every sauce and they were all spectacular. We also ordered the pork belly and bone marrow as apps; each were very good especially the bone marrow. Service was spot on and their cocktails are good too.

    I was really disappointed with my experience at Hawkeye & Huckleberry. The food itself was…read moreunderwhelming. I ordered the pork belly for $24 and received four pieces with fruit. Unfortunately, the pork belly was dry and chewy rather than tender, and I didn't find the dish particularly flavorful or enjoyable for the price. Service also felt disorganized, but my biggest concern was cleanliness. While sitting at the bar, I had flies landing on and around my food, which I photographed. That immediately raised sanitation concerns and made it difficult to enjoy the rest of my meal. I had expected a much more polished experience from a restaurant associated with Chef Brian Malarkey. Between the food quality, service, value, and cleanliness issue, this visit fell well short of my expectations. I don't plan to return, and the sanitation issue was concerning enough that I intend to report it to the appropriate health department.

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    Hawkeye & Huckleberry Lounge
    Hawkeye & Huckleberry Lounge - Pepperoni and sausage pizza with hot honey

    Pepperoni and sausage pizza with hot honey

    Hawkeye & Huckleberry Lounge - I'm Your Huckleberry and Midnight Cowboy

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    Broom Closet - What's behind the secret door

    Broom Closet

    4.6(50 reviews)
    0.3 mi
    $$

    We were staying the night at McMenamins in Bend while traveling from California to Washington, and…read moreone of the highlights of our stay was hunting down the speakeasy bar, The Broom Closet. Half the fun is searching the property for it--and don't worry, I won't spoil where we found it! Once inside, it truly felt like a hidden gem. The space is cozy and intimate, with comfortable places to sit and a full bar that feels tucked away from the rest of the property. It was especially festive during the holidays, with Christmas drink specials adding to the charm. I ordered the NA Merry Cherry, which was gingery, slightly spicy, and super refreshing--a great non-alcoholic option. My wife had The Countess and said it was absolutely delicious. Between the atmosphere, the drinks, and the fun of discovering it, The Broom Closet was a total win. If you're ever staying at McMenamins Bend, make sure you take the time to search for The Broom Closet--it's well worth the adventure!

    Such a cool little addition to the Old Saint Francis hotel. We were staying at the hotel and…read moreencouraged to explore and go find the Broom Closet. Once we did find it, we enjoyed a cocktail and sitting in a quiet nook. It's definitely not a large space or a loud space, but something more to be savored and enjoyed. The bartender was extremely kind and engaging. Even if you aren't staying at the hotel, I would highly recommend coming to check this place out.

    Photos
    Broom Closet - Passport

    Passport

    Broom Closet - Ceiling made out of broom party with quotes

    Ceiling made out of broom party with quotes

    Broom Closet

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    The Dez Bend - lounges - Updated August 2026

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