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    The Gallery Restaurant and Bar

    3.3 (191 reviews)
    ModerateLounges, American
    Closed • 9:00 am - 11:00 pm

    The Gallery Restaurant and Bar Photos

    Business Info

    THE GALLERY RESTAURANT AND BAR ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Good for groups
    Outdoor seating

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    Outside
    Cawnii P.

    Drove up to visit Sisters, walked around the town and stopped in THE GALLERY for lunch. It was a warm day so we indulged in a VERY COLD PILSNER. Also had a hamburger and a patty melt with fries and onion rings. The beer average 5* lunch 3* = 4

    Prashanth N.

    Great location, right off the main street in Sisters. The restaurant was packed busy for Saturday. Too bad, I missed the breakfast menu, I really wanted to try one of the Benedict dishes. so I got the vegetarian quesadilla and it was pretty good and filling. The waitress was friendly and fast. The main area was packed full, so we were seated at the open tables, near the pool tables, with nice big windows. They something for everyone of us - Vegan, Vegetarian and non-vegetarian dishes.

    The Gallery Restaurant and Bar: Greek Salad minus feta, avocado added
    Chiemi N.

    We're staying at the nearby Black Butte Ranch. We spent the morning traipsing around Dee Wright Observatory, and we definitely built up an appetite! We walked around the quaint town of Sisters in search of a place to have lunch. The Gallery Restaurant looked promising. We entered behind another group. We waited for a while. The group in front of us decided they didn't want to wait any longer, and left. We were actually thinking the same thing when someone came over and told us we could seat ourselves at an open table. The waitress was friendly, and took drink orders right away. After that she took our food order. I got the Greek Salad without the feta, and they subbed avocado for me. I got the balsamic vinaigrette on the side. It was pretty good! My friends all enjoyed what they got!

    Prime Rib dinner

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    5 months ago

    Excellent food and service. Enjoy walking the town of Sisters, especially when it is snowing.

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    15 hours ago

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    3 months ago

    We are in agreement with the two star post. Food is substandard, servers are average or below at best and the ambiance lacks.

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    7 months ago

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    9 months ago

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    1 year ago

    Zoey was the best! As always, attentive and the drinks were perfect! Will come back for sure!

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    2 years ago

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    2 years ago

    Best hambuRoger and fries I've had in a long time. Great service and super friendly. I'lk be back!

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    2 years ago

    Came here for breakfast. The chicken fried steak was amazing! Would definitely come back here again!

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    San Simon - Gin Gimlet

    San Simon

    4.7(108 reviews)
    20.0 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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    Takoda's Restaurant & Lounge - BLT sandwich with tater tots for the side

    Takoda's Restaurant & Lounge

    3.7(124 reviews)
    0.5 mi
    •$$

    Stopped here while visiting my daughter from California and happened to have some time to spare…read morebefore meeting up with her. I randomly came across this place, and I'm so glad I did! It's a cute little spot that was quiet, cozy, and welcoming. I was greeted by a friendly host who quickly seated me in a booth, took my drink order, and came back shortly after to take my food order. I ordered the BLT sandwich with tater tots, and it was so good! My food arrived quickly, the tater tots were still hot and crispy, and the sandwich was fresh and delicious. A great little find while I was in town. I would definitely recommend it and would happily come back!

    Service was great, ambience was lackluster. I was quite shocked at the prices of their pizzas. I…read morepaid $12.50 for a mini pizza that was the equivalent of one slice. The pepperoni tasted like it had turned bad , and I wound up with stomach problems the next morning. I just think that's a little over the top for a two topping mini pie. They only had one cider on draft and it was a push pop flavor that tasted like cotton candy. Yuck. They had NO other cider options. I was bummed because I quite literally came in here to have a nice cold draft cider and there were zero options other than push pop.. With tip I paid $49 for a tiny mini pizza and two vodka sodas. Insane.

    Photos
    Takoda's Restaurant & Lounge - Large pepperoni and Italian sausage pizza

    Large pepperoni and Italian sausage pizza

    Takoda's Restaurant & Lounge - Newly renovated bar & lounge with 5 TVs

    Newly renovated bar & lounge with 5 TVs

    Takoda's Restaurant & Lounge - Fresh Salad Bar!

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    Fresh Salad Bar!

    The Gallery Restaurant and Bar - lounges - Updated September 2026

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