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    Westside Tavern

    2.8 (34 reviews)
    ModerateBars
    Open 9:00 am - 2:30 AM (Next day)

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    Slow in the day, crazy busy weekends. This is the inside.

    Ignore the bad reviews..... their experiences aren't typical. This is the best watering hole this side the ol Mississippi River. Nestled in Bend, If you want good food, don't go there because they only sell corn dogs, hot pockets, chips, and snack food. If you want cheap stiff drinks, fast Bartenders, pool table, and a variety of great people that call this "their" bar, then I recommend it. Order a shot... you'll be amazed by the pours.... They have a large patio that's heated when it's needed where you can observe people traveling on Bends Westside Galveston St. Fellow people watchers beware, this place is amazing for observation of all types of people.

    Very friendly locals. Several fire pits and heaters to keep warm
    Janel L.

    We love a dive bar crowed with low key locals! Searched on Yelp to find a place close to our hotel and found this place. Even though the reviews are low because of a flirty bartender didn't discourage us. Gurl, please just pour heavy and flirt with my man all day!! Im up for the entertainment! Our bartender was beyond wonderful. We talked soooo much she even gave me her sister's number who cuts hair in Sacramento. She even called her to see if she was taking new clients!! Throughout the outside seating they have several fire pits and heating to keep guest toasty. I'll definitely make this "our spot" when in town!!

    Fresh squeezed greyhound with wifey! The best!!
    Shawn R.

    Still make the best fresh squeezed greyhounds in America! Been visiting for years and Westside Tavern is my go-to bar in Bend.

    the reflection of a motorcycle in the mirror

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    14 years ago

    Unfriendly bartenders, over priced drinks (considering the place is a dump). Downtown has better options for nightlife.

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    Ignore the bad reviews..... their experiences aren't typical.

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    Deschutes Brewery Bend Public House

    Deschutes Brewery Bend Public House

    4.1
    (1.8k reviews)
    0.8 mi
    $$

    I love this place! Plenty of draft beer choices, great food, and great service!…read moreThis is a very lively, fun place where you can go to chill after work, play, or just exploring the area while on foot. Food: Really good artisan cuisine, this is way better than typical "pub-fare" Their pizza is amazing too! Grab a beer, get some grub, and grab a shirt before you leave. You must go there when you're downtown window shopping. Prices: $$ What you'd expect for such a great place! Parking: This is downtown, so before rush-hour, it's not bad (be mindful of the parking time posted on the signs). You probably don't need reservations, I never have, but if you have a large party, might be a good idea! Very enjoyable!

    We stopped here for lunch while in town for a conference. The food was your average brew-pub fare…read morewith nothing standing out as amazing, but it was good. Well, except the wings which were a little dried out, but still edible. The fries were hot and fresh, the Nashville chicken sandwich had a great spice and was freshly made, the size caesar salad was small, but fresh and flavorful, and the Margherita pizza was one you'd expect in a brewery, but won't make you think you're in Italy. We didn't partake in beer since we were off to work in the afternoon, but looking at the menu, I didn't see anything that was for me. I'm a wheat beer fan and didn't see anything that would entice me to return for a beer later.

    Photos
    10oz bachelor bitter
    10oz bachelor bitter
    Mac & Cheese with brisket and Cesar Caesar Salad - Large
    Mac & Cheese with brisket and Cesar Caesar Salad - Large
    Red Nitro Beer

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    Red Nitro Beer
    The Astro Lounge

    The Astro Lounge

    3.4
    (110 reviews)
    0.7 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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    Broom Closet

    Broom Closet

    4.6
    (50 reviews)
    0.6 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.

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    Passport
    Passport
    Ceiling made out of broom party with quotes
    Ceiling made out of broom party with quotes
    Broom Closet

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    San Simon

    San Simon

    4.7
    (108 reviews)
    0.7 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
    Aperol popsicle in cava.
    Aperol popsicle in cava.
    Bourbon
    Bourbon
    San Simon

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    Westside Tavern - bars - Updated August 2026

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