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    Westside Tavern

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

    Westside Tavern Photos

    Business Info

    WESTSIDE TAVERN ATMOSPHERE

    What's the vibe?
    Outdoor seating
    Good for groups

    Recommended Reviews - Westside Tavern

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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.

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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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    Ask the Community - Westside Tavern

    Review Highlights - Westside Tavern

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

    Mentioned in 2 reviews

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    San Simon - Gin Gimlet

    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
    San Simon - Aperol popsicle in cava.

    Aperol popsicle in cava.

    San Simon - Bourbon

    Bourbon

    San Simon

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    Westside Tavern - bars - Updated September 2026

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