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    Outpost

    1.7 (3 reviews)
    Open 10:00 am - 10:00 pm

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    Casagranda's Steakhouse - Petite Filet w/ mushrooms

    Casagranda's Steakhouse

    4.4(463 reviews)
    28.7 mi
    $$$
    Delivery during COVID-19
    Established in 1988

    Had no idea what I was walking into. This place is awesome! Food, Amazing! Service, Amazing!…read moreAmbiance, Amazing! This is a high class dining experience at a very solid price! The bread to the dessert, everything was well above my bar for fantastic!

    Father's Day fiasco…read more Reservation for 6 people at 5:00 PM. We were seated promptly, given water, and provided with only 3 menus for the table. The wrong beer was served five times. As well as beers delivered to our table that we did not order. Our ticket was apparently lost in the rush, resulting in over an hour wait for food. When it finally arrived, most of it was cold. The waitress did her best throughout the experience and even called the owner to request a discount due to the poor service. Unfortunately, the manager never visited our table. We received about $40 off the bill, one round of drinks was comped, and we were given free dessert (which appeared to be an extra scoop of ice cream worth about a dollar). Overall, the steak was good, but the sides were cold. The paella should be removed from the menu and replaced with Rice-A-Roni and shrimp. That's not an exaggeration--Zatarain's boxed jambalaya would have been a significant upgrade. I won't ever return and won't recommend it to anyone visiting. Pretty lenient given I worked in the service industry for 4 years but it was really rough.

    Photos
    Casagranda's Steakhouse - Main dining room

    Main dining room

    Casagranda's Steakhouse - Montana Maple Nut (?) & Vanilla with Chocolate Sauce  06-22-2026

    Montana Maple Nut (?) & Vanilla with Chocolate Sauce 06-22-2026

    Casagranda's Steakhouse - More food than any 2 people should consume in one sitting! (We have tons of steak left!)

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    More food than any 2 people should consume in one sitting! (We have tons of steak left!)

    Montana City Grill & Saloon - Bread pudding is a must try!!!!

    Montana City Grill & Saloon

    3.0(82 reviews)
    38.8 mi
    $$

    We are happy with the service and food! Food was delicious! We like ribeye and fish and chips! Our…read moreserver Danny was so kind and nice to us! Atmosphere is beautiful! Quite music! We want to come back! 10/10!

    I just don't know what to say about this dinner other than it was really bad food prepared…read moreterribly. It was not good at all. Calamari was soggy and oily and the breading was mushy, indicating that the oil was not at the proper temperature for a good fry. We sent it back after trying to pretend it wasn't terrible. I ordered chicken parmesan and my wife got chicken fried steak. Her meal was ok. The gravy needed some flavor but the chicken fried steak was properly cooked. My chicken parm was mushy, and only had a few small shreds of cheese on it. The pasta was woefully over cooked and there wasn't much sauce on it. That was sent back as well. Both our meals were to come with soup but the server dropped that ball and had an inquisitive look on her face when I asked about it as we were paying our bill (she probably accidentally did us a favor). All in all, there is no need to visit this " restaurant" that seems to either take everything out of the bag in the freezer and microwave it, or have large batches of stuff and just warm things up as they are ordered. Nothing appeared to be made in house and quality assurance doesn't live here.

    Photos
    Montana City Grill & Saloon
    Montana City Grill & Saloon - Ribeye and zucchini with broccoli

    Ribeye and zucchini with broccoli

    Montana City Grill & Saloon - Stuffed mushrooms with shrimp

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    Stuffed mushrooms with shrimp

    Windbag Saloon - Ask about our seasonal cheesecake!

    Windbag Saloon

    3.5(369 reviews)
    35.7 mi
    $$

    Great time with friends and family all visiting Helena for a wedding. The service is 10 stars and…read moreI'm bummed I did not get our sever's name. She was awesome and so much fun. Once I saw it on the menu I had to get the GIGANTIC PRETZEL (GP). It was gigantic and it was a pretzel. Great crispy outside and soft warm perfectly cooked inside. Get it, you won't regret it. We all loved it and the queso and hot mustard were a great match. I had the wings, buffalo sauce, and it came with fries. Both were really good. So much food I only ate 4 wings and 1/2 the fries. GP still weighing heavy in my gullet! The Wife had the Classic Mac and Cheese - nice taste but Luke warm instead of hot. Should have sent back to warm up. Her choice. The Kid had the brisket sandwich and garlic parm fries. The sandwich was so big., she ate 1/2 and hardly touched her fries. The fries were delish, as I had to sample a couple for review purposes. The Friend had a Buffalo chicken salad and The Other Friend had enchiladas. Both enjoyed their meals and had leftovers as the servings are generous. Great Time. Great Food. Great Service. Go! Eat Very Well!! HAVE FUN!!!

    The relic of a brothel from days gone by, tastefully transformed into a lively pub in old town…read moreHelena. Biggest challenge is finding a parking space! But once you get there it is pure joy and the best food!! (And although it's gotten a bad rap for slow service, I beg your pardon! This is Montana, a long drive between places is part of the experience, so we should all slow down and enjoy it! I got my craft beer in record time, and order shortly after, the waitresses were very friendly and helpful but let you take your time and enjoy the experience! My wings were Excellent, great homemade sauce with wings on a bed of fries, which caught up the dripping sauce and made a wonderful meal, paired with a salad, this was a memorable and delicious little place to relax and enjoy historic Helena and Last Chance Gulch! Do try this place if you get the Last Chance!

    Photos
    Windbag Saloon - Windbag Saloon ambiance

    Windbag Saloon ambiance

    Windbag Saloon - Gigantic Pretzel served with white queso

    Gigantic Pretzel served with white queso

    Windbag Saloon - Outside of the Windbag Saloon

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    Outside of the Windbag Saloon

    Silver Star Steak Company - Perfect Rare

    Silver Star Steak Company

    3.4(275 reviews)
    36.1 mi
    $$

    Evan made our birthday dinner at Silver Star truly exceptional. From the start, he was welcoming,…read moreattentive, and incredibly knowledgeable about the menu. He helped guide our choices without being pushy, and his recommendations were spot-on. For his birthday meal, my husband ordered a steak and I had the salmon--both were cooked perfectly and absolutely delicious. Evan checked in at all the right times, making sure everything was just right without ever interrupting the flow of our evening. What really set Evan apart was how he elevated the celebration. He acknowledged my husband's birthday in a genuine, thoughtful way that made the night feel special without being overdone. His attention to detail and friendly, professional demeanor made us feel taken care of from beginning to end. If you're dining at The Silver Star Steak Company, ask for Evan--you won't be disappointed!

    I bet this place would be great if you walk in with a Brione suit on and a hot chick on your arm…read more Unfortunately, I only had my adidas black sweat top and tennis shoes one and was not treated well. Other customers that perhaps were perceived as bigger paychecks were consistently served before me. At first I sat at the bar to make it easy for the servers. Unfortunately it was only me and I was abandoned after My drink came and no dinner menus came despite being asked and responding that yes, I need them. So, I took my drink and asked to be seated at a table. the table next to me had about 8 people seated after me, and again they were able to order drinks before my waitress came to me. So, looks matter in this restaurant - a lot! That is never a good sign. My waitress is probably in the wrong career as she was brusque and seemed put off at having to serve 1 person. Maybe she was cursed with being German as I am. The wedge salad I ordered was two small wedge pieces instead of the normal 1 large piece and was ok, but underwhelming in both the size and the amount of blue cheese which was a bit sparse. The 6 oz fillet seemed more like 4 and was ok - the baked potato noticeably smaller than most but loaded at least. The restaurant scene is Helena is pitiful, to be honest. Billings is the place in Montana to be for restaurants. Maybe Bozeman or Missoula but unfortunately, the capital is lacking. The martinis were decent but not as good as the windmill in billings.

    Photos
    Silver Star Steak Company - Cool Bar

    Cool Bar

    Silver Star Steak Company - Crab Cake

    Crab Cake

    Silver Star Steak Company - NA menu

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    NA menu

    Outpost - bars - Updated June 2026

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