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Trail Boss

3.8 (43 reviews)
Closed • 11:00 am - 10:00 pm

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Bill - great value for steak meal for two
Jordana G.

Nice remodel of the old Kerrville steakhouse with a well lit, clean and modern ambience. Extensive menu, attentive and friendly servers and fresh ingredients. Our server Josh and his busser were excellent. They frequently stopped by, picking up dirty dishes or straw wrappers and refilling drinks. Josh brought an extra plate for me without being asked. I also thought the prices reflected excellent value for the high quality and impressive quantity served. We aren't big eaters, so we shared a 14oz steak dinner and got an extra salad and veg side. Great salad, very fresh, and I especially love the thick house made blue cheese dressing. The $2.99 side salad is a bargain. Easy check out with a QR code, too. Steak is the way to go. Great beefy flavor and terrific char and grill marks that really give that live fire taste. You can order 3 different levels of seasoning on your steak, too. We ordered moderate and it was perfect. Order the brussel sprouts, too. Crispy and savory yum. If you have room there's a big dessert list but we didn't have room. Highly recommended.

Bar area
Georjean B.

Wonderful atmosphere, great bubbly bar tender Jennifer, awesome customers that treat you like family. Will definitely go back.

Bourbon cocktail: think Mai tai, yum
Kerry N.

My parents and I enjoyed dinner here a few evenings ago. The 8 ounce filet was cooked at a perfect medium and delicious. We enjoyed a burger, chips & queso (not ballpark cheese, good queso), and especially the bourbon cocktail. Kind service with a country diner feel. We will be back!

Fried pickles were perfect!

I was hesitant to go based upon reviews but I'm really glad we gave it a chance. My husband's co-workers said they enjoyed it so we went tonight for dinner. We had a 5 minute wait for a party of three. The server I think her name was Kayleigh was with us within a few minutes even though they were fairly busy. She said be patient since she was busy but she had our drinks and appetizers (fried pickles yum!!) out quickly. Our meals followed soon after. We each had top sirloin which was so good and tender. The flavor was amazing. I had onion rings with mine that were perfect! So crisp! My husband had side salad and loaded baked potatoes which were also huge portions and he said delicious. Our son has fries and onion rings as well! We will be back for sure. It's a little noisy but that's expected with a pretty busy place. It was very nice inside.

Front entrance.
Matthew S.

Checking out the place for the first time on my wife's' birthday. We were seated in a booth seat. It was about around 8 pm on a Monday and most of the patrons were clearing out. Took awhile to get seated but the staff were very friendly. Ordered a Lone Star Light bottle and Ranch water with lil tequila. Started off with Truffle Fries and split a medium rare 14oz ribeye steak with moderate seasoning as well as loaded mashed potatoes and a side Ceasar salad. The truffle fries tasted good, the quality of the fries could have been better. The steak came out decent. Not the most flavorful as far as the marbling fat. Decently priced. Felt some of the ends were more well done but overall an adequate steak. The mashed potatoes were very disappointing. We didn't even try to finish them. It was like they forgot butter or they were cold dry crumbly leftovers. For desert we got chocolate lava cake with a scoop of ice cream and bread pudding. Those were very delicious! They even gave a birthday discount for one of them. The place is new so probably still trying to figure out the decor and ambience. No art or anything just taxidermy animals on the wall. Ya gonna be called "Trail Boss" ya gotta give it that theme and ambiance. Add a Chuck Wagon salad bar, put some oddities around like you would see at Texas Roadhouse, Howdy's, or Luckenbach. Get the Cowboys theme going. Put some brands out there. Do a country mural on the bland yellow walls. Give the tables an intimate lighting rather than Ihop type lighting. They'll get there but for now it's a place for an alright meal but nothing to get excited about. Decent price. Friendly staff. Will check in on it later. It's got a lot of potential.

Onion Bleu Cheese Hamburger with crispy sweet potato fries
Carolyn M.

I've eaten lunch at the Trail Boss in Kerrville several times. Every single time, the food has been delicious! The chop steak topped with sautéed onions, mushrooms and peppers with the house made brown gravy is outstanding. I've enjoyed every single side served with my meals. Te green beans and sautéed spinach are perfectly prepared. The green beans are pleasingly snappy and flavorful . The house made mashed potatoes are good old fashioned slightly lumpy and buttery. The quality of the beef is juicy and flavorful. I was very pleased to see that the restaurant has a new lunch menu. I will be ordering the $10.99 chicken fried steak lunch portion next! My dining companions have ordered the onion bleu cheese hamburger which looked juicy and huge. I tried one of the sweet potato fries and I am definitely ordering them soon! They were crispy but not greasy. My friends have raved about the pork chops, the Reuben sandwich and the Primal sandwich. Marissa and Jen have provided excellent service and my water glass was never empty. Don't fail to ask for a basket of homemade rolls with butter! Beware! They are addictive! The happy hour appetizer menu looks like a great place to enjoy an afternoon with friends in the bar.

10 oz. New York strip steak and grilled shrimp with sautéed mushrooms, roasted Brussels sprouts, and green beans.
Kevin C.

Fantastic food and service. The restaurant was very very comfortable. Highly recommend.

Rain W.

This is a smaller steak house along Main St so we stopped in for a meal. We were seated right away and our orders came our pretty quick. I had the salmon and it was nice. They had giant desserts in a display case as well. It was a bit empty when we got there but filled up pretty quickly. Bathrooms were clean and parking was easy.

Chicken fried steak anf gravy, home cut fries and corn yummy

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8 months ago

Food is delicious and very reasonably priced! Great desserts and mixed drinks as well.

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5 months ago

Trail boss is a great place to get a good meal. The food was delicious at a fair and honest price. Service was friendly and efficient.

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10 months ago

I recently posted two stars by mistake, wrong restaurant ! My experance at trail boss was very good except to loud!!

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Ask the Community - Trail Boss

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Francisco's - Enchiladas Verdes

Francisco's

4.3(115 reviews)
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My son and I love to try a new restaurant every time we go into Kerrville. Today we tried…read moreFrancisco's in the historic downtown. Loved the old building and numerous paintings on the wall! We were attended to promptly and after reviewing the menu we placed our order. I ordered the Caesar salad with chicken and son ordered a ham and cheese sandwich. We watched some regulars come in and hug their favorite wait staffers (which seemed to be everyone on duty!) and check on other patrons to say hi before settling back at their table. The vibe was people on business lunches, retirees meeting up with friends, and a few tourists. I really loved the "homeyness" of watching everyone being familiar with the patrons and the overall friendly vibe. Our order arrived and I loved that the lettuce was cut into small bite size pieces rather than larger leaves which always look like someone grazing when eating off the fork. The bite size pieces were a nice surprise and also loved the grapefruit slice! I love grapefruit so this was so nice to see!! First bite was great! I tasted a hint of mustard in the dressing - not for sure if there was but it was a tangy change of the usual Caesar dressing. I liked it! I had as much as I could and my growing son finished it off for me after he finished his sandwich. I asked him about his sandwich and he said it was the best ham and cheese he's ever had! Hey...I said...what about mine!!?? Oh well. He loved the bread and the Swiss cheese. Different flavors for him and he approved. We didn't do dessert since we had shopping to do. We paid the bill and readied to leave. I noted to the lady group sitting next to us about one of the ladies purse. It was super cute and not the standard luxury fare. They were so friendly to my remark I swore if I commented more they would have told me to join them! Super friendly people, restaurant, and great food!! We'll have to try it again sometime after we try all the other restaurants in town!! You won't be disappointed if you try this place!!

Good tortilla soup here , wife like's older folks food, and this place draws in the older crowd…read more(60+ older women) They have outdoor dining tables but usually it's just too hot or cold to eat outside! Soup and salad are usually what my wife likes

Photos
Francisco's - The outside

The outside

Francisco's - Ham and cheese sandwich

Ham and cheese sandwich

Francisco's - Menu

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Menu

Trail Boss - steak - Updated May 2026

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