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Derailer Bar

3.3 (60 reviews)
ModerateSports Bars
Closed 10:00 am - 5:00 pm

Derailer Bar Photos

DERAILER BAR ATMOSPHERE

What's the vibe?
Loud
Outdoor seating
Happy hour specials
Good for groups

Recommended Reviews - Derailer Bar

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Steak chili rojo. Slightly spicyy
Alexis Y.

Came around 3:30 on a Friday after a day of snowboarding. Everything else around was pretty much closed and we NEEDED some food to be able to get to the car and drive home. We ordered the steak chili rojo which was a great warmer upper. I will say it has a nice kick to it (I'm a mild to moderate spice kind of person). Our server Jarred was very attentive and nice. I'd come back after a day out.

Food menu
Elise P.

For being so busy, the staff was on top of service. Had to wait to be sat, but then was able to order drinks and food from a friendly server.

Menu
Alex S.

After a morning of skiing, we stopped into derailer bar on property and we're looking to get some lunch and drinks! There was a line to get in so we waited, but what was interesting were some people were getting sat and others were given a wait time. When we finally got up the front of the line, we waited about 5 minutes for a hostess to come around. She told us we'd have to wait about 15-20 minutes. I noticed there were a ton of tables open so when I mentioned that she said we had to wait due to a kitchen issue. The waitress behind her waved her hand to us and told us we could just sit at her table it was no problem. So we ended up doing that. The whole situation was a bit strange, but other than that, the food was good and drinks were good too! I'd be interested in trying a different place next time though

Hot toddy
Kat M.

When I caught a cold and opted out of skiing while my other half spent the day on the mountain, I hung out at the bar from lunch to happy hour time. Probably not the best for my cold, but I couldn't completely puss out! Service was accommodating from beginning to end. Even when they would hit peak times. Drinks were reasonable considering most of the bars there were pricey. Tried the Mary Jane Club - eh, the bar food on the mountain really isn't all that special. So what the hell did I do at the bar all day other than drink hot toddy's? The patio is large and the massive windows provide views of the moguls. Most of the day skiers were doing flips and tricks and falls and tumbles down the moguls. Entertaining to watch. And it was closely located to the Gemini lift and ski shop.

The fried spicy pickles pair nicely with a Mary Jane Ale
Bonnie C.

Happy Hour is daily from 2-4pm with $3 drafts and $3.75 wells. A fun place for après-ski. Catch a game or on weekends they usually have live music. I love the Classic burger here!

Enjoyed people watching with some drinks on the top deck. This place was full of energy. Recommend checking out.

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17 years ago

Great drinks and bar food nachos are huge and out of this world, great staff too!

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11 years ago

Servers everywhere but service is nonexistent. And the bartender overcharges you. Great patio though! :-)

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Ask the Community - Derailer Bar

Review Highlights - Derailer Bar

After a long day day of skiing, we came here for a cocktail and met he two best bartenders, Kayla and Mo!

Mentioned in 3 reviews

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The Ditch on 40 - Sloppy Jose Nachos

The Ditch on 40

4.2(605 reviews)
4.5 km
$$

Awesome bar and burger spot in Winter Park. Gets very crowded but they do a great job of not…read moreletting it get too packed together. Good spot to watch sports games too, they have a lot of TVs around. Ordered the double ditch burger with onion rings, and a house marg. The burger was awesome. Definitely messy and was falling apart by the last few bites, but well worth it. The green chiles were a nice touch for some flavor and heat but not overpowering. Definitely filling and the move after a long ski day. The onion rings were good too - nice and crisp. The marg was strong and a fair price. Overall had a great experience here and would recommend and return.

We have been to this place twice and had the same server both times. The first time he was…read moreabsolutely rude. He acted like he hated tourist, which I am sorry but probably your money maker. The second time we arrived and saw it was him, I was like oh great. he started off snarky but as we ordered more food and drinks and relaxed and actually because really nice to us by the time we left. If the weather is nice enough I suggest sitting on the patio. They have a gorgeous view and plenty of seating. We tried the Juantons and they are served with their spicy green chile. It was too spicy for me so we got a side of queso and it was perfect for dipping in. I would get these again. The margs are good here too. Pretty strong.

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The Ditch on 40
The Ditch on 40 - El Ultimo Burrito

El Ultimo Burrito

The Ditch on 40 - Great Margs

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Great Margs

Stoney's Winter Park

Stoney's Winter Park

3.9(47 reviews)
1.9 km

I originally left a review after a terrible experience at Stoney's about a month ago. Disorganized,…read morelong waits, no system, and staff that could not care less. That part alone earned the review. What happened next is where it goes from bad to embarrassing. Within a day of posting that review, two of their employees, people who have never done business with my company, decided the appropriate response was to go leave fake negative reviews on my business, McAfee Electric. Not a misunderstanding. Not a coincidence. Straight retaliation. So I updated my review with screenshots showing exactly what they did and reached out to management multiple times to give them a chance to fix it. Instead of addressing it, they doubled down. I was told my review was "emotionally based" and that I should be ashamed for including screenshots that show their employees' names and the reviews they chose to post publicly. Think about that for a second. Their employees publicly post fake reviews, and somehow I am the problem for documenting it. That tells you everything you need to know about how this place operates. Bad service is one thing. Every business has an off day. But retaliating against a customer's livelihood and then trying to spin it as the customer being "emotional" is next level unprofessional. If this is how they handle criticism, imagine how they handle anything that actually matters. Plenty of places in Winter Park that know how to run a restaurant and act like professionals. This is not one of them.

Wahooo! Got to watch the DU hockey game with good drinks and yummy food! Service was attentive and…read moreambiance was game! Portions were huge- split the Philly cheese steak and tots!

Photos
Stoney's Winter Park
Stoney's Winter Park
Stoney's Winter Park

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Derailer Bar - sportsbars - Updated May 2026

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