Skippy's

Hot dog restaurant · Dongan Hills

Skippy's

Hot dog restaurant · Dongan Hills

3

1952 Hylan Blvd #1942, Staten Island, NY 10306

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Skippy's by null
Skippy's by Willa Moore
Skippy's by Willa Moore
Skippy's by Willa Moore
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null
Skippy's by null

Highlights

Skippy’s is a beloved Staten Island hot dog truck where you can relish Sabrett dogs topped with Dawn's legendary homemade chili and sauerkraut.  

Featured in The Infatuation
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1952 Hylan Blvd #1942, Staten Island, NY 10306 Get directions

$1–10

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1952 Hylan Blvd #1942, Staten Island, NY 10306 Get directions

$1–10

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Last updated

Jul 6, 2025

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@infatuation

"If you need some proof that Staten Island is a small town, head to Skippy’s, a legendary hot dog truck currently parked on Hylan Boulevard. Open since 1962, the line is always full of people who went to junior high school with each other—and also the proprietress, Dawn, who inherited the truck from her parents, and will call you “sweetie” a minimum of three times, but probably more like five. Order anything that involves Dawn’s bright red, homemade chili—we like the Wally Dog, with cheese, chili, and sauerkraut—and then sit on a bench, and drink a Dr. Brown’s black cherry soda." - willa moore

The Best Restaurants On Staten Island
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@infatuation

"Don’t come to Skippy’s expecting dry-aged, artisanal hot dogs—the dog is Sabrett, and the cooking method is boil. Do come to this legendary Staten Island hot dog truck to eat a Wally Dog, which costs $3.25 and has sauerkraut, cheese sauce, and bright red chili on it. That chili is homemade by Dawn, the woman in charge—she inherited the business from her parents, and even though she runs a tight one-woman ship, she’lll take the time to call you “sweetie” at least three times. Order a few dogs and a Dr. Brown’s black cherry soda, and then sit on a bench next to someone who comes here almost every day on their lunch break and burps liberally—feel free to join." - bryan kim, willa moore, sonal shah, molly fitzpatrick

The 11 Best Hot Dogs In NYC
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@infatuation

"A Staten Island institution since 1962, Skippy’s is a hot dog truck run by a woman named Dawn, who will call you “sweetie” a minimum of three times, but probably more like five. There’s always a lunch break line, full of people who went to junior high school with Dawn and now come here almost every day and order four Wally Dogs and a Dr. Brown’s black cherry soda. Don’t come to Skippy’s expecting artisanal meat—the dogs are Sabrett, and the cooking method is boil. Do come expecting bright red, homemade chili, small-town charm, and prices that hover around $3. Skippy’s is currently parked on Hylan Boulevard next to Last Chance Pond park, which is a pretty pleasant backdrop for a cheese dog. The truck is open until 3pm, but things sell out—especially the chili—so plan accordingly. photo credit: Willa Moore Food Rundown Hot Dog If it wasn't already clear, you’re not here for a plain dog. Don’t waste stomach space—the toppings are why you’re here. And also the people-watching. Chili Cheese Dog Dawn used to sell her homemade chili by the cup, but then it started selling out too fast, so now you can only get it on-dog. Sometimes when you ask very, very nicely, she might sell you a cup, but if you didn’t go to preschool with her, this might not work. If it doesn’t, just get a lot of chili-based hot dogs, because the chili-to-bun-to-hot-dog ratio is about 1:1:1. Wally Dog A chili-cheese dog, but with sauerkraut. Otherwise known as a perfect specimen, especially if you’re into fermented cabbage." - Willa Moore

Skippy’s Hot Dogs Review - Staten Island - New York - The Infatuation
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Daniel Tanhueco

Google
I’m sorry I haven’t visited sooner, but I’m glad I did on this beautiful day. My first time at Skippy’s, I’m sorry again lol, and I must say I really enjoyed them!! The owner is extremely nice and really cares about her customers. Great dogs and great service, if you haven’t been already I highly recommend!!

Jesse Conti

Google
Best hot dogs ever! Home made chili and onions are incredible! I love the selection of over 50 hot sauces. Service with a smile every time!

christopher fedele

Google
Best hotdogs on SI😎 Dawn is great owner/ hostess

Jerry Galante

Google
Dawn is a great person and I has known her for over 20 years. Great Hotdogs!!! My favorite is 2 dogs with cheese, mild Chilli and raw onions with a can of Yohoo!!!

Matthew Leavy (Matt)

Google
A Staten Island institution, Skippy's has the best hot dogs and Dawn gives the best service. Eat in your car or on a bench. Ask to try a hot sauce. The Wally Dogs and Chili and Cheese Dogs are banging. Delicious diet black cherry soda too! A real home run! Great food truck experience!

Sheryll Hendricks

Google
When I get the crave - I come here. Good food made by good people. Doing a good job. I like.

Printing For Parties (PrintingForParties.com)

Google
Dawn offers the best hotdogs. Sabrett #11 with the snap when you bite into them. She offers hot and mild chili... I always get them mixed... add some raw onions and Yum!!! I can easily down 3-4 of those with each visit. I just wish her hours were more stable but understand why they are so different day to day. I will continue to buy some dogs when I see her there.

Sal Chieffo

Google
Skippy has the best hot dog s and onions and chili in new York no one beats her dogs 😋