HTML SitemapExplore
logo
Find Things to DoFind The Best Restaurants

Chessie's Restaurant — Restaurant in Barrington

Name
Chessie's Restaurant
Description
Classic American eatery with some global dishes & a bar/lounge housed in a former train station.
Nearby attractions
Langendorf Park
235 Lions Dr, Barrington, IL 60010
Nearby restaurants
Shakou Restaurants
121 W Main St, Barrington, IL 60010
Bowlful of Korea
126 W Main St, Barrington, IL 60010, United States
Paul's Burrito Express
402 N Hough St, Barrington, IL 60010
Egg Harbor Cafe
125 W Main St, Barrington, IL 60010
Francesca's Famiglia
100 E Station St, Barrington, IL 60010
Original Dog Tracks
100 S Lageschulte St, Barrington, IL 60010
Sagano Japanese Restaurant
110 N Hough St, Barrington, IL 60010
Neoteca
130 S Hough St, Barrington, IL 60010
Organic Rootz shop
215 N Hough St, Barrington, IL 60010
Canteen Restaurant
214 S Hough St, Barrington, IL 60010
Nearby hotels
FairBridge Inn Express Barrington
405 W Northwest Hwy, Barrington, IL 60010
Related posts
Keywords
Chessie's Restaurant tourism.Chessie's Restaurant hotels.Chessie's Restaurant bed and breakfast. flights to Chessie's Restaurant.Chessie's Restaurant attractions.Chessie's Restaurant restaurants.Chessie's Restaurant travel.Chessie's Restaurant travel guide.Chessie's Restaurant travel blog.Chessie's Restaurant pictures.Chessie's Restaurant photos.Chessie's Restaurant travel tips.Chessie's Restaurant maps.Chessie's Restaurant things to do.
Chessie's Restaurant things to do, attractions, restaurants, events info and trip planning
Chessie's Restaurant
United StatesIllinoisBarringtonChessie's Restaurant

Basic Info

Chessie's Restaurant

200 Applebee St, Barrington, IL 60010
4.4(331)
order
order
order
Order
delivery
Save
spot

Ratings & Description

Info

Classic American eatery with some global dishes & a bar/lounge housed in a former train station.

attractions: Langendorf Park, restaurants: Shakou Restaurants, Bowlful of Korea, Paul's Burrito Express, Egg Harbor Cafe, Francesca's Famiglia, Original Dog Tracks, Sagano Japanese Restaurant, Neoteca, Organic Rootz shop, Canteen Restaurant
logoLearn more insights from Wanderboat AI.
Phone
(847) 382-5020
Website
chessies-restaurant.com

Plan your stay

hotel
Pet-friendly Hotels in Barrington
Find a cozy hotel nearby and make it a full experience.
hotel
Affordable Hotels in Barrington
Find a cozy hotel nearby and make it a full experience.
hotel
The Coolest Hotels You Haven't Heard Of (Yet)
Find a cozy hotel nearby and make it a full experience.
hotel
Trending Stays Worth the Hype in Barrington
Find a cozy hotel nearby and make it a full experience.

Featured dishes

View full menu
dish
Broccoli Crab Bites
dish
Nachos
dish
Coconut Shrimp
dish
Crab Cake
dish
Chessie's Baked French Onion Soup
dish
Chessie's Chopped Salad
dish
Strawberry Salmon Salad
dish
The Wedge Salad
dish
All American Burger
dish
French Dip Sandwich
dish
Open-Faced Steak Sandwich
dish
Chessie's Chicken Sandwich
dish
The Reuben Sandwich
dish
Grilled 3 Cheese Sandwich
dish
Classic Club Sandwich
dish
BBQ Baby Back Ribs
dish
Chicken Piccata
dish
Herb Chicken
dish
Parmesan Crusted Tilapia
dish
Sweet Potato Crusted Salmon
dish
Cedar Planked Salmon
dish
Fried Shrimp
dish
Friday Fish Fry
dish
Slow Roasted Prime Rib

Reviews

Nearby attractions of Chessie's Restaurant

Langendorf Park

Langendorf Park

Langendorf Park

4.6

(68)

Open until 8:00 PM
Click for details

Things to do nearby

In View 2026: Opening Reception
In View 2026: Opening Reception
Fri, Dec 12 • 5:30 PM
1957 Sheridan Rd, Highland Park, IL 60035
View details
Santa is coming to Madame ZuZus!
Santa is coming to Madame ZuZus!
Sat, Dec 13 • 12:00 PM
1876 1st Street, Highland Park, IL 60035
View details
Together, We Rise  - Support Group
Together, We Rise - Support Group
Sun, Dec 14 • 1:00 PM
126 West Paddock Street, Crystal Lake, IL 60014
View details

Nearby restaurants of Chessie's Restaurant

Shakou Restaurants

Bowlful of Korea

Paul's Burrito Express

Egg Harbor Cafe

Francesca's Famiglia

Original Dog Tracks

Sagano Japanese Restaurant

Neoteca

Organic Rootz shop

Canteen Restaurant

Shakou Restaurants

Shakou Restaurants

4.4

(513)

Click for details
Bowlful of Korea

Bowlful of Korea

4.9

(149)

Click for details
Paul's Burrito Express

Paul's Burrito Express

4.4

(349)

$

Click for details
Egg Harbor Cafe

Egg Harbor Cafe

4.5

(469)

Click for details
Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
Wanderboat LogoWanderboat

Your everyday Al companion for getaway ideas

CompanyAbout Us
InformationAI Trip PlannerSitemap
SocialXInstagramTiktokLinkedin
LegalTerms of ServicePrivacy Policy

Get the app

© 2025 Wanderboat. All rights reserved.
logo

Posts

Your browser does not support the video tag.
busybeeburbschibusybeeburbschi
All aboard!! This is a hidden gem if you have a little conductor and are looking for a unique, kid-friendly dining experience - You get to eat inside a real vintage car train! 🚂Chessie’s is in Barrington’s original 1910 railroad station, which was transported across town in 1978 to its current location. 🖍️Kids’ menus are available and the tables are covered in paper for coloring. The food was tasty, the service was fast, and the vibe was fun. We loved watching the train go by as we ate! 🌟Bonus! It’s a 3 minute drive to the fun Barrington Area Library! 📍Chessies 200 Applebee Street, Barrington, IL #chicagosuburbs #chicagomom #chicagowithkids #barrington #trainrestaurant
Elisabeth TElisabeth T
If you're looking for a dining experience that transcends the ordinary, then look no further than Chessie’s—a culinary paradise that redefines what it means to dine out. From the moment you step inside, you’re greeted not just by a hostess, but by an atmosphere so warm and inviting, it feels like being wrapped in a luxurious culinary embrace. The interior itself is nothing short of awe-inspiring—think elegant chandeliers that seem to shimmer with promise, and a real train over a hundred years old. But, of course, it’s the food that truly steals the show. Every dish at Chessie’s is a masterpiece, an immaculate fusion of flavors that takes your taste buds on an unforgettable journey. The appetizers are not mere starters—they are the prelude to a symphony of tastes. Imagine crispy crab cakes with a delicate, yet bold, remoulade sauce that dances on your tongue. Or a caprese salad that’s as vibrant as it is indulgent, with every bite a perfect harmony of tangy and earthy notes. The main courses? Oh, where do I even begin! The prime rib, cooked to a flawless medium-rare, arrives on your plate with the precision of a fine-tuned orchestra—tender, juicy, and complemented by a decadent truffle butter sauce that you’ll want to bathe in. And don’t get me started on the sweet potato salmon its buttery sweetness and melt-in-your-mouth texture elevating the entire dining experience to something bordering on divine. But, wait—Chessie’s isn’t just about the food; it’s the whole sensory experience. The service is unparalleled—attentive without being intrusive, knowledgeable without sounding rehearsed. The staff here seems to possess a near-telepathic understanding of what you need before you even know it yourself. Molly was the most impecable server. And, for those lucky enough to indulge in dessert, the chocolate moose tower is nothing short of a religious experience. The cherry on top of this unforgettable evening? The cocktail list. Each drink is a bespoke creation, artfully crafted with the finest ingredients, and presented with the kind of flair that makes you feel like you’ve stepped into a world where everything is just a little bit more magical. In short, Chessie’s is not just a restaurant—it’s a celebration of everything food should be: bold, beautiful, and utterly unforgettable. Don’t just go here; immerse yourself in an experience that will leave you counting the days until you can return. A 10 out of 10, with no hesitation. Simply put: Chessie’s is perfection on a plate.
MaryMary
I was extremely disappointed in our dining experience at Chessie's. We were out of town guests. I had read the reviews about this restaurant, and it seemed like a good fit for our family. I knew my kids would enjoy dining on a train car! The atmosphere was fun, but the rest of the experience was not! The food was very general and nothing memorable. I had the Chessie's pot roast special. The meat was tender, but I'm pretty sure the potatoes were from a box. My husband had the Buffalo wings. He was not impressed. The worst part was the service. Our waiter didn't seem to understand or speak English very well. My husband and I didn't mind this, but the server did not understand our questions, which turned out to be a problem. For example, I asked if the macaroni and cheese on the children's menu was Kraft. The server said that it was, so I ordered it for my son. When the food came, it was definitely not kraft. The manager quickly put in an order of chicken fingers for my son. At the end of our meal, I was excited to order the carrot cake. I saw a couple of desserts as we were walking in, and they looked beautiful! When the cake came, the presentation didn't disappoint, but that was where the excitement ended. The cake was very dry and overwhelmed by the sweetness of the frosting. This was obviously not a homemade cake. They probably bought it frozen and then made it look pretty on the plate. Besides all of this, we also discovered that our waiter seemed more interested in being on his phone than he was in helping us. We finally got tired of waiting for our bill, so we all got up. It wasn't until we started walking that he finally put down his phone and walked towards us asking if we were ready for our check! Needless to say, if we were from this area, we would not be returning to this restaurant. Do yourself a favor, and go somewhere else!
See more posts
See more posts
hotel
Find your stay

Pet-friendly Hotels in Barrington

Find a cozy hotel nearby and make it a full experience.

All aboard!! This is a hidden gem if you have a little conductor and are looking for a unique, kid-friendly dining experience - You get to eat inside a real vintage car train! 🚂Chessie’s is in Barrington’s original 1910 railroad station, which was transported across town in 1978 to its current location. 🖍️Kids’ menus are available and the tables are covered in paper for coloring. The food was tasty, the service was fast, and the vibe was fun. We loved watching the train go by as we ate! 🌟Bonus! It’s a 3 minute drive to the fun Barrington Area Library! 📍Chessies 200 Applebee Street, Barrington, IL #chicagosuburbs #chicagomom #chicagowithkids #barrington #trainrestaurant
busybeeburbschi

busybeeburbschi

hotel
Find your stay

Affordable Hotels in Barrington

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
If you're looking for a dining experience that transcends the ordinary, then look no further than Chessie’s—a culinary paradise that redefines what it means to dine out. From the moment you step inside, you’re greeted not just by a hostess, but by an atmosphere so warm and inviting, it feels like being wrapped in a luxurious culinary embrace. The interior itself is nothing short of awe-inspiring—think elegant chandeliers that seem to shimmer with promise, and a real train over a hundred years old. But, of course, it’s the food that truly steals the show. Every dish at Chessie’s is a masterpiece, an immaculate fusion of flavors that takes your taste buds on an unforgettable journey. The appetizers are not mere starters—they are the prelude to a symphony of tastes. Imagine crispy crab cakes with a delicate, yet bold, remoulade sauce that dances on your tongue. Or a caprese salad that’s as vibrant as it is indulgent, with every bite a perfect harmony of tangy and earthy notes. The main courses? Oh, where do I even begin! The prime rib, cooked to a flawless medium-rare, arrives on your plate with the precision of a fine-tuned orchestra—tender, juicy, and complemented by a decadent truffle butter sauce that you’ll want to bathe in. And don’t get me started on the sweet potato salmon its buttery sweetness and melt-in-your-mouth texture elevating the entire dining experience to something bordering on divine. But, wait—Chessie’s isn’t just about the food; it’s the whole sensory experience. The service is unparalleled—attentive without being intrusive, knowledgeable without sounding rehearsed. The staff here seems to possess a near-telepathic understanding of what you need before you even know it yourself. Molly was the most impecable server. And, for those lucky enough to indulge in dessert, the chocolate moose tower is nothing short of a religious experience. The cherry on top of this unforgettable evening? The cocktail list. Each drink is a bespoke creation, artfully crafted with the finest ingredients, and presented with the kind of flair that makes you feel like you’ve stepped into a world where everything is just a little bit more magical. In short, Chessie’s is not just a restaurant—it’s a celebration of everything food should be: bold, beautiful, and utterly unforgettable. Don’t just go here; immerse yourself in an experience that will leave you counting the days until you can return. A 10 out of 10, with no hesitation. Simply put: Chessie’s is perfection on a plate.
Elisabeth T

Elisabeth T

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Barrington

Find a cozy hotel nearby and make it a full experience.

I was extremely disappointed in our dining experience at Chessie's. We were out of town guests. I had read the reviews about this restaurant, and it seemed like a good fit for our family. I knew my kids would enjoy dining on a train car! The atmosphere was fun, but the rest of the experience was not! The food was very general and nothing memorable. I had the Chessie's pot roast special. The meat was tender, but I'm pretty sure the potatoes were from a box. My husband had the Buffalo wings. He was not impressed. The worst part was the service. Our waiter didn't seem to understand or speak English very well. My husband and I didn't mind this, but the server did not understand our questions, which turned out to be a problem. For example, I asked if the macaroni and cheese on the children's menu was Kraft. The server said that it was, so I ordered it for my son. When the food came, it was definitely not kraft. The manager quickly put in an order of chicken fingers for my son. At the end of our meal, I was excited to order the carrot cake. I saw a couple of desserts as we were walking in, and they looked beautiful! When the cake came, the presentation didn't disappoint, but that was where the excitement ended. The cake was very dry and overwhelmed by the sweetness of the frosting. This was obviously not a homemade cake. They probably bought it frozen and then made it look pretty on the plate. Besides all of this, we also discovered that our waiter seemed more interested in being on his phone than he was in helping us. We finally got tired of waiting for our bill, so we all got up. It wasn't until we started walking that he finally put down his phone and walked towards us asking if we were ready for our check! Needless to say, if we were from this area, we would not be returning to this restaurant. Do yourself a favor, and go somewhere else!
Mary

Mary

See more posts
See more posts

Reviews of Chessie's Restaurant

4.4
(331)
avatar
1.0
3y

If I could give this place multiple zero stars, I would but I do not have that option. What was supposed to be a beautiful event for my second daughter celebrating an upcoming birth of a baby turned into a nightmare!

Despite previous assurances from the owner and the manager about an uneventful and perfect event it turned out to be quite the opposite.

The tables were not arranged as requested. I’d intentionally grouped people by table (ahead of time) to make the event more comfortable for my guests. When I asked for the manager to correct it, he wouldn’t. Instead he argued that the total number of chairs was right. Not the point. I was busy with other tasks and my daughter mentioned that the entrees didn’t seem right. By the time I could look, several guests had already served themselves food.

What we ordered: Chicken Genovese (light lemon sauce and artichokes), london broil, strawberry salmon salad, penne with marinara, sliced chicken, and chopped salad. What we actually got: Pesto chicken, Beef with peppers and onions, salmon salad drowning in dressing with no strawberries, buttered noodles, more sliced pesto chicken, and a garden salad with no dressing at all.

All food was supposed to be served to the guests from the buffet by servers due to COVID-19. No buffet servers showed up. The owner claimed that on the day of our party, the chef and buffet servers didn’t come in to work.

In order not to create a scene, I let things play out as they may but needless to say I was extremely disappointed. And more disappointed when I got the bill which was almost TWICE the cost between our share and our in-laws to what was initially agreed upon.

When I asked to speak to the owner, Eleanor Nelson, I was told she was out of town. There was no reach out by this owner despite the fact that she allegedly received 5 phone calls from her manager, on the Saturday event when there was a problem.

When I tried to speak to her about the bill on the phone she became dismissive, aggressive, rude, confrontational & extremely unprofessional and non-customer oriented and said there was nothing they could do for me. I have never ever left a negative review on anything however I feel like this is warranted and not only with the venue but the disrespectful behavior displayed by the owner of this restaurant. This was our third event at Chessies and It will definitely be our last! I would recommend caution with hosting your events with this restaurant. I only wish I was forewarned.

Sent...

   Read more
avatar
5.0
45w

If you're looking for a dining experience that transcends the ordinary, then look no further than Chessie’s—a culinary paradise that redefines what it means to dine out. From the moment you step inside, you’re greeted not just by a hostess, but by an atmosphere so warm and inviting, it feels like being wrapped in a luxurious culinary embrace.

The interior itself is nothing short of awe-inspiring—think elegant chandeliers that seem to shimmer with promise, and a real train over a hundred years old. But, of course, it’s the food that truly steals the show.

Every dish at Chessie’s is a masterpiece, an immaculate fusion of flavors that takes your taste buds on an unforgettable journey. The appetizers are not mere starters—they are the prelude to a symphony of tastes. Imagine crispy crab cakes with a delicate, yet bold, remoulade sauce that dances on your tongue. Or a caprese salad that’s as vibrant as it is indulgent, with every bite a perfect harmony of tangy and earthy notes.

The main courses? Oh, where do I even begin! The prime rib, cooked to a flawless medium-rare, arrives on your plate with the precision of a fine-tuned orchestra—tender, juicy, and complemented by a decadent truffle butter sauce that you’ll want to bathe in. And don’t get me started on the sweet potato salmon its buttery sweetness and melt-in-your-mouth texture elevating the entire dining experience to something bordering on divine.

But, wait—Chessie’s isn’t just about the food; it’s the whole sensory experience. The service is unparalleled—attentive without being intrusive, knowledgeable without sounding rehearsed. The staff here seems to possess a near-telepathic understanding of what you need before you even know it yourself. Molly was the most impecable server.

And, for those lucky enough to indulge in dessert, the chocolate moose tower is nothing short of a religious experience.

The cherry on top of this unforgettable evening? The cocktail list. Each drink is a bespoke creation, artfully crafted with the finest ingredients, and presented with the kind of flair that makes you feel like you’ve stepped into a world where everything is just a little bit more magical.

In short, Chessie’s is not just a restaurant—it’s a celebration of everything food should be: bold, beautiful, and utterly unforgettable. Don’t just go here; immerse yourself in an experience that will leave you counting the days until you can return. A 10 out of 10, with no hesitation. Simply put: Chessie’s is...

   Read more
avatar
1.0
3y

Considering HOSTING AN EVENT here? SERIOUSLY DON’T! I hate writing negative reviews (I know everyone says that, but I really mean it). However, the owner earned this one.

I had both my wedding and baby shower at Chessie’s in 2012 & 2014. It was beautiful.

However, we hosted my sister’s baby shower in April of 2022 and it was a DISASTER.

Eleanor (the owner) started off pleasant and helpful with fair prices and great food selections. However, she never offered a signed contract other than a menu with prices.

Things started to go downhill once the shower started. The tables were set up incorrectly. Christmas decor was still up everywhere which looked horrible considering it was April 22. Not a single food item was correct No people to serve the food (as agreed upon). So we had a buffet during COVID-19. And then we were charged almost DOUBLE the verbally agreed upon and written down price. Agreed to $23.00 a person. Charged $40 each person in the end.

My mother tried to problem solve with the manager Luis (owner wasn’t present or reachable that day) who tried his best to fix the situation (poor guy) as problems occurred, but it was too far gone. My mom paid just to get out of there, because it was clear he didn’t have the authority to do anything about the situation.

My mom reached out to Eleanor after the event was over to try to fix the overcharges. Eleanor REFUSED to offer ANY FORM of reasonable solution. (Refused to offer a partial refund, refused to honor the agreed upon price and refused to meet in person).

In fact, the owner became AGGRESSIVE, CONFRONTATIONAL, and VERBALLY ABUSIVE. Trust me, I saw the texts. It was like dealing with two completely different people.

Honestly, the whole situation is just sad. Chessie’s never used to be run this way. And it ruined what should have been a beautiful experience.

Eventually, my mom needed to involve the credit card company and file a chargeback.

It’s my hope in posting this that I can save someone else the aggravation and prevent another person’s special day from...

   Read more
Page 1 of 7
Previous
Next