23 Best American Restaurants in Middletown

Holydog Hot Dogs • $
44 W Main St, Middletown

Customers` Favorites

French Kielbasa Melted Brie Apple Slices
Left Is a Chino Dog Right Is Chicago Dog
The Girlfriend Treatment with Chorizo
Hot Dog Sauerkraut and Onions
Hot Dog with NY Onion Sauce
Chicken Sandwich Tuesdays
Bacon Chili Cheese Dog
Specialty Hot Dogs
Southwestern Dog
Southwest Fries

“Was looking forward to trying the hot dogs.they were everything thing I hoped they would beThe owner “Cook “ was awesome the dogs were fantastic .I can’t say enough about them.he even gave us a free slider to taste .that I will definitely get next time I go!!!“

4.8 Superb88 Reviews
Oak & Reed Beer Bar • $$
45-53 North St Unit 1, Middletown

Customers` Favorites

O&R Cornbread Small Plate
Buttermilk Fried Chicken
Canestri Beef Bolognese
Chocolate Chip Cookies
Korean Fried Broccoli
Chicken and Waffles
Beef Bourguignon
Sourdough Bread
Salmon Tartare
O & R Burger

“This spot is hidden , passed this location many times not knowing that a marvelous restaurant was there.Nicely spaced tables, attentive service, and full kitchen staff.Wish the chicken wasn’t Cajun style since I’m a punk when it comes to spicy food. Knowing the chicken our other entrees were delicious.The French sticks, forget about it ! Delicious“

4.5 Superb169 Reviews
Scotchtown Craft Bar • $$
741 NY-211 E, Middletown

Customers` Favorites

Braised Short Rib over Gnocchi
Selection of Draught Beer
Smokehouse Burger
Buffalo Wings
French Fries
Onion Rings
Pulled Pork
Fish Tacos
Dumplings
Crab Cake

“Very neat place with awesome atmosphere. Solid craft beer list (unfortunately missed my tastes but still a good list). Bartender was super friendly and fun.We unfortunately only got wings here and they were not good. They were dry, small, and the dry rub only hit one side. So that side was overpoweringly flavored and the other was just dry chicken.Their menu looks awesome and some of the other food we saw coming out looked really good. But the wings were decidedly not good.Hope to come back another day and try some other food and switch to 5 stars.“

4.7 Superb73 Reviews
The Switch Inn Gastropubs • $
126 E Main St, Middletown

Customers` Favorites

Chicken Cutlet Sandwich with Fries
Chicken Cutlet Sandwich w Fries
Burger Deluxe with Fries
Pint of Domestic Beer
Jumbo Buffalo Wings
Meatloaf Dinner
Grilled Cheese
Chicken Wings
Fried Pickles
Bacon Burger

“Recently started going there. Seems like a pretty nice place. Didn't sense any attitudes there. Owner and staff very nice! Haven't eaten there yet, but I've seen the great deals, and the food smells great. $5 pitchers of Coors! (12 year's later UPDATE.....Just started coming back here after at least 5 year's. Still a nice place. Haven't witnessed any violence. Owner and staff still very nice! It's been a while since I've eaten their food, but I hear it's just as good as it was before. $3.50 pints of Bud. No more $5 pitchers. Karaoke and DJ Thursday nights. If you hang with fun people, you'll have fun here.)“

4.6 Superb74 Reviews
Ray’s Place Cheesesteaks • $
79 W Main St, Middletown

Customers` Favorites

Cheesesteak w Onions and a Side of Fries
Cheesesteak w Onions Peppers Mushrooms
Chili and Cheese
Chili

“Super friendly service, owner is very nice, friendly. Food quality is high, fresh, home made. Price is reasonable but the serving is not huge.Parking: Municipal lot behind the restaurant, have to go around the corner, the exit to the lot is one way and right next to the restaurant.“

4.7 Superb55 Reviews
Cuginos Pizza • $$
2376 US-6, Middletown

Customers` Favorites

Sausage and Pepperoni Pizza
Sicilian Square Pizza
Buffalo Chicken Pizza
Eggplant Parm Hero
Cheesesteak Pizza
Chicken Marsala
Meatball Parm
Chicken Parm
Cheeseburger
Garlic Knots

“We moved to Florida and we wish we could bring Cuginos with us. Well actually, don't judge... but we have packed up food to fly home with us a few times! We CRAVE the food and we look forward to dining here every time we visit NY. We love everything we have tried but a few of our favorites are the Pizza, Garlic Knots with Cheese, Thai Chili Wings well done, hot honey espresso slice with pepperoni, Eggplant Parm, Chicken Parm and Penne Ala Vodka. We have ordered trays of the Penne Ala Vodka and Eggplant Parm in the past as well, and it's a guaranteed hit at parties! My husband has always said you can put their Vodka sauce on a shoe and it will taste good. It's a family owned and operated restaurant. The owner Maria is an absolute gem and the staff is friendly and attentive. The restaurant is always clean and nicely decorated. This place remains at the top of my list and the quality of food is highly deserving of the best rating!“

4.7 Superb50 Reviews

7
Tapped

Tapped Gastropubs • $$
22 Henry St Unit #2, Middletown

Customers` Favorites

Steak and Eggs with Side of Pancakes
Bourbon Bacon Benedict
Chicken and Waffles
Short Rib Sandwich
Mozzarella Sticks
Calamari Fritti
Fish and Chips
Chicken Wings
Buffalo Wings
Soft Pretzel

“This should’ve been a 3-4 star review but thanks to our server, they get a 5 out of 5Ask for Kevin to be your server - you will never be disappointment regarding service and attentiveness. Kevin is the best.The food the first time around wasn’t 100% but Kevin took the time to speak with the chef and the kitchen staff and made everything right. The chef came and spoke to the table and apologized for the mistakes but regardless of that, if it wasn’t for the service of our waiter I would’ve left without a question but I will definitely be back just to sit with him.The food was great too lol but the service, even better.“

4.5 Superb72 Reviews
Piccolo Cucina e Vino Dessert • $$
17 North St, Middletown

Customers` Favorites

Hummus with Grilled Pita
Mushroom Risotto
Soup of the Day
Salmon Salad
Hanger Steak
Sausage Pasta
Hummus Wrap
Lemon Tart
Ravioli
Cookies

“We always enjoyed coming here when it was "Something Sweet". Anna made the best apple crisp ever! Now that it's Piccolo, we love it even more! The soups are ALWAYS amazing, and the new menu is 10/10. The Italian Chicken Stew is out of this world, as well as the Butternut Squash Ravioli. Anna, you are not only an incredible baker, but an amazing cook!!! This is on our regular rotation - highly recommend.“

4.6 Superb47 Reviews
MIX N MAC - Mac & Cheese New American • $
280 NY-211, Middletown

Customers` Favorites

Fried Mac and Cheese Balls
Buffalo Chicken Mac
Cheddar Mac Balls
Buffalo Chicken
Sriracha Honey
Chicken Parm
Mac Cheese
Lobster
Mix

“Indulging in the mac 'n' cheese at this establishment is nothing short of a gastronomic delight. From the moment you enter, the inviting aroma of cheesy goodness sets the stage for an exceptional experience. The diverse menu offers a myriad of creative twists on this classic comfort dish, leaving you spoiled for choice. The macaroni is perfectly cooked, providing the ideal canvas for the rich, velvety cheese sauce that coats each pasta strand with perfection. The incorporation of premium cheeses lends an exquisite depth of flavor that lingers on the palate. Portion sizes are generous, ensuring you savor every delicious moment of your meal. The ambiance complements the culinary journey, striking a balance between cozy and contemporary. Attentive and knowledgeable staff members add a touch of warmth to the overall dining experience, making you feel right at home. Whether you're a seasoned mac 'n' cheese aficionado or a first-timer, this place is guaranteed to exceed your expectations. In conclusion, this mac 'n' cheese haven deserves every bit of its five-star rating. The dedication to quality ingredients, culinary creativity, and exceptional service make it a standout destination for those seeking the epitome of mac 'n' cheese perfection!“

4.4 Superb57 Reviews
Pizza E Birra Pizza • $$
287 NY-211, Middletown

Customers` Favorites

Fried Calamari Fra Diavolo
Buffalo Chicken Pizza
Create Your Own Pizza
Mussels Fri Diavolo
The Hangover Burger
French Onion Soup
Margherita Pizza
Chicken Cutlet
Chicken Wings
Trio Tacos

“My first time this week there, it was a Monday night and they had trivia ( fun try it !) went with another couple that recommended it we had a great time! Good drinks, good food, service was great?Ps I was there today as well! Twice in a week!“

4.2 Good74 Reviews
DeStefano's Olde Erie Pubs • $$
7 W Main St, Middletown

Customers` Favorites

Steamed Clams in Garlic Butter and Roasted Red Pepper Tower
Veal Parmagiana with Penne Pasta
Portion of Chicken Parmesan
Chicken Parmesan and Fries
Meatball Parmigiana Hero
Chicken Parm with Penne
Loaf of Italian Bread
Bread and Olive Oil
Chicken Parmigiana
Stuffed Shells

“We’ve been coming pretty regularly for some time and have been very happy. Tonight we had a server, Donna, whom we’ve never had before. She was so awesome and patient with me. I was indecisive and she asked me my likes, my dislikes, what I usually have etc. I wasn’t too sure about the sauce I tried which was probably amazing, just not something I would prefer. She would not take no for an answer and got me a different sauce… even after the kitchen was closed.Another great experience and even better this time around knowing they cared enough to make sure you were happy. ❤️“

4.2 Good71 Reviews
Americana Diner American • $
420 East, 420 NY-211, Middletown

Customers` Favorites

Bacon N Cheese Omelette
Cheeseburger Deluxe
Bacon Cheeseburger
Matzo Ball Soup
Grilled Cheese
Seafood Combo
Fish & Chips
French Toast
Greek Salad
Cheesecake

“Their Bavarian cheesecake is everything you could ever ask for in a dessert. I have eaten here many times over the years. Never had a bad meal. Get a side of their homemade Caesar dressing to dip your fries in. You'll never be able to eat them any other way.“

4.2 Good67 Reviews
Texas Roadhouse Steak House • $$
390 NY-211, Middletown

Customers` Favorites

House Salad with Everything and Thousand Island Dressing
Fresh Hot Rolls with Cinnamon Butter
Grilled BBQ Chicken & Sirloin 6oz
Texas Size Combo Ribs and Chicken
Extra Fresh-Baked Bread
Cheese Fries with Bacon
Boneless Buffalo Wings
Country Fried Sirloin
Country Fried Steak
Chicken Caesar Salad

“I would've given it 5 stars but the wait time here is crazy! The food is great and the waiters tend to you and check in to make sure everything is fine... all in all it's a good place to eat with great tasting food!Parking: It gets packed here so it can be hard to find parking.“

4.1 Good149 Reviews
Maddy's Diner Diner • $
439 NY-17M, Middletown

Customers` Favorites

French Toast Scrambled Egg Sausage Links
Pepper and Onion Omelette
Steak Eggs and Home Fries
Hungry Man French Toast
Meat Lovers Skillet
Avocado Toast
Grits

“My daughter and I went around lunch time, but we still wanted breakfast. I had french toast, bacon, sausage and eggs. My daughter had pancakes, bacon and grits with cheese. The food was very good, not one complaint. I will definitely be back to try different food choices.“

4.2 Good60 Reviews
Copperbarn Coffeebar & Eatery Coffee & Tea • $$
368 E Main St, Middletown

Customers` Favorites

Italian Eggplant Ciabatta Sandwich
Surf and Turf Burger
Pulled Pork Sliders
Copperbarn Burger
Breakfast Burrito
Margarita Pizza
Belgium Waffle

“If you were looking for a quick place to sit down and eat, this is not it, and for good reason! Everything is made from scratch, and they locally source as many ingredients as possible!! The team at Copperbarn is friendly, attentive, and detail oriented. My friend and I had a great brunch on a busy Sunday, and they took great care of us. I can't wait to take another pal here (:“

4.1 Good74 Reviews
Casa Mia Latin Kitchen Spanish • $$
2040 Goshen Turnpike, Middletown

Customers` Favorites

Chicken Chunks with Rice and Beans
Red Snapper Filet Grilled Filet
Casa Signature Bacalaitos
Mofongo De Bistec Steak
Chicken Soup with Rice
Chicken Quesadillas
Tres Leches Cake
Seafood Paella
Pernil Mofongo
Empanada Trio

“The food was excellent, which was good considering we waited a long time to get served. Service as mention was not that great only because they took a long ti.e to take our order and to deliver the food. I think k it may have been that they forgot about us.Why because we were taken to the lower are of the restaurant. Upstairs was not that full when we arrived. But if more people came they may have taken care of them 1st since the kitchen is in the same level. But that is my assumption. All I know there was another family already seated and waiting and they got their good just about 30mins prior to us.Atmosphere seemed nice. Lower level had a dj booth which maybe is used either for special occasion or specific days.I would like to give this restaurant another try because as mentioned their food was great, staff were pleasant, only negative slow.Parking: Spacious and enough.Kid-friendliness: Yes“

4.1 Good70 Reviews
Red Lobster Seafood • $$
450 NY-211, Middletown

Customers` Favorites

Endless Chowder Salad & Cheddar Bay Biscuits
Langostino Lobster-Artichoke-&-Seafood Dip
Half Dozen Cheddar Bay Biscuits
Walt's Favorite Shrimp Platter
Scallops and Baked Potato
Classic Caesar Salad
Maine Lobster Tail
Stuffed Flounder
Coconut Shrimp
Ultimate Feast

“Good food fast great biscuits ask for shawn great waiterParking: part of the parking lot is on a hill but there is also level parking and the restaurant is on a level ground so good for wheelchair chair ?bound folksWheelchair accessibility: part of the parking lot is on a hill but there is also level parking and the restaurant is on a level ground so good for wheelchair chair ?bound folks“

4 Good87 Reviews
Franco Di Roma Italian • $
357 NY-211, Middletown

Customers` Favorites

Chicken Parmigiana with Linguine
Linguini White or Red Clam Sauce
Tomato & Fresh Mozzarella Salad
Spaghetti with Marinara Sauce
Chicken Francese with Capers
Stuffed Clams and Mussels
Eggplant Rollatini
Antipasto Salad
Pizza and Knots
Fried Calamari

“So, I stopped by what looked like a regular pizzeria to find that this place is a restaurant and pizzeria. The pizza was great and the garlic knots were soft and full of that wonderful garlic flavor. I would recommend stopping by this surprisingly good spot. Oh and they have a full bar and wine.“

4 Good68 Reviews
D lux Diner Diner • $
14 Crystal Run Crossing, Middletown

Customers` Favorites

With Two Eggs Any Style
Whiskey Bleu Burger
Pulled Pork Nachos
Crab Cake Sandwich
French Onion Soup
Pulled Pork
Hamburger
Avocado
Sausage
Turkey

“Great place to eat! Food is amazing! Staff are incredibly nice. My baby always ask for daddy daughter D lux Diner. Best diner in the area. Definitely visit. The chicken & shrimp scampi is amazing. Burgers are great. Salmon is great. Salads also great.Kid-friendliness: My daughter loves it!“

3.9 Good91 Reviews
Chili's Grill & Bar Tex-Mex • $$
33 Crystal Run Crossing, Middletown

Customers` Favorites

Chili's Secret Sauce Burger
Grilled Chicken Fajitas
Bottomless Chips & Salsa
Molten Chocolate Cake
Southwestern Eggrolls
Cajun Chicken Pasta
Steamed Broccoli
Chicken Crispers
Big Mouth Bites
Classic Nachos

“Went here to this location for the 1st time on Friday March 8th 2024. if you been to one chilli's you've been to them all! I only say this because it is pretty much the same layout as the harriman location, in which i frequent more. Was greeted right away, by a host, who was clearing up tables, then a manager walked by and sat me right away. I sat in the dining room section. Server greeted me right away, and she was very nice. I started with a water. Needed a few minutes to decide what i wanted because it is lent season, and I try to follow the no meat rule. to add, i usually like their margaritas but wanted to wait because i have a commute to monroe that is about 15 minutes away if one takes route 17. (that is also why i used to frequent the harriman chilis more!) Anyways, finally decided what i wanted to order, had the santa fe salad with salmon, and started with the 1/2 order of texas cheese fries. The cheese fries were very good, but did taste a little salty, but wasn't an overbearing taste. Salad came out really fast, and ate about 1/2 of it, and then asked for a box to take it home. Got a box right away, and overall enjoyed the food! Also come paying time, i had a gift card to use, and the machine was being really dumb and slow and not accepting it, kept asking to ask my server. after 2 tries and a new machine, I just paid with my credit card, which has cashback on restaurants anyways. only 33.00 with the tip included. Hope to be back soon!“

3.9 Good84 Reviews
Clemson Bros. Brewery American • $$
22 Cottage St, Middletown

“The two girls working the bar and tables worked their asses off today. This gives me hope for the next generation, as these two worked harder than imaginable. The food -- the pretzels and the onion dip -- were excellent. The beer? Also excellent. This is certainly a place to come back to.“

3.8 Good71 Reviews
110 Grill American • $$
1 Galleria Dr, Middletown

Customers` Favorites

Buffalo Chicken Mac and Cheese
Chicken Piccata Gnocchi
Pulled Pork Mac & Cheese
Pulled Pork Sandwich
Spinach Artichoke Dip
Chicken Cordon Bleu
BBQ Chicken Nachos
Chicken Caprese
Onion Strings
Steak Salad

“Stop by today to have lunch and had an amazing experience from the food to the service. I had Kya as my server. She was very knowledgeable with the menu and had very great recommendations. She was very patient as it was our first time here and took time to attend to us. Not once did we feel like a bother or rushed like at other places. She went above and beyond for us and we truly appreciate this kind of service!! Thank You Kya for your hospitality and we will be back for another yummy lunch !!“

3.8 Good91 Reviews
Sweet Onion Brewhouse Brewpubs • $
13 Railroad Ave, Middletown

“We had a client appreciation party at the Sweet Onion Brewhouse & everything was perfect! The food was fantastic, all of the servers/bartenders were super friendly & attentive, and the VIP bowling experience for the guests was such a nice touch! Everyone had a great time & I would definitely recommend having an event here. Thank you to Kristen & her staff for a great experience!“

3.5 Good13 Reviews
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