23 Best American Restaurants in Middletown

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

Customers` Favorites

Bacon N Cheese Omelette
Breakfast Specialties
One Egg with Sausage
Cheeseburger Deluxe
Bacon Cheeseburger
Matzo Ball Soup
Grilled Cheese
Seafood Combo
Fish & Chips
French Toast

“Review of The Americana Diner

I ain't never been inside, but I’ve had the takeout plenty of times. It’s a lil' pricey, but the food’s straight. Just don’t be lazy with your order—if you want it hot, cold, or with extra sauce, say it. Otherwise, you might get some wild surprise that ain't it.

Now, listen, that strawberry shortcake? That joint slaps. I’m not even a dessert guy, but that right there? Fire. If it’s your first time, let ‘em know and they’ll treat you like you’re family.

Overall, I’m giving it 4/5. They hit you with extra sauces, napkins, and utensils like they actually care, which is a rare W.

stars – Customize it how you want and you good to go.“

4.4 Superb148 Reviews
Clemson Bros. Brewery American • $$
22 Cottage St, Middletown

“We found this brewery on our trip home off of Route 17. It is such a great Brewery! The place is very cool! It has a ton of indoor seating, a large outdoor beer garden, and a game room! My son loved it! The food was really, really good, the pumpkin beer was tasty, and the bartender/owner was welcoming! If we are ever in Middletown again, we will be back! So far Middletown breweries are 2 for 2! Equilibrium is great too!“

4.1 Good141 Reviews
Holydog Hot Dogs • $
44 W Main St, Middletown

Customers` Favorites

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

“We have eaten here many times and love it so much! The ingredients are super fresh, the flavors and combinations are expertly put together, and the owner is a true showman who clearly loves the food and sharing it with the community. The danish dog is my favorite, and my husband loves the Italian sausage with onions. Even the basic chili dog is better than average, and his inventive sauces add so much flavor to the dogs that they can’t be replicated anywhere else. The building is small and it’s crowded and dingy and sometimes smoky inside, but we truly feel that it adds to the charm and makes the experience even more unique. Just go - you’ll be so glad you did!“

4.8 Superb116 Reviews
The Switch Inn Gastropubs • $
126 E Main St, Middletown

Customers` Favorites

Chicken Cutlet Sandwich with Fries
Chicken Cutlet Sandwich w Fries
Chicken or Steak Quesadilla
Burger Deluxe with Fries
Corned Beef and Cabbage
Pint of Domestic Beer
Jumbo Buffalo Wings
Breakfast Burrito
Meatloaf Dinner
Grilled Cheese

“My experience was phenomenal. Will go again.“

4.8 Superb115 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
Fusilli Beef Bolognese
Chocolate Chip Cookies
Korean Fried Broccoli
Coffee Creme Brulee
Chicken and Waffles
Chicken & Waffles
Beef Bourguignon

“A welcome addition to Hudson Valley NY menu changes just enough to keep it interesting and the food is always prepared and presented correctly wait staff are congenial and helpful if needed interesting and eye appealing inside with plenty of room for all diners“

4.5 Superb208 Reviews
Scotchtown Craft Bar • $$
741 NY-211 E, Middletown

Customers` Favorites

Braised Short Rib over Gnocchi
Selection of Draught Beer
Cuban Sandwich with Fries
Smokehouse Burger
Short Rib Poutine
Buffalo Wings
French Fries
Onion Rings
Pulled Pork
Craft Beer

“This is such a great spot!!“

4.7 Superb85 Reviews
7

Tapped

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

Customers` Favorites

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

“Tasty draft beer and the wings are DELICIOUS“

4.6 Superb87 Reviews
Piccolo Cucina e Vino Dessert • $$
17 North St, Middletown

Customers` Favorites

Hummus with Grilled Pita
Grape-Goat Cheese Salad
Mushroom Risotto
Soup of the Day
Salmon Salad
Hanger Steak
Sausage Pasta
Apple Crisp
Hummus Wrap
Baked Brie

“One of my favorite places to eat“

4.7 Superb56 Reviews
Cuginos Pizza • $
2376 US-6, Middletown

Customers` Favorites

Sausage and Pepperoni Pizza
Chicken Marsala or Francese
Philly Cheesesteak Hero
Buffalo Chicken Pizza
Garlic Parmesan Wings
Sicilian Square Pizza
Eggplant Parm Hero
Cheesesteak Pizza
Eggplant Tollitini
Chicken Marsala

“Ordered Maria’s Rice con Dondulos and Pegnil. Wow! Keep an eye on their Facebook page for this occasional special! It is primo Puerto Rican fare!“

4.6 Superb62 Reviews
Texas Roadhouse Steak House • $$
390 NY-211, Middletown

Customers` Favorites

House Salad with Everything and Thousand Island Dressing
Sirloin & Grilled Shrimp Combo with 2 Sides
Buttered Corn House Salad Steak Fries
Fresh Hot Rolls with Cinnamon Butter
Grilled BBQ Chicken & Sirloin 6oz
Texas Size Combo Ribs and Chicken
Cheese Fries with Bacon
Extra Fresh-Baked Bread
Boneless Buffalo Wings
Country Fried Sirloin

“Thank you for recognizing our veterans! Texas Roadhouse is my husband’s favorite place but, it has definitely become even more special to us! He is a US Army veteran…“

4.3 Superb223 Reviews
Coney Island Cafe American • $
10 Railroad Ave, Middletown

Customers` Favorites

Banana Bread Toasted with Butter
Philly Cheese Steak Sandwich
Loaded Hot Dog with Fries
Coney Island Chili Dog
Omelette and Home Fries
Chipotle Bacon Burger
Egg Scramble Bowl
Grilled Reuben
French Dip

“Excellent service delicious food very clean!!“

3.3 Good40 Reviews
MIX N MAC - Mac & Cheese New American • $
280 NY-211, Middletown

Customers` Favorites

Fried Mac and Cheese Balls
Lobster Mac & Cheese
Chicken and Waffle
Buffalo Chicken Mac
Shrimp Scampi Mac
Cheddar Mac Balls
Buffalo Chicken
Sriracha Honey
S'Mores Churros
Breakfast Mac

“Amazing. A must try. I could spend the day eating and everything in the menu.“

4.4 Superb70 Reviews
DeStefano's Olde Erie Pubs • $$
7 W Main St, Middletown

Customers` Favorites

Steamed Clams in Garlic Butter and Roasted Red Pepper Tower
Ravioli Fresca Appetizer Exquisite
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
Pasta and Meatballs

“As a vendor, I have had the pleasure of decorating and doing balloon arches at this establishment. The main dining room is beautiful, the staff is always pleasant and so accommodating, and the food is delicious!“

4.2 Good100 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
Margherita Pizza

“Best pizza ever Frank is always smiling 😃“

4.2 Good67 Reviews
Chili's Grill & Bar Tex-Mex • $
33 Crystal Run Crossing, Middletown

Customers` Favorites

Crispy Chicken Crispers Combos
Chili's Secret Sauce Burger
Bottomless Chips & Salsa
Bottomless Tostada Chips
Grilled Chicken Fajitas
Molten Chocolate Cake
Southwestern Eggrolls
Cajun Chicken Pasta
Half Order of Ribs
Steamed Broccoli

“Recently we reviewed service from a young man Monty.Monty was polite, courteous n made us comfortable by meeting our needs.Monty is an asset to Chills. Go Monty!“

4.1 Good110 Reviews
Casa Mia Latin Kitchen Spanish • $$
2040 Goshen Turnpike, Middletown

Customers` Favorites

Chicken Chunks with Rice and Beans
Red Snapper Filet Grilled Filet
Casa Mia Signature Sancocho
Lunch - Pernil Roast Pork
Casa Signature Bacalaitos
Mofongo De Bistec Steak
Chicken Soup with Rice
Skirt Steak and Shrimp
Dinner Pernil Sandwich
Traditional Latin Flan

“Great food and the staff is awesome!“

4.1 Good102 Reviews
Copperbarn Coffeebar & Eatery Coffee & Tea • $
368 E Main St, Middletown

Customers` Favorites

Italian Eggplant Ciabatta Sandwich
Steak and White Cheddar Panini
Blueberry Ricotta Pancakes 2
Cinnamon Bun Pancakes
Surf and Turf Burger
Pulled Pork Sliders
Barn blt Sandwich
Copperbarn Burger
Cappuccino 12 Oz
Breakfast Burrito

“Fabulous choice for all meals. We had lunch. There were so many options! Something for everyone. Ice teas, coffee, craft beer, wine, and so much more. You cannot go wrong here. I had a fried chicken sandwich on sourdough with avacado, jalapeños, arugula, and hot honey. Wish I lived in this area and could visit more. Tons of daily specials!“

4.1 Good99 Reviews
IKARO Restaurant & Lounge Ice Cream & Frozen Yogurt • $
9 King St, Middletown

Customers` Favorites

Stout Battered French Toast
Charred Spanish Octopus
Brunch Burger and Fries
Veggie Eggs Benedict
Chicken and Waffles
Tomahawk Steak 46oz
Shrimp and Grits
Molten Lava Cake
Chicken Tenders
Crispy Calamari

“When you first walk in, the decor is very chic and modern. The bar and wait staff were excellent, the menu was very diverse and the food was exceptional! Starting with appetizers and mixed drinks, I highly recommend the empanadas (cheese, chicken and beef). All of our drinks during the evening were not shy on the alcohol and were expertly mixed. The entrees were delicious... In particular the spaghetti and meatballs was out of this world. I would go as far as saying they were the best meatballs I have had... unbelievably flavorful, light and airy. Desserts were another win... The creme brulee was spot on and I could eat the bread pudding every day. Overall , it was an outstanding dining experience and I highly recommend the establishment!“

4.1 Good87 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
2 Eggs Any Style
Avocado Toast
Grits

“Nice place for breakfast. It would be even nicer if the waitresses didnt steal your change. I never pay cash because if I pay cash unless its exact amount I can forget about getting back any coin change. They round it off to the nearest dollar always to their benefit. Apparently the patrons there dont tip very well so they take matters in their own hands....it is called petty larceny....good food though“

4.1 Good86 Reviews
Pizza E Birra Pizza • $$
287 NY-211, Middletown

Customers` Favorites

Fried Calamari Fra Diavolo
Create Your Own Pizza
Buffalo Chicken Pizza
Chicken Bacon Ranch
Rucola E Pomodorini
The Hangover Burger
Mussels Fri Diavolo
French Onion Soup
The Alessia Pizza
Burrata Sandwich

“we were on our honeymoon with my wife and some relatives took us to this place to try the typical Neapolitan pizza and other local specialties..
Having also been in the restaurant business and a pizza chef for many years, I can say that it is not easy to find a pizzeria in America and above all such good pizza, truly heartfelt congratulations..
The staff is very kind and friendly, it feels like family.
Highly recommended for anyone who wants to have a great experience in an American pizzeria.

Parking: Parcheggio ampio e gratuito“

4.1 Good80 Reviews
110 Grill American • $$
1 Galleria Dr, Middletown

Customers` Favorites

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

“I have Celiac Dz. they have an awesome selection for gluten-free. never disappointed. I would highly recommend it. Good value for the money though not a cheap place to eat.“

3.3 Good104 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
Main Deck Margarita Flight
Scallops and Baked Potato
Snow Crab Legs - Tuesday
New Deep Sea Lobsterita
Classic Caesar Salad
Maine Lobster Tail

“Today is my mom’s birthday and she chose to come to Red Lobster for lunch. We were greeted by Tania as our server! She gave us by far the best service we have ever received. Her smile was warm and welcoming. She was attentive and personable. She was just the besttt ! We will definitely be back ❤️❤️❤️“

3.9 Good124 Reviews
D lux Diner Diner • $
14 Crystal Run Crossing, Middletown

Customers` Favorites

Chorizo Bacon Potato and Cheddar Omelet
With Two Eggs Any Style
Whiskey Bleu Burger
Pulled Pork Nachos
French Onion Soup
Crab Cake Sandwich
Chicken Madeira
Western Omelet
French Toast
Waffle Fries

“We’ve had dinner here a few times & each time everything has been great! Whenever we want to have a diner food experience where everyone can get what they want instead of choosing an Italian restaurant, Chinese, etc this is our go to! Last night was a great experience as well! It’s really like an upscale diner for sure! We’ve never had cocktails here (yet!) but the bar is huge & beautiful!“

3.9 Good168 Reviews