27 Best American Restaurants in Middletown

“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!“

“Been coming here for years. Actually love this diner by far. Today was the worst. I previously put in my review about today’s visit to the Americana so I won’t put it in again. I just want to clarify that I would always give this place 5 stars except for today. Had a sloppy and somewhat ride waitress that didn’t even get the whole order right and it wasn’t much that we ordered. Had to also be someone different or stingy cooking today because my BLT had more tomatoes and lettuce than it did bacon. Seriously??? TODAY I GICE A 2 STAR , and never want that sloppy somewhat rude waitress again.“

“We had our wedding here on 10/4/25 and it was absolutely incredible! The venue itself was gorgeous and had such a great charm to it. All of our guests couldn’t stop complimenting us on how great it really was. Our photographer kept saying how good a place to take photos it was. Obviously we had high expectations for this night and it was exceeded. My wife said that it was so much better than she had ever dreamt it could be. The staff went above and beyond and made our special day as stress free as can be. Elaina and Steven were fantastic! Everyone was, but unfortunately I only wrote down those two names so apologies to anyone else who may have been working this event but THANK YOU to everyone. Friendly and patient staff I can’t recommend this place enough. The food was incredible and the beers were cold. They accommodated us so well and we are extremely thankful. If you’re looking for a place to host an event this is it! Or if you’re just looking to grab a drink and a bite this is also the place to go. Thank you to everyone at Clemson for making this the best night of our lives!!“

“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!“

“My experience was phenomenal. Will go again.“

“Excellent service delicious food very clean!!“

“This is such a great spot!!“

“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!“

“Great atmosphere and service! Gave me a free dessert for my Birthday with a candle! Yummy 😋“

“Harrison was awesome! I recommend the lemon drop martini he makes the best! great wings, wonderful atmosphere, awesome service with a smile 🌟 🌟 🌟 🌟 🌟“

“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“

“I had the pleasure of being at Destefano's for a bridal shower this past weekend. The food was amazing, the atmosphere cozy and the staff was so friendly - although it was their day off, they served with bright smiles and were very accommodating. I would definitely recommend them for dinner or catered party. Thank you!“

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

“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.“

“Best pizza ever Frank is always smiling 😃“

“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…“

“Just had lunch at Copper Barn. Had the avocado soup....soooo good!! My husband and I both had a turkey BLT on a panini. Took half of mine home so I could have a piece of their sour cream coffee cake (the best!). With all that said, the icing on the cake was the server, Shanelle. She was informative, personable and sweet with a great sense of humor!!! Thank you Shanelle and Copper Barn for a great lunch!!😊😊“

“Great atmosphere, I do enjoyed the dancing 💃 and karaoke 🎤. We so needed a place close by have fun and laughs. Not to mention all this and amazing food and drinks!“

“I have been going to this Red Lobster in Middletown, NY for 15 years. The food is always amazing and I have to say that Tanya the server there is truly the best server. She is kind, friendly and caring. She is the best server I have ever had. I have been to 4 star, high end restaurants and nobody has ever come close to her. She genuinely makes you feel like your family. She wants to get to know all her guests and she gives exceptional service! I always request her and noticed all her other tables feel the same. Last week's visit at lunch 4 other tables in our area all shared the same appreciation and praises I just shared.
Tanya you deserve this post and keep up the great work and thank you for being you!“

“The food and drinks were amazing! Will definitely be back.“

“i used to come here with my ex years ago. i haven't been here in four years and finally went back today with a friend. it is JUST as good as i remember it. one comment: the zucchini strings used to be a spiralized zucchini instead of a cut zucch, and i would seriously recommend bringing that back. the long strings were awesome. i've never seen that anywhere else. anyway, fire.“

“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“

“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!“

“I have had nothing but pleasurable experiences at this location. The Manager Sunshine goes above and beyond to make customers feel welcome. The restaurant is clean and food has not disappointed. Keep up the great job.“

“Greatest Stromboli and pizza“

“Wow it's a wow ,food was off the chain,i am on vacation and i will visit again before i go home ,the pancakes were so delious i ate them all,i would like everyone visiting to go eat their especially my home town persons Jamaicans Food /service and Atmosphere excellent.Thank you for your service Ihop i never get my server i am so sorry.Thanks again your customer Winsome M ROCHESTER.“

“Best wings i ever had !!!“