29 Best American Restaurants in Middletown

“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!!“

“Anybody who gives this fewer than 5 stars is wild. This place is amazing. Chino is the man. Came all the way from south jersey, the first thing I get in 7 degree weather? A free tortilla soup. Then we talk hot dogs, and Chino knew exactly what I'd like. And let me tell you: I LOVED. The Chino dog was INCREDIBLE. Best hot dog joint hands down. Well worth the trip and will be back.“

“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“

“Excellent service delicious food very clean!!“

“My experience was phenomenal. Will go again.“

“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!“

“Absolutely fantastic service and the food was amazing“

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

“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.“

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

“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!“

“I had my wedding reception here on 11/22. The food was AMAZING, the loft looked gorgeous, the bar tenders and bus boys were so helpful and lovely. The bar tenders made sure my husband and I had plates of food so we remembered to eat. People kept complimenting the venue to me. Marie was amazing to deal with and I cannot think of a single thing that I would change or complain about.“

“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!“

“My waitress Tanya was absolutely wonderful and delightful.
She was so sweet,kind, just Beautiful Human Being in general.
Tanya, is most definitely a true asset to your restaurant establishment.
Please let her know personally how much I appreciated her service and hospitality.
Thank You so much for such a marvelous restaurant experience.“

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

“Great food and service. Went on a Sunday for lunch. The gnocchi was delicious, as was the smash burger. We will be back.“

“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“

“We don't go out to eat often but our waiter, Tony, at the ToW location was amazing! He was so friendly, patient and professional. He made eating out with my young kids (usually a stressful experience) much more enjoyable. The food and drinks were great too, of course! Will be requesting Tony as our waiter in the future.“

“Honestly the food was pretty good. I had a western omelette with all the fixings and it was delicious. There was no wait when I went on a weekend which was nice. Average price per person was roughly $13. Typical breakfast joint / diner atmosphere. I would definitely recommend for a weekend morning quick bite if you don't feel like cooking.“

“Best wings i ever had !!!“

“My server was awesome and it was just a great experience“