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    Windham Diner

    4.1 (145 reviews)
    ModerateDiners, American, Mexican
    Closed 8:00 am - 8:00 pm

    Windham Diner Diners Restaurant Photos

    Business Info

    WINDHAM DINER ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Good for kids
    Good for groups

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    Western omelet
    Beth E.

    Typical old fashioned diner that needs a good cleaning and remodeling. Menu was diverse and service was great. I settled on a western omelet with a choice of crispy or not crispy home fries and sour dough toast. Food arrived quickly and the omelet was extremely full of toppings and was nice and hot. I had ordered crispy home fries and would hate to see what the non-crispy were as these were cold and soggy. The sour dough toast did not taste sour at all.

    Greg E.

    Atmosphere - Great. The restaurant has a comfortable country feel. There is tons of seating that includes booths and tables. Service - Very good. Our server was very nice and attentive. Food - Very good. We were there for breakfast and the menu options are many and varied. I chose the Ham and Cheese omelette, which came with fried potatoes and toast. The omelette was served hot and tasted great. Overall Value - Very good!

    Eggs and pancakes
    Steve C.

    This is a pretty good diner. The prices are fair, the food is good, the tea tasted weird, but they have sodas that taste fine and coffee that is good. We came here as an option after having a bit of a rough start to the day. It was nice to walk into an actual restaurant. The inside is cute, with a homely and warm ambiance, with a general quiet feeling that makes it comfortable to sit and chat while eating. The staff was friendly and got everythingnout to us quick. We were very happy to come here and would suggest it to visitors to this town. TL;DR: A good town diner.

    Americana burger with bacon aioli
    Mandie V.

    It's easy to miss, if you don't know what you're looking for, but PLEASE don't overlook the Windham Diner!! The portions are enormous. The interior is dated. But the food is all homemade and DELICIOUS. We met my parents there for Mother's Day dinner, and everyone took some home. The dinner specials were roast pork loin stuffed with spinach, roasted red peppers, bacon and stuffing - my brother ordered this, got soup, potatoes and a vegetable with it - if his portion of meat wasn't 2 lbs I'll be dipped. His vegetable was butternut squash - a half of a roasted squash. His coffee cup barely had a sip or two out of it before they topped him up. I got the turkey dinner special - I think they gave me half the turkey!! Light and dark meat, stuffing, mashed potatoes, steamed broccoli, cranberry sauce, and soup or salad. I ate mostly the mashed potatoes because they were DELISH, and brought almost all the rest home. A ham and pear panini? Gorgeous, and incredible. The Americana burger with bacon aioli?! I'm pretty sure my husband would leave me for the aioli.... Also, the kindest, most attentive waitstaff - from the man who did continuous laps clearing plates and filling coffee, to the gentleman (maybe a cook?) you offered up a booth to lay our sleeping toddler in so we didn't have to hold album and eat, to the waitress who offered to make our toddler a to go order. Lastly, the price was beyond reasonable - and they gave the moms a rose and heart balloon, but had them hidden in the back so you got to see the genuine surprise from each woman! I can't wait to go back! If only to attempt dessert...there was just no way it was happening this trip!

    a plate of breakfast food
    Megan O.

    I always leave here satisfied and happy with the experience! The Windham Diner, previously Michael's Diner, has been a reliable "go to" for any meal whether it's breakfast, lunch, or dinner. Their prices are reasonable and the food always comes out fast and hot! The staff are very attentive and friendly, willing to cater to you.

    Large plate of Shrimp Athenian with pasta, stuffed shrimp with mash potatoes and butternut squash

    One of the better diners I've visited. The staff was pleasant even though they were busy. Prices were quite reasonable with good special combo deals that included a large soup. My wife actually loved the stuffed shrimp and the shrimp Athenian pasta was quite pleasing. The menu is large and the portions are quite bountiful. Not a bad place to grab some casual grub.

    Corned beef hash

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    15 years ago

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    8 years ago

    When we came, they did not informed us that they only accept cash. Also they not will give you check. Very sad :(

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    14 years ago

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    14 years ago

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    9 years ago

    Michael's is awesome! Great food great service and even better desserts!!!! You won't leave hungry and probably take some home! :)

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    11 years ago

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    10 years ago

    I like this place! The menu is huge. Its family owned. And I love how they've been giving you a free piece of cake after dinner recently.

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    Page 4 of 4

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    Chicken Run Family Restaurant and Steak House - Just brownie side :)

    Chicken Run Family Restaurant and Steak House

    4.0(254 reviews)
    1.1 mi
    $$

    Since opening its doors in 2012, Chicken Run has become the de facto "living room" for the Northern…read moreCatskills. Whether you're coming off a long day at Hunter Mountain or just passing through Windham, this spot perfectly balances a rustic, family-friendly atmosphere with a menu that doesn't cut corners. The Butcher Steaks: This isn't just a "chicken joint." They take their beef seriously, offering fresh-cut, flame-grilled steaks like the 24oz Ribeye and NY Strip. They even age their own steaks in-house when available, resulting in a tender, seasoned-to-perfection cut that rivals high-end steakhouses but at much friendlier "mountain prices." The Signature Fried Chicken: This is the restaurant's namesake for a reason. The chicken is consistently hot, crispy, and juicy. Pro tip: Get the combo that comes with their special honey sauce and "cornbread cake." Dipping the savory, salty skin into that honey is a game-changer. BBQ Ribs: If you're looking for "fall-off-the-bone," you found it. Their ribs are slow-cooked and slathered in a rich, tangy sauce that requires a stack of napkins and zero regrets. Save room--or just admit you're having a second dinner--for the homemade desserts. Their dessert bar and soft-serve ice cream are staples, but the real magic happens in the summer (or around the outdoor firepits) with their S'mores kits. It's the perfect way to cap off a mountain day. With a massive backyard featuring a firepit, live music on the weekends, and a "come as you are" dress code, it's easily the best spot for big groups. The service is fast, the portions are massive, and the "old-school country" energy makes you feel like a local the moment you walk in.

    I have been here about 4 times the past two years. I recommend the burger, it was good. I got the…read morefried chicken and it was hammered, overcooked and dried out. I had the ribs once and they weren't great either. I really want to see how they cook steak so I will probalby get it next time. I like Hazy IPAs, I wish they would get Westkill or something similar and replace Fiddlehead. Fiddlehead is old school NEIPA. The prices are very good and I the atmosphere is family oriented and very friendly IMO. Whenever I'm in Windham this is where I go. I like the bar a lot if you want to just hang out and enjoy the scene. The outdoor area is really nice too when its not winter. It is definetly the best value in Windham.

    Photos
    Chicken Run Family Restaurant and Steak House
    Chicken Run Family Restaurant and Steak House - Brownie Sunday without whipped cream

    Brownie Sunday without whipped cream

    Chicken Run Family Restaurant and Steak House

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    Day June - Outside

    Day June

    4.0(35 reviews)
    2.1 mi

    I was really excited to come here during my weekend trip upstate. The food looked so good on what I…read morehad seen on social media. However, my expectations were not met. I got the breakfast wrap and the avocado was not ripe at all. There was also a lack of flavor. The pancakes were raw as well. I will give this place the benefit of the doubt because I arrived 30 mins before closing, but I was still very disappointed.

    Sometimes these country establishments are hit or miss. I am happy to report back that this diner…read morewas a hit. I visited, hubs in tow, this past rainy Sunday. They had sold out of the Country Girl, which was the fried chicken and biscuits, so I opted for the sausage and biscuits with eggs, and hubs tried the lemon ricotta pancake with homemade blueberry jam. The eggs in the savory dish featured the creamy bright orange yolk I love from locally farmed chicken. Biscuit was a nice size and the gravy was meaty and tasty. I could have used a couple more spoonfuls though. The large pancakes were perfectly fluffy, and the jam (though they could have been more generous with the topping) was a perfect match. Good, solid, stick to your ribs food. Service was friendly and quick. Only miss was the acidic stale coffee that was likely sitting around for a couple of hours). I'd say prices are on the higher side, but still, a better deal and quality than the brunch at Babbler nearby, for example. I did some digging after lunch and learned that The Wildair/Contra team from NYC opened this place. So I'm not surprised that this place made a good impression. Will certainly be back!

    Photos
    Day June
    Day June
    Day June

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    Zicatela's Bar and Restaurant - Windham - Tacos!

    Zicatela's Bar and Restaurant - Windham

    4.1(23 reviews)
    0.1 mi

    This place is the real deal. Great environment, authentic music and very good food and margaritas.read more

    We came here for dinner on a Sunday night. It was quite busy. They don't have a dedicated hostess…read morecounter, but one of the waitresses came over to take us to a table. Service throughout the meal was painfully slow. There were only two waitresses working the entire restaurant, including an outdoor patio area. They were doing their absolute best, but it was just too much for two people. One of the waitresses didn't seem too familiar with the table identification system. Whenever a dish came out from the kitchen, she'd ask several different tables if the dish was what they ordered, seemingly having no idea which food belonged to which party. This was pretty bizarre and inefficient. They apparently forgot about our order. We ordered nachos as an appetizer, but they didn't come out until after our entrees arrived so we didn't end up keeping them. They did provide complimentary chips and black bean dip, so we at least had something to munch on during the long wait. We saw several tables that received no service at all, and folks had to get up to ask for their check and pay, because the waitresses were just too busy to stop by the tables. For an entree, I had the veggie tacos. The veggies included squash, zucchini, and onions. An order came with three tacos, as well as red and green salsa, black bean dip, and rice. The rice was mushy and the black bean dip wasn't super flavorful. The tacos were okay, but made better by a dousing of habanero hot sauce. My husband also got a horchata beverage and enjoyed it. I felt bad for the waitresses, as there was only so much they could do. In addition to serving, they bussed the tables, prepared the drinks, and served as hostesses. The food could've been better, but the service really tanked the experience.

    Photos
    Zicatela's Bar and Restaurant - Windham - Interior

    Interior

    Zicatela's Bar and Restaurant - Windham
    Zicatela's Bar and Restaurant - Windham

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    Matilda - Sourdough and butter

    Matilda

    4.2(22 reviews)
    2.0 mi

    Amazing and such a beautiful gem in upstate New York. We came here for a birthday dinner and would…read morelove to come again. A beautiful warm welcoming. Restaurant is located in a hotel. Ambiance and aesthetic is candlelit romantic. Food was so delicious. It is a small menu and I believe it might change depending on the season. For appetizers we ordered ends meat city ham & herb mustard and dauphhine potatoes. Those potatoes are a must order for sure ! But let's talk about the amish golden chicken, wow it was incredible so please order this dish if on the menu! It was cooked and it sauces to its perfection. The lentils with gouda were also delicious. Cocktails are a little strong and my favorite was the Tijuana turtleneck . For dessert we ordered the Matilda sundae and chocolate mousse- they were delightful.

    The place is really nice inside. They did a great re-make. The bar menu is really limited as…read morewell as the dinner menu. I would like to go back but they have so few options it's not fun or interesting. Yes the food is good. I wish I could get the "full" menu at the bar. I like the fact that you see food you don't see anywhere else up here and it is quality and well prepared. What really bothers us is that you must order everything up front. This is really unacceptable. My wife and I like to order appetizers with appropriate wine and then see which way we are going. Yes I understand it's easier on the kitchen but comm on: you only have three entrees!!!!! The bartending couple that work there are knowledgeable and professional. The wine is not kept behind the bar bit strangely kept on a table outside the kitchen. Really awkward. That being said we would like to go back but will not due to the aforementioned reasons. It's a shame this place could be great.

    Photos
    Matilda - The restaurant

    The restaurant

    Matilda
    Matilda - Not a Negroni

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    Not a Negroni

    Windham Diner - diners - Updated May 2026

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