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    Windham Diner

    4.1 (148 reviews)
    ModerateDiners, American, Mexican
    Closed 8:00 am - 8:00 pm

    Windham Diner Photos

    Business Info

    WINDHAM DINER ATMOSPHERE

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

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    Windham Diner, Windham, NY
    Paul S.

    Local diner in the heart of town in Windham, easy parking, good food. Ambiance fit the rustic Catskills settings, service was attentive.

    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.

    Emily Z.

    It's such a cute and cosy diner. The food fit the diner expectations: big portions, affordable price and comfort food. The pancakes were a lot bigger than I expected, it's the size of my face! The staff was very nice and attentive with keeping our coffee and water refilled.

    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.

    Corned beef hash
    Lina S.

    We loved the food here and the service! sweet folks, refilled my water and made my eggs perfectly upon request. Medium over easy or so. The corned beef hash was soft yet Crispy and perfect!! The sweet potato fries were excellent. Super happy with my experience here.

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

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    10 years ago

    Probably the best meal I've ever had under $10.00. The tomato bisque is out of this world, as are the shakes

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    9 years ago

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    14 years ago

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    9 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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    9 years ago

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    15 years ago

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    10 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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    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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    Catskill Mountain Country Store - Windham - Tall Tale ($16.99)

    Catskill Mountain Country Store - Windham

    4.4(186 reviews)
    0.6 mi
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    I did not expect to be so charmed by this place. You step into a cozy country shop filled with…read morebaked goods, toys, home decor, jams, hot sauces, jellies, apparel, and more. But it's much more than a store; its also a restaurant, there is even a playground, a small maple syrup museum, and even a few farm animals. There were a couple of cats roaming around the perimeter, and luckily I was able to sneak in a few pets. As for the restaurant - the portions are gigantic, and everything is cooked fresh with organic, non GMO ingredients. My group ordered breakfast, while I wanted to get something from the lunch menu. I ended up getting a Philly sandwich. It was cheesy, smothered with onions, with tender beef, and served on a toasty bread. I devoured this sandwich. One piece of advice - If you visit on the weekend, be prepared to wait, because this place gets slammed.

    MUST VISIT spot when you are in the Catskills!…read more Look through a massive array of homemade and local made goods at the Catskill Mountain Country Store in Windham. They seriously have everything. Homemade jams and jellies, honey, sauces, syrups and more! Baked goods, breads, fudge, condiments, pickles, and so so much more! This is a non-negotiable stop every time I am in the Catskills. I always find something new and delicious to try. Not homemade but locally made soaps and tons of other goodies. They have it all here. Candy, decorations, merch and more. There is also a dining area, ice cream, coffee bar, and even a farm out back with animals you can go look at and a teeny, tiny maple museum that's worth peaking your head in. My bf has been coming here since he was a kid, and now we make a tradition to stop here every single time we are upstate. I couldn't imagine going up and not stopping here.

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    Fruit preserves, sauces, seasonings... Bacon

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

    Chicken Run Family Restaurant and Steak House

    4.0(257 reviews)
    1.1 mi
    $$

    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.

    Visiting the area and dined here on July 3rd. Arrived at 8pm, and hour before close and the place…read morewas hopping! Very busy, quite loud. We were not in the area were the band was but the room next to it. Lots of families. It took a while for our food to arrive, but our waitress was very friendly and nice checking in a finding out why the wait. The med buffalo wings were delicious, just the right spice, saucy, and a bit crispy on outside. Caesar salad was so good w real shaved parm and great creamy dressing. My husband loved the fried chicken sandwich. Bonus! Fireworks at 9pm right outside when they were getting ready to close!

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

    Brownie Sunday without whipped cream

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    Tap House Grille - Chicken wrap

    Tap House Grille

    3.4(103 reviews)
    0.1 mi

    Worst dining experience! My husband, my son, and I came to Tap House Grille for dinner while…read morestaying at our vacation home nearby, and it was one of the worst restaurant experiences we've ever had. We arrived around 7:45 p.m., ordered drinks, and then waited an entire hour before receiving our appetizer--after the restaurant had mostly emptied out. The "nachos" were nothing more than broken tortilla chips topped with vegetarian chili and a few jalapeños. There was virtually no cheese, and I had to ask for sour cream. To make matters worse, they were served with paper plates. During that entire hour, our waitress never once checked on us. She never apologized for the wait, never refilled our drinks, and never asked if we needed anything. We honestly thought our order had been forgotten. The atmosphere wasn't much better. We heard other tables complaining, glasses crashing to the floor, and the entire evening felt like we were on a prank show. By 9:15 p.m.--an hour and a half after arriving--we still hadn't received our entrees, which were simply a grilled chicken salad, chicken fingers with fries, and a kielbasa dinner. I can't comment on the food because we never got it. At 9:20 p.m., I politely got up and asked our waitress how much longer it would be. Without even looking up, she snapped, "She's working on it." No apology. No explanation. Just attitude. At that point, we'd had enough. I asked for the check for our drinks and appetizer so we could leave. She stormed away. When she returned, she dropped the check on our table--which still hadn't been cleared from the appetizer--and walked away. When I asked her what her name was, she ignored me completely. I then asked the blonde bartender for the waitress's name. She first told me it was Paula, then quickly corrected herself and said, "Oh wait, it's actually Jess," once she realized why I was asking, so I'm still not sure which is correct. The waitress appeared to be a heavy-set woman in her late 30s or early 40s with brown hair pulled back in a ponytail, which should help management identify who waited on our table. Before we left, we overheard the bartender telling two guests that there was only one server and one bartender working, another employee had been called in too late to make a difference, and the cook on duty wasn't the strongest, which was why the kitchen was so slow. While I understand that staffing shortages happen, none of this was ever communicated to us. A simple explanation and apology would have gone a long way. I paid the bill and left. We have a vacation home just 15 minutes away and dine in the area often. Unfortunately, after this experience, we will never return. Between the excessive wait, poor communication, rude service, and disappointing food, this was easily one of the worst restaurant experiences we've had.

    The service is great. The food is good but a little pricey. The ambiance is perfect for a brewery…read more I usually sit at the bar. And has a wide selection of local beers.

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    TV for games

    Tap House Grille - New England clam chowder.

    New England clam chowder.

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    Day June - Outside

    Day June

    4.0(35 reviews)
    2.1 mi

    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!

    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.

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    Day June
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    Matilda - Sourdough and butter

    Matilda

    4.3(23 reviews)
    2.0 mi

    Exceptional and gorgeous mid-century style restaurant in the Catskills, and one of the only ones…read moreopen on a Wednesday evening! I've had the pleasure and privilege of dining at some of the most reputable establishments in NYC and LA, and this ranks in the top tier. The flavors were intricate yet subtle, and I loved that it was vegetable forward. My "Not a Negroni" was the best Negroni I've had, hands down. I wasn't sure how the Rum and Pineapple Amaro would work together, but they were exquisite compliments. The homemade sourdough and butter came out hot and crispy on the outside, soft on the inside. It was hard to resist ordering more. A simple salad of lettuces, cucumber, cheese and light dressing blew my mind -- perfect for summer. I got the dauphine potatoes, which were like potato croquettes, and the addition of prosciutto made them a hearty and filling dish. The only miss for me were the desserts -- the flavor of the lemon tart was excellent but there was a jello-like encasing that seemed out of place and unnecessary. The mousse also had these strange jello-like pieces in the cream, which didn't really work for me. Next time, I would get the sundae. Our server, Amanda, was friendly and attentive without being overly watchful, and when she got busy, the host came over and helped us order drinks. This place is a gem, and I look forward to returning.

    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.

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    Matilda - The restaurant

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    Not a Negroni

    Windham Diner - diners - Updated September 2026

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