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    Winchester Cafe

    3.5 (32 reviews)
    ModerateAmerican, Bars, Burgers
    Open • 12:00 pm - 12:00 am (Next day)

    Winchester Cafe Photos

    WINCHESTER CAFE ATMOSPHERE

    What's the vibe?
    Live music
    Casual
    Very loud
    Outdoor seating

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    Recommended Reviews - Winchester Cafe

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    a man playing a guitar in a pub
    Sam L.

    Came solo looking for a place I could relax and have a beer with locals. Yea this was it! They had musician Steve McGrath playing he was amazing. I got their signature Winchester burger and it was perfect. Chilled here for a couple hours a couple beers and it just feels like home.

    Patio
    Gerri M.

    Cute place with nice outside patio. Inside is super cozy snd cute too. Food was good for a casual place like this. We had burgers and a pulled pork sandwich. Service was good and friendly.

    Winchester cafe
    Jean Y.

    A unique cafe-bar on the 66 CT. When it's real dark and cold, the lights of this cafe looks like big M sign. Food and drink are not far! One time we were driving from Massachusetts very late, couldn't find any place open, and we saw the lights! When we went in, it was so warm inside, music was live, people were standing all over in this tiny cafe! It was heaven for us. Last Saturday, I went there with my son. It was karaoke night. We had a few beer while we're waiting for karaoke to start. My son like the juke box behind our seats. He put few coins and others too. Around 8:30, someone started to sing. It was bad. almost everyone who sang were extremely bad. But it was fun to watch people singing without hesitations.

    Potty jokes always make fir good menu
    Tony Y.

    A great dive cafe that really brings that unique country side bar in the woods. Decent amount of beer on tap, and a nice local bar to support. It's a nice place for drinks, happy hour and food. Live band also makes it a plus.

    Patty Melt & Fries

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    12 years ago

    Very rude bar tender. Flat soda and the prises are out of control. The beer is warm. At least the band kicked ass.

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    Tavern On 66 - Fresh cut fries

    Tavern On 66

    3.4(60 reviews)
    2.8 mi
    •$$

    Right on route 66 in CT. Not a very big parking lot, but big enough mid-afternoon. I've had a…read morelot of cheeseburgers all around the country in my life and....Tavern on 66 ranks tight up there with the BEST I'VE EVER HAD! First of all, hand formed patty, not frozen. A bun (brioche) that is substantial, but doesn't overwhelm the burger, and does not fall apart (this is very important). Perfectly cooked, with a slight charbroiled flavor. And the fries! Hand cut, perfect size, a little crispy and nice and steaming on the inside. Right up there with the best fries I've ever had. Bonnie was behind the bar, and handled everything with ease. So, great combo of CB and fries. Rivals the old Mannions (Yonkers), Squires (Westchester NY), and My Brother's Place (PA), my other favorites. 5 charbroiled stars

    Gluten free fryer! That's what got us in the door! Waitress/bartender knew exactly what gluten was…read moreand pointed out the things we couldn't have (which we knew but it was nice to see that she knew too!!) I've been here twice once at night on a cold Friday in the fall and then just a couple weeks ago during the day on Saturday. Both times were just busy enough to not be slow or slammed. Drink service was fast and the food paced perfectly. It's got a bit of a towny feel, we had a few stares coming in but nothing out of the norm. If you see bikers out front, they don't bite. Just go in! Bathrooms are tiny and a bit- divey. Just wash your hands and you'll be fine. My husband has celiacs and although he's a risky celiac, he has not had any issues after eating here.

    Photos
    Tavern On 66
    Tavern On 66 - Cheeseburger sliders

    Cheeseburger sliders

    Tavern On 66 - Sam Adams

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    Sam Adams

    Mondo - Slices Of Pizza-  Fresh Mozzarella Pie and Fresh Tomato & Basil

    Mondo

    4.3(605 reviews)
    3.0 mi
    •$$

    I honestly only got pizza from here because I really needed to use the restroom after being at the…read moresoccer fields, and I am so glad I did. This was a 10/10 great pizza experience. We are not often in Middletown, but we will definitely be back. This is a great place to stop, and I 10000% recommend it. Of course, I had the gluten-free veggie pizza, and I added pineapple because I am a pineapple-on-pizza person. Sue me, I am an islander. My partner had the shrimp pizza, not gluten-free, and ordered a medium. The size was honestly obscene for a medium. He kept asking to drive back down there every day after because he wanted it again. Definitely returning.

    Our neighbor raves about Mondo, so we thought it was high time we paid a visit…read more Mondo is fairly easy to find; our only error was accidentally pulling into the wrong parking lot. They do offer a free lot in the back, but judging by all the cars, Mondo is very popular on a Friday evening. Sure enough, there was a big line of people picking up orders, but we walked right in and were seated immediately. We started off with a beet salad, which was surprisingly delicious, combining candied walnuts and sweet orange and green apple slices with salty feta and tangy balsamic over a mountain of mixed greens. We then moved on to paninis, generous portions of meat and toppings on freshly baked, crispy bread. One of us chose more mixed greens tossed with dressing while the other chose crunchy French fries. We also ordered a third panini to go, the Mondo combo. We asked for fries; the kitchen accidentally gave us a salad. Our server, Heather N., saved the day by noticing the error and giving us both side orders. Mondo is family friendly, and there were plenty of children during our visit. As such, the volume was a tad loud and boisterous, but nothing obnoxious that would prevent us from returning.

    Photos
    Mondo - Bar area

    Bar area

    Mondo - Sherry Salad

    Sherry Salad

    Mondo - Restaurant

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    Restaurant

    Marlborough Tavern

    Marlborough Tavern

    3.4(111 reviews)
    8.1 mi
    •$$

    We used to like Marlborough Tavern, but our recent take out experience was dismal. The food was…read moreready on time, but was really bad quality. The Mac and cheese was the absolute worst, like prison food in a black take out container, not seasoned or flavored, clearly not baked, no breadcrumbs or bubbly cheese top like they show in photos. Why not make it in a metal container, so that you can bake it, and then put a lid on? The pierogies were overcooked and hard and had a slightly rancid flavor like the oil was bad. The meatloaf sandwich had one mushy slice of meatloaf that didn't fill the bread, with cheese, but the caramelized onions were missing. No condiments, but I guess the menu did not specify there would be any so that part was my miss. It would be nice with a garlic aioli! I had to eat it with ketchup at home. Oh, and their ketchup? Gross too! Luckily, I had my own Heinz ketchup at home. The bread it was on was very good and well grilled. Maybe next time I'd see if I could just order some grilled bread and cut my losses. I would be hesitant to go back. Also, very oddly, the majority of the photos posted to yelp in the last year are of items that are NOT on the menu!! I would have loved a pasta dish with crispy chicken, or some ravioli, or penne à la vodka, or a flatbread, or some tacos...but alas, none of those are actually on their menu. Very weird.

    The live tavern music really made the place dead the Saturday night I went. Was not expecting live…read moremusic but when we walked in I really questioned who booked the individual. First time here, just passing through and the menu options looked good when searching for places. Enjoyable clam chowder, not thick but good flavor. Fried Chicken with potatoes and green beens was the right choice for me. Really enjoyed the potatoes. Biscuits needed more butter. Girlfriend had pirogies w/o the bacon. I tried one and wasn't a big fan but that is something I don't typically eat. Nothing appealing for dessert so skipped it. I would eat here again but the live music needs some updates.

    Photos
    Marlborough Tavern
    Marlborough Tavern
    Marlborough Tavern

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    Lakeside Bar & Grill - Fresh oysters.

    Lakeside Bar & Grill

    3.9(120 reviews)
    4.5 mi
    •$$

    We had a wonderful family celebration here Labor Day weekend and I cannot say enough good about the…read moreexperience. Some of us arrived early to surprise the guest of honor and they willingly accommodated us and let us go to our outdoor table. Our waitress Adriana made sure everyone had cold drinks while we waited and then was patient as we all got settled and made decisions on what to order. The kids ranging in age from 5-14 were treated just like the adults as they ordered! We order a range of food from appetizers and kids meals to fish tacos and sirloin steaks. Each meal was beautifully presented. Our fav apps were the tuna poke nachos and the lump crab cakes. The fish tacos were generous and delicious as was the Fra diabolo and shrimp po boy. Each dish had sauces that were flavor filled. Our service was phenomenal from start to finish... Which was hurried because the rain moved in, and still as professional and courteous as the start of the night. We don't live right around the corner but we will be back! This is such as improvement on the previous restaurant at this location! Thanks for making our family gathering so wonderful.

    Hopefully, I can update and say better things, maybe it was a different chef than usual…read more Let me start by saying we are regulars and go anywhere from once a month to once a week since we moved here, depending on our schedules. We order the calamari the old way, the kids don't like it the new way, they like it the original way. They have always been accommodating and we have ordered it at least 12 times since it changed without a problem. The last two times we literally got half a plate of calamari with two or three chili peppers. We always ask for extra chili peppers and we normally get at least a dozen. No joke, there had to be about 10(each kid got 3 and I got one) calamari and three chili peppers on the plate. Unfortunately my kids were ravenous and I could not get a picture in time. I had not eaten it all day as well. I brought it up to the waitress and she said that it's probably because we asked for a different differently. That doesn't make sense, but it's not her fault. I didn't see the usual manager in there so I left it alone. I then ordered the Lamb lollipops which were so well done there was absolutely no pink inside. Also, got the lobster bisque which had absolutely no lobster inside. We have never had this issue before except for the last two times we have been here, including today . My daughter ordered the macaroni and cheese and it was like a soup water mix at the bottom. She ate a few bites and that was it. Pizza was good as always. Our waitress was very nice, I wasn't busting her chops because I was too hungry to wait for a re-do. 100% not worth $90. Floors were sooo sticky your feet made noise too. This has been our favorite spot and it is a few doors down, I sure hope we just hit a few bad days and its better next time.

    Photos
    Lakeside Bar & Grill - View of the terrace overlooking the lake.

    View of the terrace overlooking the lake.

    Lakeside Bar & Grill - Wedge salad with shrimp

    Wedge salad with shrimp

    Lakeside Bar & Grill - Chocolate fudge cake

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    Chocolate fudge cake

    Winchester Cafe - tradamerican - Updated October 2026

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