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    Jefferson’s

    4.0 (25 reviews)
    Closed • 10:30 am - 10:00 pm

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    Double dipped chicken sandwich
    Jennifer N.

    We drove an hour and half to eat here. Im so glad that everything went well. The music was upbeat and they have tvs around the restaurant. There is a separate area for the bar service. The food was amazing and our waitress was very attentive to oir needs. We had a party of 6 and it took about 20 min for us to be seated. They were very busy but the food came out quickly. We had fried mushrooms, corn nuggets and pretzel bits as an appetizer. Everything was hot and delicious. We had the following items: Southwest Chicken salad Angry BBQ Chicken Sandwich Buffalo shrimp Chicken Caesar wrap Buffalo chicken tenders Double dipped Chicken sandwich There weren't any complaints from my teenagers. They liked all of the food. We will definitely be back.

    Oysters Rockefeller
    Donna B.

    Ate here with my partner for lunch. We came here for the Oysters Rockafeller and my partner was not disappointed! He is still talking about them over a week later! I had a chicken quesadilla with fries and they were also good! The servings were quite large and I wasn't able to finish mine. Recommend Jefferson's for a casual lunch or dinner.

    Big Raw Oysters
    Kevin S.

    Great addition to the Winchester restaurant scene. Well, the raw oysters were awesome and large!! Wings were juicy and excellent! Cole slaw is homemade and their salsa chips wonderful. Fish and chips were very very good and homemade tartar sauce. Service is great and we will be back!!!

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    4 months ago

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    David C.

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    8 months ago

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    David C.

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    22 days ago

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    David C.

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    7 months ago

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    David C.

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    1 year ago

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    David C.

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    6 months ago

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    David C.

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    1 year ago

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    David C.

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    2 years ago

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    David C.

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    3 years ago

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    9 months ago

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    David C.

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    6 months ago

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    David C.

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    7 months ago

    One of our go to's after church. Food is good, good sports ambiance and servers have always been friendly and polite.

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    David C.

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    6 months ago

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    David C.

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    9 months ago

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    David C.

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    6 months ago

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    David C.

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    3 years ago

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    1 year ago

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    David C.

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    2 years ago

    The food and service was very good. We decided to go back two days later. We will definitely stop by again the next time we are in the area.

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    David C.

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    2 years ago

    Server seemed annoyed to be at work. Burger was overdone. The potato salad was too heavy on the sweet relish, for my taste.

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    David C.

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    2 years ago

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    David C.

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    2 years ago

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    2 years ago

    great atmosphere, incredible food and service. a must go to when in town! you won't regret it.

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    David C.

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    2 years ago

    Great bar food! Kid friendly place. Lots of options on menu. I loved the fried shrimp basket.

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    David C.

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    3 years ago

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    2 years ago

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    Ask the Community - Jefferson’s

    Filos Tavern

    Filos Tavern

    4.4(117 reviews)
    0.1 mi

    Found this gem on the last night of our Tim's Fore Lake trip…read more Downtown Winchester. First WIN was our server Gracie H. Effervescent, knowledgeable, pleasant...all the things you want from a server. We are envious of her 5th grade students. Loved the atmosphere of Filos. Design was corporates the prior building exteriors. Busy and lively when we arrived yet now wait for the three os us. Ordered two Expresso martinis. Creamy with good body...although they could be a bit larger! Wine selection was more than sufficient. Ordered the steak egg rolls. Not to be missed especially with the dipping sauce. Companions split a wedge salad and filet. Cooked just right and tasty. NYO mashed potatoes were different but well made. I had the Steak Diane special. Again steak cooked as I requested although I would order medium rare if I did it again. Plenty of meat with a bit left over for the pup waiting at home. Green beans were al dente which is how I liked them (not mushy) Succumbed to Gracie's suggestion of key lime pie. Ample size for three people with no artificial taste. We live near Nashville so the pricing was wonderful and great value. Loved the atmosphere/vibe. Will definitely return upon our next visit to the area.

    Everything was great, service, ambiance and food. It was very busy when we went and we didn't get…read moredisappointed. 10/10 recommended

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    Filos Tavern
    Filos Tavern - Mashed potato casserole

    Mashed potato casserole

    Filos Tavern - Winchester, TN is birthplace of Dinah Shore!

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    Winchester, TN is birthplace of Dinah Shore!

    Holt's Diner

    Holt's Diner

    4.1(46 reviews)
    0.2 mi
    •$

    Came by here for a quick lunch after work a few weeks ago. Satisfying experience!…read more This restaurant is styled like an old timey diner. There's lots of parking out front and the interior is spacious and has plenty of room for lots of visitors. They have classic American lunch options like hamburgers and onion rings, but they also do plate lunches with a little bit more southern flair. One of their specialties is "broasted" chicken, which is a method of frying chicken using a pressure cooker. For my lunch, I ordered a plate with two broasted tenders, fries, a roll, and a drink. Service was warm and friendly. It did take my meal a decent time to come out, especially since they weren't super busy, but it was hot and fresh when I received it. The tenders were very large and juicy. Broasted tenders tend to not have a very dense batter/coating but what there was I found crispy and crunchy. I do wish there'd been a little extra seasoning/kick to it, but solid tenders overall. The fries comes in several different varieties ("seashore," crinkle cut), but I chose seashore, which I interpret to mean they had Old Bay or some other seasoning on them - whatever it was, it tasted pretty good. The roll was kind of sad and hard but it obviously wasn't the main event, lol. I enjoyed the chicken and fries and it was a perfect portion for a more manageable but still very filling lunch. Worth a try if you're in the area!

    The food the service and the ambiance is always good there. My personal favorite is their box of…read moreshrimp and fries. They actually have the best shrimp in town.

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    Holt's Diner - 50/60 Style Diner

    50/60 Style Diner

    Holt's Diner - I liked the mashed potatoes, green beans and roll.  My hubby also liked the slaw and chicken

    I liked the mashed potatoes, green beans and roll. My hubby also liked the slaw and chicken

    Holt's Diner

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    Hensley’s Corner Market and Grill - Hamburger and French fries

    Hensley’s Corner Market and Grill

    4.0(1 review)
    10.5 mi

    My coworker and I came in here for a late lunch after working across the street at Falls Mill…read more Hensley's somewhat recently took over this convenience store and we were curious about the food as we noticed across several visits the parking lot was quite full. Though I miss seeing the sign for its humorously named predecessor (the "beer, baloney, and more" store), Hensley's is an upgrade in terms of food! In addition to standard gas station snacks, Hensley's cooks up burgers and chicken sandwiches as well as a southern plate lunch each day. They also have a small salad bar. Desserts include fried pies; I thought I saw a sign for ice cream too though I never spied a machine. The place is hoppin with locals and it's clear word has spread. There's not a lot of super convenient options in the area but even still, we enjoyed our meal. My coworker had visited before on an earlier trip I didn't attend and she enjoyed their Philly cheesesteak. This time, she got a chicken bacon ranch wrap and onion rings. I ordered a hamburger with bacon and French fries. Their soda machine wasn't functional when we visited but we were able to get drinks from the convenience store side. Diet Coke only though, no Coke Zero and no Pepsi products whatsoever. /: Our food took a few minutes to come out but they were busy and it was clearly fresh. The burger came on a simple but soft bun. It had pretty good flavor, though I will say it was a touch dry in parts. Fries had a slightly frozen-ish texture and might've benefited from a touch more salt but they were hot and plentiful. The bacon on my burger was cooked very well and was nice and crispy. My coworker enjoyed her onion rings and said the CBR wrap was her favorite thing she'd tried so far. The menu covers a good many American classics and the plate lunch specials seem to change often and were quite popular on my visit. You pay at the counter with your ticket when you check out. I think the prices are fair. Service was nice and helpful. Overall, this is a solid stop for some fresh grub in an area that was previously mostly bereft of options. Give them a try if you're passing through.

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    Hensley’s Corner Market and Grill - Exterior of the store

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    Exterior of the store

    Jefferson’s - chicken_wings - Updated September 2026

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