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Best Historic Restaurants in Casselberry

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5 restaurants available nearby

A photo of The Chapman restaurant
4.7
Exceptional(112)
Price: Expensive
• Contemporary American • Winter Park
Booked 62 times today
Nestled in the heart of Winter Park, The Chapman enjoys a prime location on the charming and vibrant Park Avenue, surrounded by the city’s rich history, upscale boutiques, and picturesque lakes. The Chapman brings a fresh perspective to fine drinking and dining, where discovery meets comfort and indulgence. Warm, stylish, and artful with a distinctive Winter Park Florida look and feel, we invite you to celebrate the best of Florida while our hospitable team strives to pamper you and make every gathering truly memorable.
A photo of Russell's on Lake Ivanhoe restaurant
4.6
Exceptional(1275)
Price: Expensive
• Contemporary American • Downtown Orlando
Booked 15 times today
Located on the historic Lake Ivanhoe, Russell's offers an upscale casual dining restaurant and bar featuring an innovative and fresh menu, all with an amazing view and atmosphere.Chef Emmanual Clement has created a varied and exciting menu based on his international experience.Some of our favorite suggestions include:Artisan Charcuterie Board, Roasted Beets & Burrata Napoleon & Octopus Escabeche (we cure our own meats)Entrees: Grilled Swordfish with Sorrel Sauce, Crispy Duck Confit & Tenderloin Au Poivre (all sauces made fresh in house)Desserts: White Chocolate Bread Pudding with Whiskey Sauce & Cranberry Crème Brulée (all our desserts are made in house)Awards:Top Tables 2020Best Burger 2021 Orlando Sentinel Foodie AwardBest Ambiance; Editor's Choice Orlando, The City's MagazineBest Brunch: Readers' Choice Orlando, The City's MagazineIf you any dietary requirements just let us know ahead of time and we will try and accommodate you.See you soon!
A photo of The Old Jailhouse restaurant
4.6
Exceptional(595)
Price: Moderate
• American • Sanford
Booked 16 times today
Coming Soon!
A photo of Oviedo Brewing Company restaurant
4.2
Awesome(26)
Price: Moderate
• Contemporary American • Oviedo
Oviedo Brewing Co. is the only brewery in Oviedo, Florida! We are located right down the road from historic downtown Oviedo and newly built Oviedo on the Park. Outside seating includes a dog-friendly lawn and covered patio. Once inside, you will be greeted with our spacious 8,000 sq. ft. tap room, brewhouse, and full kitchen. We are a full-service family friendly environment with indoor and outdoor games, kid's menu, and happy hour! Whether you're looking for a casual bite or planning a large private event, we look forward to hosting you soon. Oviedo’s only Craft Brewery / GastropubEvent Space + Full KitchenEst. 2019
A photo of The Great Southern Box Company Food Hall and Bar restaurant
Price: Moderate
• Global, International • College Park
Booked 3 times today
The Great Southern Box Company food hall and bar is the highly anticipated culinary collective located in the heart of the Packing District in Orlando. Located on North Orange Blossom Trail, this historic project transforms the original citrus warehouse from Dr. Phillips' into a bustling culinary hub focused on international cuisine that ensures there is something delicious for all guests to enjoy. The 13,000-square-foot food and beverage destination offers a curated selection of options from locally owned and nationally acclaimed concepts as well as a large event space to fill all your needs.Please note that full table service is not offered, but we do provide ample seating and QR code ordering from the bar and many of our tables.

See what locals rave about

From verified diners like you
From verified diners like you
  • Brandon
    Orlando / Central Florida East •1 review
    5.0
    Dined 1 day ago
    Great location, great food, great service, and great ambience! The house made focaccia was especially good with the citrus butter. The seasoning on the crisp bread was delicious. The shrimp and tomato bucatini was a great dish made with fresh pasta. The beef angus burger was enjoyable. The Winter Park Vice is a good mocktail and the Pineapple Flip Whip was a sweet, frothy alcoholic drink. The chocolate decadence is a delicious dessert. The decor is modern, elegant and has a touch to Winter Park history. I can’t wait to go back and try other dishes.
    More info
    The ChapmanPrice: Expensive• Contemporary American• Winter Park
    4.7
  • Paul
    Orlando / Central Florida East •23 reviews
    5.0
    Dined 2 days ago
    We had another great dinner at Russel’s for Valentine’s Day. Probably one of the best meals we’ve had there yet. My salmon was great and my wife enjoyed the pork chop a lot. Our server Reagan was attentive and friendly and we got a chance to meet the owner. Our table was next to the window with great views of the lake. I highly recommend Russel’s for great dining experience.
    More info
    Russell's on Lake IvanhoePrice: Expensive• Contemporary American• Downtown Orlando
    4.6
  • dean
    Orlando / Central Florida East •2 reviews
    5.0
    Dined 6 days ago
    First time coming here and was not disappointed. Love the environment, the use of the Old Jailhouse. You get theming and history of downtown Sanford. The food was excellent! Had some starters with croquettes, pretzels and Calamari! So delicious, the flavors came out in all of the dishes. Then the entree’s so fresh, inventive and delicious. Tried a little bit of family dishes, from NY strip to their burger to Steak Mac. The staff super friendly, tentative and gave good recommendations! Will be back most definitely.
    More info
    The Old JailhousePrice: Moderate• American• Sanford
    4.6
  • EllenVIP
    Baltimore / Maryland •32 reviews
    5.0
    Dined on Dec 29, 2023
    Wonderful place to connect with a group of friends. Service was terrific. We had 20 people and everyone had a good time. Pizza was my favorite in addition to the beer.
    More info
    Oviedo Brewing CompanyPrice: Moderate• Contemporary American• Oviedo
    4.2
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