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Best Historic Restaurants in Longwood

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5 restaurants available nearby

A photo of The Tap Room at Dubsdread restaurant
1. The Tap Room at Dubsdread
4.8
Exceptional(3158)
Price: Expensive
• American • Downtown Orlando
Booked 55 times today
Our spectacular setting and award-winning food have made us a favorite in Central Florida. Join us for lunch, dinner or happy hour inside or out on the verandah. We proudly offer fresh fish, hand-cut prime steaks, homemade desserts and Orlando’s best burger!
A photo of Russell's on Lake Ivanhoe restaurant
2. Russell's on Lake Ivanhoe
4.7
Exceptional(1248)
Price: Expensive
• Contemporary American • Downtown Orlando
Booked 13 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
3. The Old Jailhouse
4.6
Exceptional(570)
Price: Moderate
• American • Sanford
Booked 6 times today
Coming Soon!
A photo of Oviedo Brewing Company restaurant
4. Oviedo Brewing Company
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
5. The Great Southern Box Company Food Hall and Bar
(0)
Price: Moderate
• Global, International • College Park
Booked 4 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
  • OpenTable Diner
    Atlanta Metro •1 review
    5.0
    Dined 6 days ago
    This is one of the most dynamic places in Central Florida. I wish I could go more often. The staff is friendly, attentive and knowledgeable. The bartenders are entertaining. The owner(s) walk around and make everyone feel like the are part of the family. Definitely the "who's who" of Orlando. Our own "where everybody knows your name". Beautiful atmosphere and amazing food. Thank you for an enjoyable lunch for my team. We had a party of 7 today and it was perfect.
    More info
    The Tap Room at DubsdreadPrice: Expensive• American• Downtown Orlando
    •
    4.8
  • David
    Orlando / Central Florida East •2 reviews
    5.0
    Dined 6 days ago
    Phenomenal service and ambiance. Food delicious. Casual feel for classy service. Great location for main course stop while other neighboring spots are available
    More info
    Russell's on Lake IvanhoePrice: Expensive• Contemporary American• Downtown Orlando
    •
    4.7
  • Denise
    Caribbean •2 reviews
    5.0
    Dined on Dec 11, 2024
    What a great place. Definitely will be going back. The food was amazing I had the New York strip and my husband had the salmon. The restaurant was super cute! Plus they had my favorite dessert crème brûlée. They also had the best old fashion I have ever had. Can’t wait to go back.
    More info
    The Old JailhousePrice: Moderate• American• Sanford
    •
    4.6
  • Ellen
    Baltimore / Maryland •31 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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