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Best Neighborhood Gem Restaurants in Longwood

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17 restaurants available nearby

A photo of Enzo's on the Lake restaurant
1. Enzo's on the Lake
4.7
Exceptional(3127)
Price: Expensive
• Italian • Longwood
Booked 30 times today
Enzo's on the Lake is the perfect place for an evening of cocktails, fine food and wine, delicious desserts and very special hospitality. In 1980, Enzo's on the Lake opened as a lovely secluded lakefront restaurant, built in the style of an Italian villa. The restaurant is dedicated to the idea of simple yet sophisticated cuisine: family owned, crafted with love. The freshest fish, meats, fruits and vegetables that can be obtained are woven into a menu that emphasizes a unique culinary heritage. An antipasto bar welcomes you to the excitement of the dining room overlooking the lake. There is a full service european style bar, private dining areas for meetings and parties, and lakeside gardens and dock. We look forward to serving you!
A photo of Tibby's New Orleans Kitchen - Altamonte Springs restaurant
2. Tibby's New Orleans Kitchen - Altamonte Springs
4.6
Exceptional(141)
Price: Moderate
• Creole / Cajun / Southern • Altamonte Springs
Booked 5 times today
Tibby’s New Orleans Kitchen has been serving authentic New Orleans cuisine for over a decade, earning countless awards and a feature on The Food Network. Our menu is packed with New Orleans classics, from gumbos and jambalaya to po’ boys and our famous beignets. Signature dishes like Rita’s Chicken and Pasta Monica bring bold Southern flavors to life. Join us for weekend brunch, featuring bottomless mimosas, sangria, Bloody Marys, and draft beers. Plus, live music every Sunday brunch makes for an unforgettable experience. Whether you're craving the best Cajun food or looking to celebrate Mardi Gras all year, Tibby’s delivers the true soul of New Orleans in every bite.Happy Hour is every day from 4-6pm!
A photo of Christner's Prime Steak and Lobster restaurant
3. Christner's Prime Steak and Lobster
4.8
Exceptional(4871)
Price: Very Expensive
• Steak • Winter Park
Booked 47 times today
The Christner family invites you to join them at Orlando's favorite steakhouse. Opened in 1993, Christner's is truly a family business "we have very little turnover because our employees are part of the family"! Our customers are locals...business people... travelers...vacationers and sports stars...including many celebrities. Everyone agrees...outstanding menu...professional staff and America's Most Award Winning Steakhouse! The Christners maintain an informal flavor of warm, hands-on, personal hospitality. As Russ said, "Hey, we're just a humble little steakhouse" Enter a guest, leave a friend. Reservations for Private Rooms must be made in advance by calling the restaurant directly at 407.645.4443.Bread: Baked fresh daily and served piping hot to your table. Rip it. Break it. Just don't cut it with a knife.Beef: USDA Prime, aged corn-fed straight from the Midwest and cut to order.Lobster: Cold Water Australian
A photo of The Tap Room at Dubsdread restaurant
4. The Tap Room at Dubsdread
4.8
Exceptional(3253)
Price: Expensive
• American • Downtown Orlando
Booked 68 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 Ruth's Chris Steak House - Winter Park restaurant
5. Ruth's Chris Steak House - Winter Park
4.7
Exceptional(2702)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 36 times today
Now Open: We look forward to serving you soon.Ruth's Chris Steak House in Winter Park, FL serves the finest USDA Prime beef available, broiled at 1,800° and served on 500° plates, so your steak stays hot, juicy and delicious from first bite to last. Enjoy our New Orleans-inspired appetizers, USDA Prime steaks, fresh seafood, signature side dishes and homemade desserts. All this while you enjoy our warm, inviting atmosphere and Ruth’s Chris’ genuine hospitality. So whether you’re a regular or have just been wondering what all the buzz is about, Ruth's Chris is the perfect excuse to enjoy the perfect night out. Dinner is served nightly, reservations are suggested and private dining and offsite catering may be arranged.
A photo of Bulla Gastrobar - Winter Park restaurant
6. Bulla Gastrobar - Winter Park
4.8
Exceptional(2720)
Price: Moderate
• Spanish • Winter Park
Booked 29 times today
Bulla (boo-ya), which is slang for chatter and what people are talking about, is devoted to delight you by serving your favorite Spanish dishes such as “Patatas Bravas," "Huevos Bulla," "Buñuelos de Bacalao," and other tapas, as well as tantalizing daily specials from our kitchen to bed shared amongst friends.We select only the finest and freshest ingredients, accented in our authentic, savory cuisine. Our ambiance is created to stir the senses and stimulate your appetite. We invite you to join us to indulge in a celebration of good taste!
A photo of Fleming's Steakhouse - Winter Park restaurant
7. Fleming's Steakhouse - Winter Park
4.7
Exceptional(2315)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 26 times today
Your Winter Park Fleming's is located in Winter Park on the corner of Lee Road and Orlando Avenue. Fleming's in Winter Park is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail in Orlando. Whether you're celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out - we will create a safe and memorable evening in our Dining Room. If you prefer to enjoy your fine dining experience at home, you can order and pay for lunch or dinner online and then pick up curbside or select from one of our delivery partners.
A photo of Firebirds Wood Fired Grill - Orlando restaurant
8. Firebirds Wood Fired Grill - Orlando
4.4
Awesome(2904)
Price: Moderate
• Steakhouse • Winter Park
Booked 19 times today
Firebirds Wood Fired Grill is an American Restaurant and Steakhouse serving authentic wood-fired steaks, seafood, specialty cocktails and select wines. Join us for Happy Hour at the FIREBAR® or on the patio for drink specials and bar bites. We offer top-notch service and upscale dining at a modest price. Reserve Your Table with us today.
A photo of Jazz Tastings restaurant
9. Jazz Tastings
4.8
Exceptional(650)
Price: Expensive
• American • Maitland
Booked 23 times today
• $10 Entertainment Fee Per Person on Friday, Saturday & Monday Night Jazz Jam (first Monday of the month)• • $25 Minimum Food & Beverage Purchase Per Person Monday-Thursday•• $50 Minimum Food & Beverage Purchase Per Person for on Friday & Saturday•• Friday & Saturday: Reservations available until 7:30pm, after that time we accept walk ins only!••Parties of 7 or more must purchase a group package, contact us at 407-795-1582•**If minimums are not met you will be charged the remaining balance**Weekly Deals:Happy Hour Tuesday-Thursday from 5:30pm-7pm: Half off appetizersTuesday- Burger & Brew $15, 1/2 off Wine Bottles all night!Wednesday- 1/2 off select Whiskey & Wine all night!Located in Maitland, Florida, Jazz Tastings combines the intimate atmosphere of a jazz bar with a classy menu. There is also an impressive alcohol list to enjoy along with the soothing music and great food.
A photo of F&D Prime Modern Steakhouse restaurant
10. F&D Prime Modern Steakhouse
4.7
Exceptional(379)
Price: Very Expensive
• American • Heathrow
Booked 20 times today
One important factor that sets F&D Prime aside from other restaurants is our Prime Aged Steak Program. We proudly serve only custom aged USDA Prime steaks from our privately managed inventory. F & D Prime has made a major commitment to serving beef items that are derived from some of the best livestock money can buy.After going through this custom aging process, the end result is a truly memorable steak in both flavor and texture. A steak that the guests will remember and bring them back time and again. At F&D Prime, we take pride in offering a dining experience like no other, and our dedication to quality and taste sets us apart from the rest.

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