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Best Neighborhood Gem Restaurants in Maitland

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21 restaurants available nearby

A photo of Permanent Vacation restaurant
1. Permanent Vacation
4.9
Exceptional(280)
Price: Moderate
• American • Maitland
Booked 11 times today
Permanent Vacation is a tropical destination with an extensive rum list, rum mixed with exotic flavors, exquisite bites, immersive special effects and vibes that never stray too far from the equator!You must be at least 21 to dine or drink with us.
A photo of Christner's Prime Steak and Lobster restaurant
2. Christner's Prime Steak and Lobster
4.9
Exceptional(4774)
Price: Very Expensive
• Steak • Winter Park
Booked 37 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
3. The Tap Room at Dubsdread
4.8
Exceptional(3158)
Price: Expensive
• American • Downtown Orlando
Booked 44 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 Jazz Tastings restaurant
4. Jazz Tastings
4.9
Exceptional(585)
Price: Expensive
• American • Maitland
Booked 10 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!Thursday- 1/2 off Don Julio Anejo, Blanco and Reposado 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 Antonio's - Maitland - Upstairs restaurant
5. Antonio's - Maitland - Upstairs
4.6
Exceptional(1803)
Price: Expensive
• Italian • Maitland
Booked 12 times today
Antonio's has built a reputation for high quality, great value and friendly service. Our menu features authentic Northern and Coastal Italian cuisine. We prepare a wide variety of original seafood, veal, steaks and pastas with the freshest ingredients, at competitive prices. To complete your experience we offer an extensive bottle wine list, a full liquor bar and warm, gracious service in a comfortable and elegant atmosphere overlooking Lake Lily.
A photo of Fleming's Steakhouse - Winter Park restaurant
6. Fleming's Steakhouse - Winter Park
4.7
Exceptional(2239)
Price: Expensive
• Steak • Winter Park
Booked 44 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. With premium Prime steak options on our Dinner Menu as well as best-in-class seafood and innovative plant-based options, we have something to offer everyone you are dining with.
A photo of Ruth's Chris Steak House - Winter Park restaurant
7. Ruth's Chris Steak House - Winter Park
4.7
Exceptional(2656)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 53 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
8. Bulla Gastrobar - Winter Park
4.8
Exceptional(2639)
Price: Moderate
• Spanish • Winter Park
Booked 53 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 Reel Fish Coastal Kitchen & Bar restaurant
9. Reel Fish Coastal Kitchen & Bar
4.8
Exceptional(2848)
Price: Moderate
• Seafood • Winter Park
Booked 16 times today
Reel Fish Coastal Kitchen & Bar is a contemporary version of a classic fish camp, serving fresh Florida seafood prepared in a southern style and served in a casual, family friendly environment. The restaurant’s daily blackboard specials and core recipes feature creative takes on fresh-caught fish not typically found on many inland-Florida seafood restaurant menus, including tile fish, trigger fish, sheepshead, hogfish and other local species. The Reel Fish menu includes signature classics like fried seafood platters, shrimp & creamy cheese grits, whole fried market fish, such as yellow tail snapper, and Low Country Boils featuring shrimp, PEI mussels, scallops and snow crab legs. Central to the restaurant is a raw bar serving oysters on the half shell, broiled, steamed and Rockefeller, as well as ceviche and peel & eat wild-caught Florida shrimp.
A photo of Bosphorous Turkish Cuisine - Winter Park restaurant
10. Bosphorous Turkish Cuisine - Winter Park
4.8
Exceptional(2822)
Price: Moderate
• Turkish • Winter Park
Booked 52 times today
Bosphorous Turkish Cuisine is a family owned business, established in 2005, that offers variety of authentic Turkish food from many regions of Turkey. Bosphorous Turkish Cuisine adapted its name from one of the oldest cities in the world, Istanbul, which was once known as the Constantinople in the early 13th century. The name “Bosphorous” taken from the strait that lies in the center of Istanbul connecting the Black Sea and the Sea of Marmara, Europe to Asia. The decor of this eatery is kept to minimum to draw the attention to the food. The intent was to create a modernized, warm authentic atmosphere by taking the old elements of Istanbul and combining it with some modern influences to create a truly unique experience.

See what locals rave about

From verified diners like you
From verified diners like you
  • Tori
    Jacksonville / Northeast Florida •1 review
    5.0
    Dined 1 day ago
    This place such a vibe!!!! The singer,the band,the server's, the food,and the ambiance was GREAT! It was our first time but when we are in the area again we will definitely be coming back. Just know I'm gonna make a TikTok about our experience so stay tune.
    More info
    Jazz TastingsPrice: Expensive• American• Maitland
    •
    4.9
  • Amanda
    Orlando / Central Florida East •1 review
    5.0
    Dined 2 days ago
    The Pumbaa is excellent. The Christmas overlay was great—funny and festive and yummy. Our second trip and we will definitely be back.
    More info
    Permanent VacationPrice: Moderate• American• Maitland
    •
    4.9
  • Stacia
    Orlando / Central Florida East •3 reviews
    5.0
    Dined 3 days ago
    Everything is always wonderful. We had the best server, she had red hair, sooooo amazing! My bf’s MR steak came out mid well and it was his bday we were celebrating. He don’t want to say anything. So while he was in the bathroom, I told our server and she immediately fixed it without hesitation. We sat in the back by the fireplace and it’s was way too loud for us. We could hear the ac turning on and off and we felt like we were on a cruise ship. That’s was our only complaint. Thank you for always being the best!!
    More info
    Christner's Prime Steak and LobsterPrice: Very Expensive• Steak• Winter Park
    •
    4.9
  • OpenTable Diner
    Atlanta Metro •1 review
    5.0
    Dined 5 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
  • ShirleyVIP
    Orlando / Central Florida East •8 reviews
    5.0
    Dined 5 days ago
    Andrea is always wonderful!! Also, Grace always treats us well. We are dining there twice this week. That is how good it is!!
    More info
    Fleming's Steakhouse - Winter ParkPrice: Expensive• Steak• Winter Park
    •
    4.7

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