Best Neighborhood Gem Restaurants in Maitland

21 restaurants available nearby

A photo of Permanent Vacation restaurant

1. Permanent Vacation

4.9

Exceptional(272)

Price: Moderate

• American • Maitland

Booked 16 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

4.8

Exceptional(4745)

Price: Very Expensive

• Steak • Winter Park

Booked 55 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(3131)

Price: Expensive

• American • Downtown Orlando

Booked 39 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!

4. Jazz Tastings

4.8

Exceptional(572)

Price: Expensive

• American • Maitland

Booked 22 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(1798)

Price: Expensive

• Italian • Maitland

Booked 8 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(2214)

Price: Expensive

• Steak • Winter Park

Booked 33 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

4.6

Exceptional(2640)

Price: Very Expensive

• Steakhouse • Winter Park

Booked 27 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

4.7

Exceptional(2630)

Price: Moderate

• Spanish • Winter Park

Booked 17 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

4.7

Exceptional(2830)

Price: Moderate

• Seafood • Winter Park

Booked 15 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 Enzo's on the Lake restaurant

10. Enzo's on the Lake

4.7

Exceptional(3024)

Price: Expensive

• Italian • Longwood

Booked 27 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!

See what locals rave about

From verified diners like you

S
stephenvip
San Francisco Bay Area •1 review
5.0
Dined 1 day ago
Service and food excellent as always. This is one of our go to places when taking visitors from out of town to a restaurant.
More info
The Tap Room at DubsdreadPrice: Expensive• American• Downtown Orlando
•
4.8
S
Sandyvip
Orlando / Central Florida East •68 reviews
5.0
Dined 6 days ago
We had a fabulous evening. Happy hour appetizers were delicious. The best thing about the evening was the music. The band was absolutely the best. So much fun listening and dancing. Our server, Candy, was a joy. I would highly recommend Jazz Tastings.
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Jazz TastingsPrice: Expensive• American• Maitland
•
4.8
L
Lorienvip
Orlando / Central Florida East •10 reviews
5.0
Dined 6 days ago
If you are an Ahi Tuna lover, Christner’s is by far, the best place to go. I believe it is the best Ahi Tuna I have ever eaten. Their King Crab Claws are phenomenal and completed our delicious meal. While this restaurant is known for its steaks, I will say its seafood is wonderful as well. Definitely make a reservation.
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Christner's Prime Steak and LobsterPrice: Very Expensive• Steak• Winter Park
•
4.8
K
Karen
Orlando / Central Florida East •14 reviews
5.0
Dined on Nov 19, 2024
Everything from the reservation process to the host to the server to the food and to the pricing was absolutely fabulous. The quality today is just as good today as it was 10 years ago. That says a lot for management standards and the chefs themselves. Can’t say enough about how good this restaurant is.
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Antonio's - Maitland - UpstairsPrice: Expensive• Italian• Maitland
•
4.6
E
Edward
Orlando / Central Florida East •8 reviews
5.0
Dined on Nov 3, 2024
What a fun experience! The theming was 100% on point and the cocktails were delicious (and strong)! We’ll be back for sure.
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Permanent VacationPrice: Moderate• American• Maitland
•
4.9

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Maitland

Best Neighborhood Gem Restaurants in Maitland

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21 restaurants available nearby

1. Permanent Vacation

2. Christner's Prime Steak and Lobster

3. The Tap Room at Dubsdread

4. Jazz Tastings

5. Antonio's - Maitland - Upstairs

6. Fleming's Steakhouse - Winter Park

7. Ruth's Chris Steak House - Winter Park

8. Bulla Gastrobar - Winter Park

9. Reel Fish Coastal Kitchen & Bar

10. Enzo's on the Lake

See what locals rave about

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