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Best Restaurants with a Happy Hour in Maitland

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45 restaurants available nearby

A photo of Boca - Winter Park restaurant
1. Boca - Winter Park
4.4
Awesome(1243)
Price: Moderate
• American • Winter Park
Booked 50 times today
With a cozy vibe, food you crave, and heartfelt hospitality, Boca is your kind of place - an everyday upscale restaurant where you can be yourself and enjoy great fresh seasonal creations while we work thoughtfully to make even the most simple moments extraordinary. With a fresh and seasonal approach to the classics, Boca is the food you love handcrafted with the freshest ingredients into dishes you will crave. Like the food, our Market Fresh cocktails are thoughtful, luscious, and handcrafted featuring house-infused spirits and fresh ingredients. Join us for Weekend Brunch and Bottomless Mimosas, Lunch on the Avenue or Dinner with friends that feel like family.
A photo of Bar Italia Winter Park restaurant
2. Bar Italia Winter Park
4.7
Exceptional(677)
Price: Expensive
• Italian • Winter Park
Booked 78 times today
Hello Winter Park - We are beyond excited to welcome you to Bar Italia! We will be open for dinner service only starting Monday, March 27th at 4:00pm. We will be brining lunch to you soon! Mangia! Fresh pasta, and homemade sauces in a stunning restaurant.
A photo of Jazz Tastings restaurant
3. 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 The Tap Room at Dubsdread restaurant
4. The Tap Room at Dubsdread
4.8
Exceptional(3130)
Price: Expensive
• American • Downtown Orlando
Booked 48 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
4.6
Exceptional(2640)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 26 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
4.7
Exceptional(2629)
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 Garp & Fuss restaurant
7. Garp & Fuss
4.6
Exceptional(35)
Price: Moderate
• American • Winter Park
Booked 13 times today
Located in the Hidden Garden along Winter Park's famous Park Avenue, Garp & Fuss is your neighborhood restaurant & bar!
A photo of Fleming's Steakhouse - Winter Park restaurant
8. Fleming's Steakhouse - Winter Park
4.7
Exceptional(2213)
Price: Expensive
• Steak • Winter Park
Booked 35 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 Seasons 52 - Altamonte Springs restaurant
9. Seasons 52 - Altamonte Springs
4.8
Exceptional(6419)
Price: Expensive
• American • Altamonte Springs
Booked 76 times today
Seasons 52 is a Fresh Grill and Wine Bar offering a seasonal menu that is naturally lighter and always flavorful. Our seasonal menus feature ingredients at their peak of freshness, oak-fire grilled or brick oven roasted (without a fryer in sight) to be naturally lighter and more flavorful. We also offer an extensive list of wines by the glass and bottle. Here, you'll always feel free to enjoy every bite, every sip, every moment. Lunch and dinner daily with happy hour Monday-Thursday from 3-6PM.
A photo of Lamp & Shade Craft Kitchen and Cocktails restaurant
10. Lamp & Shade Craft Kitchen and Cocktails
4.6
Exceptional(129)
Price: Expensive
• Asian • Downtown Orlando
Booked 25 times today
Lamp & Shade Craft Kitchen and Cocktails is Mills area’s newest dining and nightlife concept. Playfully yet eloquently named, Lamp & Shade Craft Kitchen and Cocktails got its inspiration from the idea to ‘hangout and throw some shade in conversation’ while paying homage to the history of its building, previously The Lamp Shade Fair, well-known by locals for over 50 years. The Asian-influenced tapas style menu showcases seasonal and local provisions of the Orlando community in innovative dishes that Executive Chef for Thriving Hospitality, Ryan Stewart, has meticulously developed.Lamp & Shade's comprehensive beverage program features riffs on tiki classics tying back to the influential Asian roots of cocktails, pairing nicely with Chef’s selection of Asian inspired faire.

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