Best Restaurants with a Happy Hour in Windermere

73 restaurants available nearby

A photo of Seasons 52 - Orlando restaurant

1. Seasons 52 - Orlando

4.8

Exceptional(11557)

Price: Expensive

• American • I Drive / Sand Lake

Booked 98 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 Vines Grille and Wine Bar restaurant

2. Vines Grille and Wine Bar

4.0

Excellent(2016)

Price: Expensive

• Steakhouse • Doctor Phillips

Booked 7 times today

Vines Grille & Wine Bar combines phenomenal cuisine and service to give guests the ultimate Orlando steakhouse experience. Located on Sand Lake's Restaurant Row just minutes from the Orange County Convention Center, Vines is the perfect destination for a night out featuring an award-winning wine bar, live music, prime steaks, and fresh-caught seafood. Stop in for happy hour or make reservations for brunch, lunch, dinner, or date night. We also offer private group dining for birthdays, graduation dinners, baby showers, corporate events, rehearsal dinners, and everything in between. Call now or make reservations online. We look forward to dining with you!

A photo of Norman's - Orlando restaurant

3. Norman's - Orlando

4.7

Exceptional(764)

Price: Very Expensive

• Steakhouse • I Drive / Sand Lake

Booked 8 times today

Located off of Sand Lake Road, along the city's famed "Restaurant Row", NORMAN’S was recently voted BEST Restaurant in the 2024 Readers Choice Dining Awards by Orlando Magazine. Also named as the TOP Florida Restaurant in 2024 by Southern Living Magazine! Norman Van Aken is a restaurateur, chef, author, and James Beard recipient of “Who’s Who in America" regarded as the “Founder” of New World Cuisine.” Our restaurant offers a creative culinary and mixology experience, including an extensive wine list. We offer our main dining room, two private dining rooms, and our interior bar/lounge. Our elegant, covered Terrace offers alfresco dining, with live music on Friday nights, & a DJ on Friday/Saturday.HAPPY HOUR Mon-Friday from 5:00- 7:00PM, $10 Cocktails, $8 wines by the glass & various Tapas creations. DRESS CODE:Dining Room: Smart Casual/ Smart Dress (jackets are not required) Terrace: Resort Casual/ No baseball caps, gym apparel, tank tops, or flip flops

A photo of Ocean Prime - Orlando restaurant

4. Ocean Prime - Orlando

4.8

Exceptional(5956)

Price: Very Expensive

• Seafood • I Drive / Sand Lake

Booked 37 times today

Located on Sand Lake near International Drive, Ocean Prime is a nationally acclaimed, dynamic seafood & steakhouse from the award-winning Cameron Mitchell Restaurants. Ocean Prime delivers an elevated experience with exceptional ambiance, a chef-curated menu, signature handcrafted cocktails, Wine Spectator honored wine list and genuine hospitality. Reservations are recommended.Ocean Prime strives to provide an elegant, fine dining atmosphere. Our associates’ priority is to ensure your experience is memorable. We ask that our guests choose attire that is both polished and suited to our restaurant.THANK YOU FOR NOT WEARING: Clothing emitting excessive marijuana odor Excessively revealing clothing or exposed undergarments Clothing with offensive language or graphics Admittance to Ocean Prime is at the discretion of management who reserves the right to refuse service to patrons who are inappropriately dressed.

A photo of Dragonfly - Robata Grill & Sushi restaurant

5. Dragonfly - Robata Grill & Sushi

4.8

Exceptional(2570)

Price: Expensive

• Japanese • I Drive / Sand Lake

Booked 27 times today

FIVE-time Florida Trend Golden Spoon Award (2015 – 19) winner, Dragonfly Robata Grill & Sushi features authentic modern Japanese gastropub cuisine. Our diverse menu features sushi, steak, veggies, seafood, noodles, and rice dishes, but a must-try on your visit—your favorite(s) from our robatayaki (robata) grill. One of the nation’s first to use traditional robata grilling techniques & white-oak (binchōtan) charcoal, our team has perfected the art of grilling using the smokeless 1,000° heat of binchotān to unlock the natural flavors of vegetables and proteins. A favorite of locals, conventioneers, and tourists, Dragonfly is centrally located 3 miles from the Orange County Convention Center and IDrive, 4 miles from Universal, and 5 miles from Disney. Whether you’re looking to host a private event, chef’s table dinner, enjoy a fountain-side patio or just relax in the lounge, we’ve got you covered. Join us and share in our #artfulflavors!

A photo of Morton's The Steakhouse - Orlando restaurant

6. Morton's The Steakhouse - Orlando

4.6

Exceptional(2868)

Price: Very Expensive

• Steakhouse • I Drive / Sand Lake

Booked 21 times today

What began in Chicago in 1978 is now one of the most award-winning steakhouses around. For over 30 years, Morton's The Steakhouse has been on a mission to provide "The Best Steak… Anywhere." Focusing on quality, consistency and genuine hospitality, Morton's seeks to provide not only memorable cuisine, but a memorable experience. With fresh, succulent seafood and famed USDA prime-aged steak, it's no surprise that Morton's has thrilled diners all over the world. For a glimpse of a higher standard of steakhouse, come see the legendary Morton's experience for yourself.

A photo of Chima Steakhouse - Orlando restaurant

7. Chima Steakhouse - Orlando

4.6

Exceptional(486)

Price: Very Expensive

• Steakhouse • I Drive / Sand Lake

Booked 31 times today

The famous Restaurant Row in the Dr. Phillips neighborhood will now offer a new take on the fine dining experience.Chima Steakhouse, one of the best-rated steakhouses on OpenTable, with 20 years of tradition of serving authentic Brazilian-style rodizio, is now open!As soon as you enter Chima, you will be pleased with the wonderful ambiance, decor, and superior customer service that our dining experience offers to all our guests.Our meats are prepared and grilled to perfection by our Meat Chefs (Gauchos) and brought to your table cooked to your liking. Offering unlimited servings of over 15 cuts of meat, including Angus top sirloin (our famous cut, Picanha), lamb, ribeye, filet mignon, beef ribs, shrimp, salmon, sausage, chicken, and more. Our gourmet salad bar offers a wide variety of items. All of our items are prepared with the freshest and highest-quality ingredients. Our homemade desserts are the perfect final touch to your dining experience!

A photo of Fleming's Steakhouse - Orlando restaurant

8. Fleming's Steakhouse - Orlando

4.6

Exceptional(2278)

Price: Very Expensive

• Steakhouse • Doctor Phillips

Booked 31 times today

Your Sand Lake Fleming's in Dellagio Plaza is adjacent to Sand Lake Road, on Orlando's Restaurant Row, and minutes from Interstate 4, Universal Studios, Orange County Convention Center and Walt Disney World. Fleming's in Sand Lake 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 Ruth's Chris Steak House - Orlando restaurant

9. Ruth's Chris Steak House - Orlando

4.7

Exceptional(3385)

Price: Expensive

• Steakhouse • I Drive / Sand Lake

Booked 36 times today

Now Open: We look forward to serving you soon.Ruth's Chris Steak House in Orlando, 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 Rocco's Tacos & Tequila Bar - Orlando restaurant

10. Rocco's Tacos & Tequila Bar - Orlando

4.7

Exceptional(3024)

Price: Moderate

• Mexican • Downtown Orlando

Booked 32 times today

Rocco's Tacos & Tequila Bar Orlando serves a diverse menu of authentic Mexican food in a vibrant, casual atmosphere. Rocco's passion for bringing the best of Mexico's flavor AND fun to life is felt as soon as you walk in the door. Our attention to authentic, fresh Mexican flavors and ingredients can be tasted in all our dishes - enjoy fresh guacamole prepared table side, house made margaritas, and Rocco's uniquely inspired signature tacos. Whether you are a local or just visiting, come enjoy a cocktail and relax at our outdoor bar. From lunch to late night, for dinner or take out, we invite you to enjoy a true taste of Mexico any day of the week. Be sure to stop in for our daily Happy Hour specials and our famous weekend Bottomless Brunch.

See what locals rave about

From verified diners like you

P
Philip
Tampa / Central Florida West •5 reviews
5.0
Dined 3 days ago
Always have great food and great service at Ocean prime and last night was like this
More info
Ocean Prime - OrlandoPrice: Very Expensive• Seafood• I Drive / Sand Lake
•
4.8
T
Todvip
Orlando / Central Florida East •13 reviews
5.0
Dined 4 days ago
Just to be fair, we've been regular patrons for about a year. We are in love with the ginger salad, shrimp skewers & pork pot stickers (sautéed, not fried). What's more is that these are all on the happy hour menu till 7:00 pm, so it is really affordable. The service is always good, and they have a large deck for outdoor dining. How could we not keep coming back? The only criticism I could have is that it is always cold when the AC is running, so dress warmly!
More info
Dragonfly - Robata Grill & SushiPrice: Expensive• Japanese• I Drive / Sand Lake
•
4.8
S
Shauna
Orlando / Central Florida East •1 review
5.0
Dined 4 days ago
Paint & Sip event was very enjoyable with my group of ladies
More info
Vines Grille and Wine BarPrice: Expensive• Steakhouse• Doctor Phillips
•
4
T
Tina
New York City •7 reviews
5.0
Dined 4 days ago
Service, food, sunset were perfect! Chilean Sea Bass, a must choose! Perfect flavor, texture and presentation. Our Server was pleasant and attentive. This place never disappoints! Returning soon!!
More info
Seasons 52 - OrlandoPrice: Expensive• American• I Drive / Sand Lake
•
4.8
B
Brucevip
Nashville •25 reviews
5.0
Dined 4 days ago
All the food was top notch - quality, presentation, etc. Service was mediocre for this calibre of restaurant (slow service on drinks, forgot sides). Overall a favorable experience.
More info
Norman's - OrlandoPrice: Very Expensive• Steakhouse• I Drive / Sand Lake
•
4.7

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Best Restaurants with a Happy Hour in Windermere

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73 restaurants available nearby

1. Seasons 52 - Orlando

2. Vines Grille and Wine Bar

3. Norman's - Orlando

4. Ocean Prime - Orlando

5. Dragonfly - Robata Grill & Sushi

6. Morton's The Steakhouse - Orlando

7. Chima Steakhouse - Orlando

8. Fleming's Steakhouse - Orlando

9. Ruth's Chris Steak House - Orlando

10. Rocco's Tacos & Tequila Bar - Orlando

See what locals rave about

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