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Best Restaurants for Special Occasions in Old Town

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195 restaurants available nearby

A photo of Kayao restaurant
1. Kayao
4.6
Exceptional(131)
Price: Expensive
• Peruvian • Old Town
Booked 13 times today
At Kayao, we aim to showcase the dynamic flavors, techniques, and ingredients that unite Peruvian and Asian culinary traditions. Kayao is a melting pot of cultures and cuisines, where guests are invited to embark on a culinary journey that transcends borders and opens hearts. Through our commitment to authenticity, creativity, Kayao seeks to create intrigue while also pushing the boundaries of culinary innovation.
A photo of Tre Dita restaurant
2. Tre Dita
4.7
Exceptional(712)
Price: Very Expensive
• Italian • River North (Chicago)
Booked 106 times today
Led by Chef Evan Funke, Tre Dita, Italian for "three fingers", pays homage to the precise measurement of bistecca Fiorentina. If booking in the dining room at Tre Dita, you will enjoy a menu of antipasti, handmade pastas, signature entrees and steaks. If booking in the Bar Tre Dita, you will enjoy a smaller menu of stuzzi, antipasti, handmade pastas and entrees. The full cocktail, wine list and dessert menu is available in both locations.Please note that Tre Dita only accepts reservations 7 days in advance.
A photo of The Walnut Room - Chicago restaurant
3. The Walnut Room - Chicago
4.6
Exceptional(6764)
Price: Expensive
• American • Downtown / Loop
Booked 230 times today
For Large Parties 21 or more: please contact us at http://macysrestaurants.com/contact-us/ For Holiday Questions and Menu: http://macysrestaurants.com/walnut-room/holiday2024/The world famous Walnut Room has been a Chicago tradition since 1907. Located on the 7th floor of Macy's on State Street, the Walnut Room was the first restaurant ever opened in a department store. Conveniently located in the heart of the Chicago theater district, the Walnut Room is an excellent choice to take a break from shopping or for a meal and a glass of wine before the show. Enjoy our Famous Mrs. Herring's Chicken Pot Pie and other well known favorites on the menu.
A photo of Asador Bastian restaurant
4. Asador Bastian
4.7
Exceptional(171)
Price: Very Expensive
• Steakhouse • River North (Chicago)
Booked 13 times today
NOW ACCEPTING RESERVATIONS FOR CHRISTMAS EVE!Asador Bastian is a Chicago chophouse with Basque influences from acclaimed ChefDoug Psaltis. Located in the iconic “Flair House” originally built in 1883, this historictownhouse has been revived and brought back to life with culinary inspiration from thegreat asadors of San Sebastián, Spain to serve the world’s best boutique beef withoutcompromise. The most remarkable dining experience comes from the purest ingredientsdelivered in the supremely thoughtful, welcoming and hospitable manner. This ethoshas directed every aspect of the experience at Asador Bastian, whether you’re joiningus for small bites and libations in our Bar Room or for a more intimate experience in ourDining Room.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
5. Gibsons Bar & Steakhouse - Chicago
4.7
Exceptional(8836)
Price: Expensive
• Steakhouse • Gold Coast / Streeterville
Booked 126 times today
Gibsons Bar & Steakhouse has been a Chicago icon since partners Hugo Ralli and Steve Lombardo opened its doors in May 1989. The classic American steakhouse serves Gibsons Prime Angus Beef and Gibsons Grassfed Australian Beef. Gibsons also features fresh fish, classic cocktails, an extensive wine list and exceptional service. Celebrities, Chicago visitors and loyal neighborhood residents enjoy three distinct locations: Chicago, Rosemont and Oak Brook. Beautiful private dining and events spaces available.
A photo of Gibsons Italia restaurant
6. Gibsons Italia
4.8
Exceptional(3892)
Price: Expensive
• Italian • River North (Chicago)
Booked 164 times today
Gibsons Italia is built on a tradition & elegance that is relentless in the pursuit of the very best. Chef-driven tastes of Italy are paired with the superiority of Gibsons Steakhouse, creating a restaurant that makes the familiar, exceptional. Beautiful private dining and events spaces available.
A photo of RL Restaurant restaurant
7. RL Restaurant
4.9
Exceptional(7216)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 65 times today
If you do not find availability online, please call the restaurant directly at 312-475-1100.Located adjacent to the Ralph Lauren Chicago flagship store on Michigan Avenue, RL Restaurant features the vision and décor of Ralph Lauren in a modern club atmosphere. RL Restaurant offers classic American cuisine inspired by Ralph Lauren’s personal favorites. Seasonal dishes range from a chopped vegetable salad to a lobster roll sandwich, grilled fish of the day and steaks. On the cocktail list, guests can choose from classic drinks and a diverse selection of wines and other fine spirits.
A photo of Le Colonial - Chicago restaurant
8. Le Colonial - Chicago
4.8
Exceptional(7845)
Price: Very Expensive
• Vietnamese • Gold Coast / Streeterville
Booked 86 times today
Le Colonial is a celebration of seductive spirit and vivid flavors reminiscent of Saigon in the 1920s. With locations in Atlanta, Denver, Delray Beach, Houston, Lake Forest, and Naples, the famed Vietnamese restaurant is designed to capture a bygone era of sophistication and opulence. Celebrated restaurateurs Rick Wahlstedt and Joe King deliver exquisite attention to detail in the luxurious, classic, and romantic atmosphere Perched on Oak Street in Chicago’s Gold Coast. For special occasions, our private dining space provides a bespoke setting for unforgettable celebrations.
A photo of The Palm Court restaurant
9. The Palm Court
4.7
Exceptional(4843)
Price: Very Expensive
• Afternoon Tea • Gold Coast / Streeterville
Booked 108 times today
For those who love their afternoon teas fresh, fragrant and steeped in history, Palm Court at The Drake Hotel serving tea for over a century. Even the Queen and Princess Diana have made their royal visits here. Your afternoon tea begins with Palais de Thes menu, which features 15 tea blends including classic selections like the English Breakfast to modern yet delightful twists like the Mélange du Cap.Tea is served in individual tea pots accompanied by the traditional three tiered tea tray filled with an arrangement of gourmet finger sandwiches and scones; and dainty petit fours with complements of preserves, lemon curd and English double Devon cream.And let’s not forget about our little tea. The Prince & Princess Afternoon tea service, suitable for children between 3 and 12 years of age is available throughout the duration of afternoon tea service.Reservations are heavily encouraged. Tea service seating duration is 90minAdults $79/ $82 with Carolers / Kids $35 (3-12)
A photo of RPM Seafood restaurant
10. RPM Seafood
4.6
Exceptional(1589)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 85 times today
Introducing RPM Seafood, a dramatic multi-level restaurant overlooking the iconic Chicago River featuring the truest expression of the world’s best fish and seafood.The sister restaurant to RPM Steak and RPM Italian, it marks the third collaboration between partners RJ, Jerrod and Molly Melman of Lettuce Entertain You Enterprises and celebrity couple Giuliana & Bill Rancic.

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From verified diners like you
From verified diners like you
  • John and Jenvip
    Chicago / Illinois •142 reviews
    5.0
    Dined 1 day ago
    Gibsons is one of my favorite restaurants in the city! My recent visit was nothing short of exceptional. I started with an Old Fashioned, which was perfectly crafted. My wife and I shared a loaded wedge salad, a New York Strip, and a double baked potato – all of which were delicious and cooked to perfection. For dessert, we indulged in a cookie with ice cream, paired with a glass of 20-year Tawny. The evening was made even more special by the fantastic piano player, who added a wonderful ambiance to our dining experience. Highly recommend!
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    Gibsons Bar & Steakhouse - ChicagoPrice: Expensive• Steakhouse• Gold Coast / Streeterville
    •
    4.7
  • Malcolmvip
    Chicago / Illinois •19 reviews
    5.0
    Dined 2 days ago
    Great place and new restaurant in downtown chicago. The 40 ft ceilings and ambience gives it a very romantic vibe. Spent way more than I wanted to but it was worth it. Took all the recommendations of the server. We will be back.
    More info
    Tre DitaPrice: Very Expensive• Italian• River North (Chicago)
    •
    4.7
  • Debora
    Phoenix / Arizona •3 reviews
    5.0
    Dined 2 days ago
    We were seated 10 minutes early for our 1pm reservation. Out server arrived at our table immediately and greeted us. We put in drink orders then when she came with those we ordered our appetizer and meal. We thought it might take a bit of time as the place was full but it was all out quickly. Ordered thr pot pie and braised beef and both good. This is where service got slow but I think they seated 3 or 4 new tables in her area at once so she was busy. Ordered thr mint cheesecake and that was amazing. Bill was $80 plus tax so not really bad for 2 people to have a nice meal with drinks and dessert. The tree and Christmas decorations were beautiful and we lucked out and were seated near the tree. Will make it a tradition each year to go back. Lucked out on the reservation because we missed it when it opened. So glad we got one!
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    The Walnut Room - ChicagoPrice: Expensive• American• Downtown / Loop
    •
    4.6
  • Andreas
    Greece •1 review
    5.0
    Dined 7 days ago
    Food was excellent! Service was very swift. Unluckily the waiter spilled some sauce over one of our coats, and the waiter was trying to ignore it - however the manager reacted very professional (voiding our bottle of wine from the bill). Therefore over all: great, we definitely recommend this place!
    More info
    KayaoPrice: Expensive• Peruvian• Old Town
    •
    4.6
  • OpenTable Diner
    Chicago / Illinois •3 reviews
    5.0
    Dined on Nov 18, 2024
    What a gem! Asador Bastian totally knocked it out of the park. Our server, Yousef ( potentially spelling his name wrong), was fantastic - super friendly and really knew his stuff. His recommendations were perfect for our dinner. We started with their Tortilla Española, which was a great way to kick things off - light but packed with flavor. The arroz cremoso that came next was incredible - the flavors were spot on. But the real showstopper was the Akaushi beef, cooked exactly how we wanted it, paired with these amazing bone marrow potato purée that I'm still thinking about. We wrapped up with a delicious cheesecake that hit all the right notes. The whole experience, from walking in to walking out, was just perfect. Can't wait to come back and try more dishes! If you're thinking about going - just do it. You won't regret it!
    More info
    Asador BastianPrice: Very Expensive• Steakhouse• River North (Chicago)
    •
    4.7

Discover best special occasions restaurants in Old Town

Discover the perfect dining destinations for special occasions in the historic Old Town, Chicago. Whether you're celebrating a milestone, planning a romantic evening, or just want to treat yourself, this selection of restaurants offers a variety of cuisines and experiences tailored to make any event memorable. Each restaurant in Old Town provides a unique ambiance, from lively and cozy to sophisticated and intimate, ensuring that your special occasion is nothing short of spectacular. Enjoy world-class service, exquisite menus, and a vibrant local dining scene known for its blend of traditional charm and contemporary culinary innovation. These establishments are celebrated for their ability to create special moments through attentive service, exceptional food, and an inviting atmosphere. Ideal for both locals and visitors, Old Town's dining spots are a top choice for those looking to celebrate in style. Make your next special occasion an unforgettable experience with the best of Old Town, Chicago’s culinary offerings.

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