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Best Romantic Restaurants in Crestwood

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7 restaurants available nearby

A photo of The Barrel Club restaurant
4.7
Exceptional(2231)
Price: Moderate
• American • Oak Lawn
Booked 19 times today
"The Barrel Club invites you to experience a fine collection of spirits in a comfortable yet classy atmosphere to compliment our mouth-watering menu - an experience you are sure to enjoy"
A photo of Cooper's Hawk Winery & Restaurant - Orland Park, IL restaurant
4.5
Awesome(6239)
Price: Moderate
• American • Orland Park
Booked 46 times today
Experience the perfect fusion of award-winning wines, Napa-style tasting rooms, and modern casual dining at Cooper's Hawk Winery & Restaurants. Enjoy contemporary American cuisine influenced by international flavors from our scratch kitchen. Each dish is expertly paired with our selection of wines for the best food and wine match. Whether you explore the tasting room for a pre- or post-dinner adventure or join the world's largest wine club, we believe in the power of food and wine to create lasting connections. Dining reservations are highly recommended, but walk-in guests are always welcome on a first-come, first-serve basis. Gluten-free and vegetarian dishes are available.
A photo of South Side Social restaurant
3.8
Excellent(174)
Price: Moderate
• Contemporary American • Oak Lawn
SOUTH SIDE SOCIALNEIGHBORHOOD KITCHEN & TAP South Side Social is where friends come together to relax, watch the game, savor our Chef’s edgy takes on classic South Side dishes, sample locally crafted beers, sip on great wine, and enjoy artfully mixed cocktails in an upscale yet comfortable setting. Serving Breakfast, Lunch, and Dinner.
A photo of HMD Bar and Grill restaurant
4.4
Awesome(35)
Price: Moderate
• Unspecified • Chicago Ridge
HMD Bar and Grill opens a new chapter in the history of a popular dining area in Chicago's southwest suburbs. We are excited to welcome all our guests to a completely new, upscale restaurant featuring American and pan-European fusion cuisine based on locally sourced ingredients and an uplifting guest experience!At HMD Bar and Grill, the food will be coming out under the watchful eye and sharpened knives of Chef Maricel Macugay and her team.What sets us apart- Our amazing upscale casual menu with hearty food for every occasion- Wide selection of wines and beers for every palate- Roomy and comfortable party rooms- Cozy outdoor patio with fireplaces
A photo of Mama Maria's Taco and Tequila Bar restaurant
4.9
Exceptional(196)
Price: Moderate
• Mexican • Orland Park
Booked 6 times today
Mama Maria's Taco and Tequila Bar is a festive Mexican restaurant in Orland Park. The dining room is sleek and modern, with an oversized wooden bar, trendy lighting, comfortable seating, big screen TVs and charming accent pieces. Mama Maria’s Taco and Tequila Bar has a relaxed and inviting atmosphere that is created through the tasty aroma and intimate design of the dining room.The menu that is offered at Mama Maria’s Taco and Tequila Bar is referred to as “Mexican street food – fresh to your table.” The menu consists of traditional Mexican favorites, which include taquitos, guacamole, sizzling fajita platters, an assortment of tacos, enchiladas and burritos with a modern twist.
A photo of White Castle - Matteson restaurant
3.9
Excellent(4)
Price: Moderate
• American • Richton Park
Prepare yourself for a one day only Castle experience! With the sweet scent of sliders steaming in the air, the romantic environment makes for an evening of delicious dining, complete with tableside service. It's the same exceptional crave-tastic cuisine, but with an oh-so-steamy twist that'll give you all the heart-eyed emojis. So go ahead and give the special Cravers in your life the royal treatment at White Castle on the 14th. Because everyone wants to hear those three little words: We're. Getting. Sliders. P.S. Here are a few lines to help set the mood—FREE OF CHARGE: I only have fries for you Mozzstix & chill? You're my crave-orite I'd put a Chicken Ring on it
A photo of The Bistro on Sterling restaurant
Price: Moderate
• Bistro • Homewood
Booked 1 time today
We are a small family-owned business ran by Chef and Owner: Yvette Zavala The Bistro on Sterling is a quaint and cozy spot located in beautiful downtown Flossmoor.We are the perfect spot to catch up with friends, celebrate a birthday or milestone event or for a romantic dinner for two! Stop by and sample some of our daily specials including delicious salads and small plates. Try our famous Shrimp & Grits, our delicious New Orleans Pasta, Chicken Francaise & Linguine, Prime Filet Mignon or a hearty bowl of the soup du jour. Vegetarian and gluten-free options are always available. We also offer a children’s menu for a perfect family dining experience.Join us at our beautiful bar to watch the game, enjoy some bar bites, a meal, glass of wine, cocktail or bottled beer.

See what locals rave about

From verified diners like you
From verified diners like you
  • Tamaya
    Chicago / Illinois •1 review
    5.0
    Dined 1 day ago
    We recently hosted a Sacrid Flowers business meeting at Cooper’s Hawk in Orland Park, and it was an incredible experience! The food was absolutely amazing—each dish was crafted to perfection, leaving a lasting impression on our team. The drinks were equally delightful, complementing the meal beautifully. The space was perfect for our event—not overcrowded, which allowed us to comfortably converse and connect. The ambiance and energy of the venue were just right, creating a warm and welcoming atmosphere for everyone involved. A special thank you to our server, who was attentive and ensured our needs were met throughout the evening. Your hospitality made our event even more memorable. Thank you, Cooper’s Hawk, for such an exceptional experience. We look forward to doing business with you in the future! Warm regards, Sacrid Flowers CEO
    More info
    Cooper's Hawk Winery & Restaurant - Orland Park, ILPrice: Moderate• American• Orland Park
    4.5
  • genaVIP
    Chicago / Illinois •6 reviews
    5.0
    Dined 2 days ago
    I have been to Mama Maria's several times and always enjoy it! I was there for lunch with out-of-town friends, and we all really enjoyed our food! The service was great and fast. We have sangria-ritas - which are a favorite - and as always they were amazing! Highly recommend!
    More info
    Mama Maria's Taco and Tequila BarPrice: Moderate• Mexican• Orland Park
    4.9
  • April
    Central Kentucky •7 reviews
    5.0
    Dined 3 days ago
    Chris, our server was professional and attentive even with the amount of tables he had. He took the time to explain the dishes to us which worked out great. The food always speaks for itself delicious, perfect temperature and plentiful. It was my fourth visit and I’ll be back again. It was my daughter’s first time for her birthday and she said ma you did good picking this restaurant, and I’ll be with the hubby.
    More info
    The Barrel ClubPrice: Moderate• American• Oak Lawn
    4.7
  • JoeyVIP
    Chicago / Illinois •35 reviews
    5.0
    Dined on Nov 2, 2024
    It was our first time but not our last. The service is excellent. The menu is varied. Everything we had was delicious. It’s a fun lively atmosphere and there are monitors with sports at every angle. Highly recommend
    More info
    HMD Bar and GrillPrice: Moderate• Unspecified• Chicago Ridge
    4.4
  • richrVIP
    Chicago / Illinois •17 reviews
    5.0
    Dined on Aug 4, 2023
    One on one service. Great food the chef came out to check out his creations.
    More info
    South Side SocialPrice: Moderate• Contemporary American• Oak Lawn
    3.8
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