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Best Cocktail Bars in Highwood

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27 restaurants available nearby

How are Featured results ranked

A photo of Le Colonial - Lake Forest restaurant
4.7
Exceptional(2043)
$$$$
• Cocktail Bar • Lake Forest
Booked 66 times today
Wonderful on all fronts; food, service, ambiance. As always!!! Thanks
A photo of 1898 Speakeasy restaurant
4.4
Awesome(6)
$$$$
• Cocktail Bar • Highland Park
Booked 4 times today
This was a great place to sit and relax prior to dinner next door at The Barn. Drinks were fantastic and service from Alicia was outstanding. Definitely will be going back very soon.
A photo of The Henry - Wilmette Plaza Del Lago restaurant
4.6
Exceptional(392)
$$$$
• Cocktail Bar • Wilmette
Booked 146 times today
Our server was absolutely wonderful! I have hearing difficulties. I've been to your restaurant only three times so far but each time you have always been thoughtful enough to give me the first booth next to the bar! You should put a plaque with my name on it there! The French onion soup was superb as was the French dip! I LOVE THIS RESTAURANT❗ I've sent all my friends and family!!!!!
A photo of North Shore Bistro restaurant
4.5
Awesome(361)
$$$$
• Cocktail Bar • Northbrook
Booked 12 times today
We always enjoy going to the North Shore Bistro. The food is really good, the restaurant has a really good vibe and the service (Marta last night) is always top notch. We will be back soon.
A photo of Spirit Elephant restaurant
4.8
Exceptional(1979)
$$$$
• Cocktail Bar • Winnetka
Booked 22 times today
Consistently delicious food. The creative menu offers a variety of choices from appetizers, soup and salads, sandwiches and plated entrees. My wife and I had the Two for Two special: choice of half sandwich, soup or salad combo. It was delicious and allowed you to try two of the interesting choices.
A photo of 501 Local restaurant
4.6
Exceptional(534)
$$$$
• Cocktail Bar • Winnetka
Booked 29 times today
Beautiful patio, delicious cocktails and food, great service, never disappoints!!
A photo of Barrel Cheese & Wine restaurant
4.6
Exceptional(45)
$$$$
• Cocktail Bar • Lakeview / East Lakeview
Booked 6 times today
My partner and I love Barrel and stop in frequently. Very comfortable seating. Lots of unique wines from around the world. Glasses are perfectly clean. I recently had a surprise party for my partner and I after we got engaged and it went perfectly! Staff were helpful and supportive throughout the process, provided excellent service, and even opened early for us to get things set up. Very grateful for their help!
A photo of The Board Room restaurant
4.5
Awesome(762)
$$$$
• Cocktail Bar • Libertyville
Booked 12 times today
My whole family loved the food and the sparkler ice cream for my birthday was pretty cool! The decore for Halloween was classy on top of their high end look. The wait staff was friendly!
A photo of Fogo de Chão - Rosemont restaurant
4.4
Awesome(5097)
$$$$
• Cocktail Bar • Rosemont
Booked 95 times today
I’m not a fan of the Lamb so I always skip the meat but Everything else was delicious even the salad bar. This location never fails.
A photo of O'Toole's of Libertyville restaurant
4.7
Exceptional(409)
$$$$
• Cocktail Bar • Libertyville
Booked 26 times today
Lots of choices on the menu. I had the Shepard’s pie. Generous serving and very tasty.

See what locals rave about

From verified diners like you
From verified diners like you
  • BruceGold
    Chicago / Illinois •68 reviews
    5.0
    Dined 2 days ago
    We always enjoy going to the North Shore Bistro. The food is really good, the restaurant has a really good vibe and the service (Marta last night) is always top notch. We will be back soon.
    More info
    North Shore Bistro$$$$• Contemporary Italian• Northbrook
    •
    4.5
  • Peter
    Chicago / Illinois •2 reviews
    5.0
    Dined 3 days ago
    Wonderful on all fronts; food, service, ambiance. As always!!! Thanks
    More info
    Le Colonial - Lake Forest$$$$• Vietnamese• Lake Forest
    •
    4.7
  • EdwardGold
    Chicago / Illinois •153 reviews
    5.0
    Dined 7 days ago
    Consistently delicious food. The creative menu offers a variety of choices from appetizers, soup and salads, sandwiches and plated entrees. My wife and I had the Two for Two special: choice of half sandwich, soup or salad combo. It was delicious and allowed you to try two of the interesting choices.
    More info
    Spirit Elephant$$$$• Vegan• Winnetka
    •
    4.8
  • JudyGold
    Chicago / Illinois •92 reviews
    5.0
    Dined on Oct 26, 2026
    Our server was absolutely wonderful! I have hearing difficulties. I've been to your restaurant only three times so far but each time you have always been thoughtful enough to give me the first booth next to the bar! You should put a plaque with my name on it there! The French onion soup was superb as was the French dip! I LOVE THIS RESTAURANT❗ I've sent all my friends and family!!!!!
    More info
    The Henry - Wilmette Plaza Del Lago$$$$• American• Wilmette
    •
    4.6
  • ChadGold
    Chicago / Illinois •144 reviews
    5.0
    Dined on Oct 4, 2026
    This was a great place to sit and relax prior to dinner next door at The Barn. Drinks were fantastic and service from Alicia was outstanding. Definitely will be going back very soon.
    More info
    1898 Speakeasy$$$$• Speakeasy• Highland Park
    •
    4.4
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