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New Yorkers 1st Choice
Best of River North

Cocktails and wine

A place to find both cocktails and wine that does not force you to choose between a good pour and a good mix.

Based on 751 Opinions
+748
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Updated May 2026
01
Hawksmoor Chicago image 1
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Steakhouse offers a stylish and warm dining room with quiet sophistication and a relaxed but upmarket atmosphere. Cocktails are expertly crafted, complementing the coal-cooked steaks that define the menu. Private rooms and a dynamic space support both intimate and business gatherings.

Cocktails here pair well with the food, especially the great steaks. Drinks complement the menu with wonderful flavors.

An extensive wine list offers a wide range of choices. Sommeliers provide helpful pairing advice and recommend bottles that complement meals well.

People are saying

"The food here was delicious and cooked to perfection."

"The cocktails here were amazing and delicious."

"Our server John gave great wine recommendations."

Good to know

1

Happy hour runs from 5pm-6pm with great deals on steak, burgers, and oysters.

2

Reservations are recommended for the Sunday roast, which is only available on Sundays.

3

The restaurant offers gluten-free options and is knowledgeable about dietary restrictions.

02
Nic + Junior's image 1
Restaurant

Bright, stylish space offers front-row kitchen views and classy indoor and outdoor seating. Atmosphere shifts from relaxed up front to more refined in the back dining room, creating a welcoming vibe for drinks or meals. Cocktails stand out with creative, well-crafted options like Negroni and martinis.

Cocktails here are tart, bitter, and refreshing with options like the Negroni and Mixed Blessings standing out. The bar offers a solid happy hour menu and mixes drinks that balance flavor without being overly sweet.

Healthy pour wine pairings complement each bite and highlight the ingredients. The wine enhances dishes like crispy potato with sturgeon caviar, balancing starchy and salty flavors.

People are saying

"The food here is amazing, especially the tuna crudo."

"The homemade pasta here is amazing and cooked to perfection."

"The wine pairings really elevated the tasting menu."

Good to know

1

Happy hour runs from 4-6pm with discounted drinks and appetizers.

2

Reservations are recommended, especially on weekends to avoid long waits.

3

The restaurant features a unique fusion of Brazilian and Italian cuisines.

03
Charlie Martin's image 1

Cozy space with Hollywood regency decor and mood lighting creates a speakeasy vibe. Bartenders craft exceptional cocktails, including standout Old Fashioneds and martinis. Atmosphere suits jazzy date nights and sophisticated dining with white tablecloths.

Cocktails here are bursting with fresh ingredients and come strong. The bartender crafts unique, lush drinks like excellent Old Fashioneds and helps pick great options.

Wine pairing enhances the food noticeably. Requests for wines not on the menu get prompt delivery. Both cocktails and wine show careful selection and quality.

People are saying

"The seafood, especially the oysters, was super fresh and amazing."

"Colin makes exceptional cocktails here."

"The wine here is delicious and cooked perfectly."

Good to know

1

Reservations are recommended, especially during busy weekend nights.

2

The restaurant closes early at 11 pm, so plan your visit accordingly.

3

They often run out of popular menu items by 8 pm on weekends.

04
No Vacancy image 1
Restaurant

Dark academia decor creates a classy yet casual vibe with comfortable bar seating and large screen TVs for watching games. The atmosphere stays fun and welcoming, featuring DJs on weekends and a solid beer tap system. Food and drinks include amazing birria egg rolls and craft cocktails, making it a popular spot for game days.

Craft cocktails stand out with a cool cocktail list featuring unique options like the banana chocolate old fashioned. Drinks pair well with steak sliders for a solid combo.

Offers a random and dope selection of high-end wines by the half or full glass. Wednesdays attract wine enthusiasts for the varied choices.

People are saying

"I found the birria egg rolls to be absolutely delicious."

"I found the cocktails to be creative and well made."

"I was impressed by their random and dope wine selection."

Good to know

1

Happy hour runs from 4:30 to 6:30 pm with half-price appetizers and drinks.

2

Expect a lively atmosphere, especially during NFL games on weekends.

3

The menu features unique dishes but is small enough to not be overwhelming.

05
The Tasting Room at Chicago Winery image 1

Wine bar offers high ceilings and modern touches with bright lighting that contrasts typical winery dimness. Atmosphere feels stylish and comfortable, with lively sections and cozy nooks for photos. Wine made on site features rich, vibrant flavors alongside sharing plates and unique cocktails.

Jason crafts every cocktail with care and skill, making drinks like the Grassy Fields with gin, chartreuse, mint, and thyme. Cocktails range from complex mixes to unique options like a roasted marshmallow dessert drink.

Wines are made in-house with a unique selection that invites exploration. The choose your own wine tasting and wine club offer engaging ways to enjoy and learn about the offerings.

People are saying

"The food here is great, especially the scallops and potato croquettes."

"The wine service here is outstanding and truly above and beyond."

"Jason makes amazing cocktails, even when it's busy."

Good to know

1

Happy Hour is available every Monday to Friday from 5 to 6:30 PM.

2

You can go for brunch, do wine tastings, or tours.

3

The winery offers a choose your own wine tasting experience.

06
Sophia Steak Chicago image 1

Upscale steakhouse offers intimate indoor seating and a welcoming outdoor patio with plants and shade. Atmosphere feels warm and inviting with stylish decor including Deco lamps and a flowered canopy. Cocktails and wine pairings complement perfectly cooked steaks in a comfortable setting.

Cocktails here offer a mix of light, floral flavors and balanced, flavorful classics. The lounge staff are welcoming and the weekend brunch features bottomless cocktails alongside specialty drinks.

Exceptional wine list offers great options with half off bottles on Mondays. Waitstaff provide thoughtful wine pairings that complement the food well.

People are saying

"The steak here is melt-in-your-mouth tender and perfectly seasoned."

"The cocktails here are amazing and the staff makes you feel so welcome."

"The wine pairings here are phenomenal and complement the food."

Good to know

1

Happy hour runs from 4:30 PM to 5:30 PM, including weekends.

2

Reservations are recommended for special occasions like birthdays.

3

Half off bottles of wine are available on Monday nights.

07
The 101 Bar, Grill & Rooftop image 1
Mediterranean restaurant

Mediterranean restaurant with a rooftop bar offering spectacular city views and multiple seating options including fire pits and private couches. Live music creates a lively atmosphere that balances well with conversation. Cocktails and food receive strong praise, contributing to an overall vibrant and welcoming vibe.

Cocktails here feature a unique choice and are often described as outstanding and gorgeous. Both alcoholic and mocktail options taste really good, and service complements the drinks well.

Staff offer warm-hearted welcomes and thoughtful wine tastings to match food perfectly. Bartenders ensure satisfaction with carefully selected red wines.

People are saying

"The rooftop views of the city are beautiful."

"The bar staff, especially Trevor, were the sweetest and best."

"Our waiter gave a proper wine tasting for the perfect pairing."

Good to know

1

Happy hour is available 7 days a week from 5-7pm.

2

Reservations are typically required, but walk-ins may be accommodated if available.

3

The happy hour offers a great selection of drinks and appetizers at unbeatable prices.

08
Pops for Champagne image 1

Sleek and modern wine bar offers a wide selection of champagnes and unique bottle service. Atmosphere feels sophisticated and upscale but somewhat sterile rather than cozy. Comfortable seating with ice buckets at window tables encourages conversation and people watching.

Craft cocktails come out well balanced with a focus on champagne and bubbly. The selection pairs nicely with snacks and wine, supported by attentive service.

Offers a wide selection of sparkling wines from Champagne, Prosecco, Cava, and beyond. Features wine and cocktail menus with options by the glass and bottle, including beautifully crafted cocktails.

People are saying

"I loved the great champagne selection and variety here."

"The cocktails here are beautifully crafted and well balanced."

"I loved the primo selection of champagne and wine."

Good to know

1

Happy hour runs until 6 PM with various food and drink options.

2

Reservations are recommended for window seats, especially during busy hours.

3

The bar offers a unique selection of grower champagne not found elsewhere.

09
Shanghai Terrace image 1
Chinese restaurant

Open terrace offers shaded patio seating with spectacular views and a festive yet formal atmosphere. Indoor spaces feel elegant but somewhat worn, while outdoor areas provide a secluded and lively energy ideal for special occasions.

A great selection of cocktails pairs well with traditional Chinese dishes. The smoky cocktail stands out among the well-crafted drinks.

A very good wine list pairs well with traditional Chinese dishes. The selection of wine and cocktails complements the curated sale menu nicely.

People are saying

"The Peking duck here is the best Chinese food I've found."

"The outdoor terrace has a great energy and perfect atmosphere."

"They have a great selection of wine."

Good to know

1

Reservations are a must at this place.

2

Expect higher prices compared to typical Chinese restaurants.

3

The terrace offers a nice view, especially for outdoor dining.

10
Yasemi, A Modern Mediterranean Restaurant image 1

Spacious restaurant with modern, elegant decor and airy layout that avoids crowding. Atmosphere feels casual but chic, with loud music creating an energetic vibe. Tables require personal light to read menus due to dim lighting.

Happy Hour features unique cocktails at a very reasonable price. Drinks like the blood orange Paloma and kiwi kefi stand out for their delicious flavors and stunning presentation.

Generous wine pours include a Barbera Italian red. The wine pairs well with long nights of gossip and conversation.

People are saying

"The Mediterranean food here is fresh and delicious, especially the hummus."

"I stopped in for happy hour and the cocktails were a great deal."

"The wine here is delicious and the vibes are outstanding."

Good to know

1

Happy hour runs daily from 4-6pm with unique cocktails at reasonable prices.

2

Enjoy $2 oysters during happy hour, a great deal for seafood lovers.

3

The restaurant adds a 4% surcharge to all bills, so plan accordingly.

11
Chicago Chop House image 1

Restored brownstone with early 1900s decor and photos of local celebrities creates a traditional steakhouse atmosphere. Live piano music plays softly, adding to the luxurious and old-fashioned vibe. Comfortable seating and personalized touches enhance a refined dining experience.

Bartenders like Derrick craft amazing cocktails while servers such as Julio offer unique, contest-winning drinks. Staff show strong knowledge of cocktail preparation and pairings with food and wine.

A great selection of wine complements the menu well. Staff recommend perfect pairings and offer a complimentary sparkling toast to start.

People are saying

"I found the steak to be tender and flavorful."

"Alyssa offered a great wine selection and excellent service."

"The cocktails here are amazing."

Good to know

1

During the 40th anniversary, all food ordered was 40% off.

2

Valentineโ€™s Day celebrations offer special menu items.

3

Reservations are recommended, especially during holidays.

12
Lure Fishbar - Chicago image 1
Seafood restaurant

Seafood restaurant with quiet, elegant atmosphere and beautiful interior design featuring boat decor and funky wall art. Seating is comfortable and the space offers a small patio alongside plenty of indoor tables. The vibe suits a fancy dining experience rather than a casual, lively spot.

Bartenders Alex and Gabe serve friendly, fast service with great cocktails that taste very good.

Offers a wonderful selection of wines alongside beers and a full bar. Wine pairs well with oysters and salmon, enhancing the flavors.

People are saying

"The seafood here is fresh, high quality, and delicious."

"The wine here is sublime and everything tastes amazing."

"The cocktails here are fantastic and made by friendly, attentive staff."

Good to know

1

Happy hour runs daily from 4 PM to 6 PM, including weekends.

2

Enjoy half-off wine bottles during happy hour.

3

Reservations are recommended for dinner, especially on weekends.

13
Ema image 1
Mediterranean restaurant

Mediterranean restaurant offers warm, modern interior with two bar areas and outdoor seating including a patio and rooftop. Atmosphere stays lively but not noisy, creating an inviting and relaxed vibe. Extensive gluten-free menu and accommodating options stand out for dietary needs.

Specialty cocktails stand out with fresh juice instead of syrup. The 'Do Not Disturb' is a notable mixed drink. Spicy pineapple cocktail adds a unique twist.

A great selection of wines includes many labels beyond the usual choices. Staff often discuss wine options and offer thoughtful suggestions that pair well with small plates and fresh breads.

People are saying

"The food here is amazing, truly incredible."

"I thought the cocktails were delicious and great."

"You'll find a great wine selection beyond the usual labels."

Good to know

1

Ema offers an extensive gluten-free menu with many options.

2

Reservations are recommended as the restaurant tends to fill up quickly.

3

Happy hour features generous portions but a limited list of spreads.

14
The Wellsley image 1
Event venue

Art deco design and intimate lighting create a breathtaking space with two beautiful dining rooms and an upstairs lounge featuring red velvet curtains and sofas. The atmosphere combines a high-end polished vibe with loud, nightclub-style music that can make conversation challenging. Weekend DJs add a cinematic energy reminiscent of a Scorsese film.

Great classic and original cocktails come with excellent service and deep expertise on wine and cocktails.

An extensive wine selection offers options at various price points. Staff provide knowledgeable recommendations and on point pairings with dishes like oysters and halibut.

People are saying

"The bar staff are so engaging and friendly, even when busy."

"The wine selection here is great and extensive."

"You'll feel right at home with their excellent cocktails."

Good to know

1

Happy hour offers half-price drinks and appetizers, making it a budget-friendly option.

2

Reservations are recommended, especially for weekend dining.

3

The restaurant is currently only hosting private events until the end of the year.

15
Tortoise Supper Club image 1
American restaurant

Elegant supper club blends live jazz music with a cozy, lively atmosphere featuring dark wood and colorful jazz-inspired wallpaper. Dining spaces include a private room with a bar, creating intimate vibes amid a bustling crowd. The setting combines elements of a jazz club and restaurant for a unique experience.

Skilled bar chefs craft creative cocktails that pair well with food. The blood orange harpoon stands out, and happy hour offers half-off cocktails plus $1 oysters and shrimp cocktail.

Friday happy hour features half off wine and $1 big oysters and shrimp. Staff offers great wine recommendations that enhance the experience.

People are saying

"The food at these dinner spots was spectacular and delicious."

"You have to try the beef Wellington; it's expertly prepared and tender."

"The wine knowledge here is wonderful and the servers are attentive."

Good to know

1

Reservations are required for private events and should be made well in advance.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

3

Valet parking costs $16 for three hours, making it convenient for guests.

16
UMMO image 1
Italian restaurant

Italian restaurant offers a modern jazz inspired design with upstairs loft featuring live music and pool table. Atmosphere shifts from quiet and intimate dining to a lively late-night hangout with DJs and bands. Decor includes quirky records and stylish interiors creating a warm, upbeat vibe.

Cocktails include the Terzetto and Strawberry Cannoli, served during events like a 75-person upstairs party. Drinks pair well with pasta, wine, and dessert offerings.

Knowledgeable servers recommend perfect wine pairings that complement flavorful dishes like tortellini and salmon toast. The wine selection includes reasonable bottles of white wine enjoyed during happy hour and brunch.

People are saying

"You honestly canโ€™t go wrong with the outrageously good pasta here."

"I enjoyed the creative cocktails and delicious drinks here."

"The server helped me pick a nice, reasonable bottle of wine."

Good to know

1

Reservations are recommended, especially for larger groups, to ensure seating.

2

Happy hour runs from 4-7pm on weekdays with discounted drinks and appetizers.

3

The loft space converts into a club after 10pm with a DJ and dancing.

17
STK Steakhouse image 1
Steak house

Modern steakhouse blends trendy club vibe with live DJ sets and bold neon decor. Atmosphere feels lively and energetic, with music often loud enough to dominate conversations. Cocktails stand out as fresh and flavorful highlights amid the setting.

Award-winning Spiced Watermelon stands out as a showstopper. Nick and Anthony craft amazing cocktails like the Page Turner with skill and flair.

Staff offer knowledgeable wine recommendations tailored to dishes like lamb. The wine list is great and wines are served in crystal glasses for a refined experience.

People are saying

"The food here is delicious and high quality."

"The cocktails here are great and the service is attentive."

"The wine recommendations here are excellent."

Good to know

1

Happy hour offers great deals on food and drinks from 4-7pm on weekdays.

2

Expect a one-hour wait for a table during peak dining hours.

3

Cocktails are priced at $9 during happy hour.

18
Coco Pazzo Restaurant & Bar image 1
Italian restaurant

Open wood-fired grill and rustic decor create an elegant, cozy atmosphere with candlelit tables and heavy velvet curtains that reduce noise and separate diners. The space fills quickly, fostering a lively yet comfortable vibe suited for polite, discreet conversation without loud music. Views of the city through lovely windows add to the upscale, professional feel.

Offers tasty and reasonably priced cocktails with consistently great flavors.

A vast and impressive wine selection complements the menu. Wine pairs well with the above expectations pastas and appetizers.

People are saying

"The Italian food here, especially the pasta, is outstanding and delicious."

"The wine here is delicious and perfectly complements the fantastic food."

"The cocktails here were great and very good."

Good to know

1

Reservations are recommended during busy times, especially on weekends.

2

Happy hour offers discounted drinks and appetizers from 4-6pm daily.

3

The average meal cost is around $150 for two, including drinks.

19
The Alston image 1
Steak house

Dining room offers spacious elegance with a unique interior design and tableside presentations like duck press. Atmosphere blends pre-Covid hospitality with a lively, upscale crowd. Bar serves impressive cocktails alongside expert wine pairings.

Complimentary welcome cocktail sets the tone. Cocktails are consistently delicious and pair well with appetizers.

A sommelier guides wine choices with insightful recommendations like the Keenan Capstone Spring Mountain Cabernet Sauvignon. The wine cellar offers a chance to explore outstanding bottles paired well with meals.

People are saying

"The steak here is outstanding, and the service makes you feel well taken care of."

"I loved their huge and thoughtfully curated wine list."

"The cocktails were just okay."

Good to know

1

Reservations are recommended to secure a table, especially during peak hours.

2

A 3% service charge is added to all credit card transactions.

3

Happy hour features a curated menu of food and drinks.

20
Mastro's Steakhouse image 1
Fine dining restaurant

Elegant dining space features dim, cozy lighting and live music performances that create a romantic, upscale atmosphere. The lounge offers an upbeat vibe with talented singers and pianists providing background entertainment. Seating is close together, enhancing a lively, intimate feel.

Intricate cocktails blend pineapple juice and tequila with care. The bar manager offers personalized recommendations and occasional Port tastings at the table.

Wine pours come in large servings. Staff show deep wine knowledge and suggest perfect pairings for steaks. The wine selection impresses and complements the drinks well.

People are saying

"The steak here is amazing, with attentive and friendly staff."

"The cocktails here are expertly made by attentive and friendly bartenders."

"The manager Agim is a true wine expert who guided us."

Good to know

1

Happy hour runs from 4-7pm on weekdays with discounted appetizers.

2

Reservations are recommended for dinner, especially on weekends.

3

Valet parking is available and recommended for convenience.

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