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Best Historic Restaurants in Oswego

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3 restaurants available nearby

A photo of Leilani Asian Fusion restaurant
4.5
Awesome(158)
Price: Very Expensive
• Contemporary Asian • Aurora
Booked 30 times today
Leilani Asian Fusion offers a diverse menu that includes sushi, steak, vegetarian options, boba, signature cocktails, and more. The restaurant is a culinary sanctuary where Asian flavors weave together, forming a unique tapestry inspired by love, loyalty, and legacy.
A photo of Two Brothers Roundhouse restaurant
4.0
Excellent(849)
Price: Moderate
• Contemporary American • Aurora
Booked 55 times today
The Two Brothers Roundhouse is a one-of-a-kind historic landmark. The building was originally constructed in 1856 and is now the oldest limestone railroad roundhouse in the US. Spanning over 70,000 square feet. The Two Brothers Roundhouse is home to a modern supper club, one of the best beer gardens, rustic banquet spaces, private event rooms, cocktail lounge, brewery, an artisan distillery, and a live music venue. Where we feature many Chicagoland artists & bands.The Roundhouse also features Two Brothers Coffee Roasters café. Which offers a wide variety of Two Brothers coffee blends, breakfast items & handcrafted lattes!
A photo of Sullivan's Steakhouse - Naperville restaurant
4.8
Exceptional(5259)
Price: Expensive
• Steakhouse • Naperville
Booked 84 times today
Sullivan’s Steakhouse in Naperville will transport you to another place and time. Physically located in the Historic District of downtown, our spirit is near the line between naughty and nice. Sullivan’s offers guests a unique Naperville steakhouse experience with delectable food, fun cocktails and swinging live music, enticing our guests to untie, unwind and uncork.

See what locals rave about

From verified diners like you
From verified diners like you
  • Dawnvip
    Dallas - Fort Worth •9 reviews
    5.0
    Dined 1 day ago
    We came to Leilani’s for dinner. It was our first visit. Everything was perfect from start to finish. Our server Daniel was energetic and fun. The food was phenomenal. Love the ambiance. Can’t wait to go back. What a great place!
    More info
    Leilani Asian FusionPrice: Very Expensive• Contemporary Asian• Aurora
    4.5
  • Diannavip
    Chicago / Illinois •32 reviews
    5.0
    Dined 2 days ago
    Our first time to Two Brothers and we loved it! We had several craft beers - outstanding! Food was also outstanding - Chicken Piccata, Prime Rib, and Walleye. Only the burger was disappointing - somewhat dry and the bun, not so good. Service was fantastic. Food came fairly fast even though it was packed on a Saturday night. Overall, highly recommend!!
    More info
    Two Brothers RoundhousePrice: Moderate• Contemporary American• Aurora
    4
  • Cheryl
    Greater Boston •4 reviews
    5.0
    Dined 2 days ago
    The best steak I’ve ever had. Perfectly cooked to medium rare with a flavorful crust. For dessert crême brûlée that had the perfect carmelized sugar topping. Just a hint of the Grand Marnier, not overpowering. Our server was exceptional. Attentive and friendly without being obtrusive. Will definitely return for special occasions. Definitely pricey and a splurge but was worth it.
    More info
    Sullivan's Steakhouse - NapervillePrice: Expensive• Steakhouse• Naperville
    4.8
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