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Best Date Night Restaurants in Chesterland

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23 restaurants available nearby

A photo of Orchid House Winery restaurant
1. Orchid House Winery
4.7
Exceptional(339)
Price: Moderate
• American • Aurora
Booked 17 times today
Enjoy creative and tasteful cuisine, cocktails and wine at The Orchid House Winery. Our Tasting Room is a bright, airy space with high vaulted ceilings anchored by a beautiful mason fireplace and cozy bar area. The Orchid House Winery places a strong emphasis on impeccable service and locally sourced food prepared with innovative techniques, inspired cocktails, Orchid House wines and craft beers.If you enjoy fabulous wine, delicious cuisine, and beautiful surroundings, then come, see, and experience The Orchid House Winery. We are perfect for your next event or social function.The Orchid House Winery is operated by Tap Root Hospitality Group, which also owns and operates Sapphire Creek Winery & Gardens in Chagrin Falls, Ohio.
A photo of JoJo's Bar restaurant
2. JoJo's Bar
4.7
Exceptional(1384)
Price: Expensive
• Steak • Chagrin Falls
Booked 27 times today
JoJo’s Bar is our modern take on the Italian-American Steakhouse tradition. It references the flavors, style and timeless flair of this classic genre. Our combination of inspired cuisine, prime cuts and modern interiors await your next visit. We have enjoyed collecting inspirations from pasta dishes from favorite spots throughout Tuscany, southern Italy that our talented chef, Landon Barnes, has recreated along with many other unique steakhouse dishes including in house-cut USDA “Prime” Black Angus steaks. We look forward to sharing our love and passion for hospitality and design with you. WE DO NOT TAKE RESEVATIONS FOR OUR PATIOS/BAR AREA THEY ARE FIRST COME FIRST SERVED. JOJOS BACKYARD IS CLOSED FOR THE 2024 SEASON
A photo of Sapphire Creek Winery & Gardens restaurant
3. Sapphire Creek Winery & Gardens
4.5
Awesome(443)
Price: Expensive
• American • Chagrin Falls
Booked 7 times today
Sapphire Creek Winery features a breathtaking, thirty-two foot white porcelain bar, Italian leather chairs, twenty-eight foot ceilings and a panoramic view of winery grounds and gardens. The dining experience at Sapphire Creek places a strong emphasis on impeccable service, locally-sourced product prepared with impeccable technique, Sapphire Creek wines, cocktails and craft beers.If you enjoy fabulous wine, delicious cuisine, and beautiful surroundings, then come, see, and experience Sapphire Creek Winery & Gardens. Sapphire Creek Winery is perfect for your next event or social function.
A photo of M Italian restaurant
4. M Italian
4.5
Awesome(1088)
Price: Moderate
• Italian • Chagrin Falls
Booked 36 times today
M Italian boasts a true Italian atmosphere; it's graced by its wide open spaces and an open kitchen that allows guests to be involved in a total Chef Art Pour dining experience. M Italian features classic Italian dishes such as pastas and salads with a Chef-driven twist -- along with distinctive pizzas home-cooked in our wood-burning oven.
A photo of Crumb & Spigot - Chagrin Falls restaurant
5. Crumb & Spigot - Chagrin Falls
4.8
Exceptional(187)
Price: Expensive
• Gastro Pub • Chagrin Falls
Booked 9 times today
Everything here is carefully curated to create a pleasant and interesting dining experience for those who visit. Cleveland magazine named it one of the 25 best restaurants in the city. Crumb & Spigot's menu is best described as a Gastro Pub, with a near equal emphasis on quality eating and drinking. Starters include Mussels with jalapeño lemon butter, house made Soft Pretzels with triple mustard and Dry-Aged Meatballs. For entrées, The Bar Steak with whiskey mustard and mushroom pan sauce or sandwiches like the Lobster Burger or Carolina Pulled Pork. Pizzas from our wood fired oven making our Speck and Mushroom pizza the center of attention notwithstanding an influence of vegan options like the Spaghetti Squash with arugula coulis.
A photo of Cafe Toscano restaurant
6. Cafe Toscano
4.8
Exceptional(282)
Price: Expensive
• Contemporary Italian • Aurora
Booked 11 times today
Café Toscano in Aurora, OH provides an intimate dining setting, making it a great place to go with someone special. The ambience is just one of the reasons the eatery is so popular. The fantastic food served for dinner is the other reason. The eatery offers patio dining, as well as catering and carryout options.Café Toscano has quite a few popular options. Some of the items you might want to try include the fettuccine alfredo, penne arrabiata, spaghetti carbonara, salmon alla griglia, filet mignon and chicken marsala are all good options. Café Toscano also offers a menu just for the kids.
A photo of The Cabin at Mario's Spa restaurant
7. The Cabin at Mario's Spa
4.1
Excellent(757)
Price: Expensive
• Italian • Aurora
Booked 2 times today
Mario’s Spa Hotel dining offers the rustic elegance of our Cabin Restaurant and Patio. The restaurant serves an array of fresh, hearth baked pizzas to astounding homemade pasta selections and grilled to perfection steak, chops and seafood. Experience the “Cabin” cuisine with items prepared to perfection on our premises or you may request our Spa menu for the nutritional & wellness conscious palate. When weather permits, outdoor dining is available on our Cabin Patio. The Cabin Lounge features full service beverages at an 1840’s solid mahogany bar. Weekends & special dining celebrations may include piano accompaniment for your enjoyment. The relaxed, comfortable dining ambiance provides the perfect setting for intimate and small gatherings, corporate groups, individuals or couples. ***** We no longer take/accept requests between Thanksgiving & New Year's Eve. *****
A photo of Village Martini & Wine Bar restaurant
8. Village Martini & Wine Bar
4.6
Exceptional(745)
Price: Moderate
• Contemporary American • Chagrin Falls
Booked 2 times today
We understand that given the current circumstances everyone would prefer to sit outside on our patio. As such, we will do our best to accommodate these requests, but patio seating will remain first come, first served, and we will not be taking reservations for the patio. Thank you for your understanding and continued support.Born out of our love of fine wines and culinary excellence, Village Martini and Wine Bar has become the top hybrid Wine Bar/Restaurant in Chagrin Falls, OH since 2012. Featuring an always conscience serving staff as well as a full happy hour, app, dinner, & dessert menu, we are open 5 days a week. Come and relax and have fun!
A photo of The Last Page restaurant
9. The Last Page
4.5
Awesome(282)
Price: Moderate
• American • Beachwood
Booked 21 times today
The Last Page is a modern American restaurant that serves classic dishes with a global influence. The restaurant is located in Beachwood, Ohio, and is open for dinner Tuesday through Sunday. The Last Page also offers a weekend brunch. The restaurant has a casual elegant atmosphere and is perfect for a special occasion or a night out with friends. The Last Page's menu features a variety of dishes, including appetizers, entrees, and desserts. Some of the most popular dishes include the lobster mac and cheese, the filet mignon, and the chocolate cake. The restaurant also has a full bar and a wine list. The Last Page is a great place to enjoy a delicious meal and a relaxing atmosphere. The restaurant is also perfect for special occasions or a night out with friends.
A photo of RH Rooftop Restaurant at RH Cleveland restaurant
10. RH Rooftop Restaurant at RH Cleveland
4.5
Awesome(621)
Price: Expensive
• American • Beachwood
Booked 62 times today
The RH Rooftop Restaurant is located on the third floor of RH Cleveland, The Gallery at Pinecrest. Enjoy a menu of timeless classics for breakfast, lunch and dinner, along with a curated selection of Champagnes and wines from esteemed vintners around the world. Guests dine in a year-round skylit garden escape amidst trickling fountains, heritage olive trees and sparkling chandeliers.For group dining inquiries, please email: clevelandhospitality@rh.com

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