Best Date Night Restaurants in Chesterland

24 restaurants available nearby

A photo of Sapphire Creek Winery & Gardens restaurant

1. Sapphire Creek Winery & Gardens

4.5

Price: Expensive

• American • Chagrin Falls

Booked 44 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.

2. 17 River Grille

4.8

Exceptional(3151)

Price: Moderate

• American • Chagrin Falls

Booked 95 times today

The best view in northeast Ohio 17 River Grille offers classic American Grille food; simple preparations of Steaks, Seafood, Salads, & Handcrafted cocktails. Dining With Us:Our restaurants are upscale-casual dining destinations, designed for intimate gatherings for parties of 2 to 4. In order to seat your party comfortably, we have very limited seating accommodations for parties of 6 to 8 guests. Parties over 6 will be sat when they have completely arrived. Walk-ins are welcome for parties 8 or less. Patio space is not available for reservations. We request that our guests dress tastefully, in business casual or semi-formal attire. Parties arriving more than 10 minutes late will be moved to the wait list

3. M Italian

4.5

Awesome(1034)

Price: Moderate

• Italian • Chagrin Falls

Booked 103 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

4. Crumb & Spigot - Chagrin Falls

4.7

Exceptional(172)

Price: Expensive

• Gastro Pub • Chagrin Falls

Booked 33 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 Orchid House Winery restaurant

5. Orchid House Winery

4.7

Exceptional(282)

Price: Moderate

• American • Aurora

Booked 39 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.

6. Cafe Toscano

4.8

Exceptional(259)

Price: Expensive

• Contemporary Italian • Aurora

Booked 18 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

4.0

Excellent(744)

Price: Expensive

• Italian • Aurora

Booked 4 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 RH Rooftop Restaurant Cleveland restaurant

8. RH Rooftop Restaurant Cleveland

4.5

Awesome(562)

Price: Expensive

• American • Beachwood

Booked 120 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

9. ML Tavern

4.8

Exceptional(1405)

Price: Expensive

• American • Beachwood

Booked 39 times today

ML Tavern features a casual, club-like, neighborhood atmosphere, with one of the city’s best outdoor terraces. Located within 10 minutes of downtown Chagrin Falls, Beachwood Place, Legacy Village, and Pinecrest Shopping Center. Delicious grilled seafood, burgers, appetizers, sandwiches, steaks, and chops are available for dinner, Tuesday through Saturday.

A photo of Heritage Steak & Whiskey restaurant

10. Heritage Steak & Whiskey

4.6

Exceptional(314)

Price: Very Expensive

• Steakhouse • Woodmere

Booked 23 times today

With over 400 whiskies, wood grilled steaks, and creative starters and salads, this steakhouse is here to entertain diners with a twist on classic favorites. There are a variety of seating options in our main dining room, as well as a lounge in the bar area. Happy Hour coming soon!

See what locals rave about

From verified diners like you

E
EarleneVIP
Cleveland / Akron / Canton •11 reviews
5.0
Dined 1 day ago
The service and food was great. My salmon was overcooked, but outside of that, we had appetizers, soups, entrées, and desserts even had some cocktails and all was superb! The service was great. I had someone who was in training and she did a great job. We went in the evening. I want to go back during the day so that I can see the outside because it looks as if it would be absolutely gorgeous during the daytime!
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Sapphire Creek Winery & GardensPrice: Expensive• American• Chagrin Falls
•
4.5
D
David
Cleveland / Akron / Canton •8 reviews
5.0
Dined 2 days ago
Food was very good with generous portions and the red blend was wonderful. Noise level was fine when we got there; as it filled up it got close to being a bit too loud. We were not rushed and enjoyed a very pleasant evening without feeling like we overstayed our welcome. We would, and will definitely return…..soon.
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Orchid House WineryPrice: Moderate• American• Aurora
•
4.7
J
Jamie
Cleveland / Akron / Canton •6 reviews
5.0
Dined 2 days ago
First time having the lunch menu, great options with combinations for lunch. Had the cauliflower bites as an app, large portion and tasty!
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M ItalianPrice: Moderate• Italian• Chagrin Falls
•
4.5
C
Carol
New York City •2 reviews
5.0
Dined 3 days ago
Always an excellent dining experience! Great service, food prepared perfectly to your expectations, great value for a great evening!
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Crumb & Spigot - Chagrin FallsPrice: Expensive• Gastro Pub• Chagrin Falls
•
4.7
D
Douglas KVIP
Cleveland / Akron / Canton •23 reviews
5.0
Dined 3 days ago
Wonderful experience from the minute we arrived until we departed - friendly & personable (yet professional) team! Delicious lunch! And, wonderful views of the falls... Thank you!
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17 River GrillePrice: Moderate• American• Chagrin Falls
•
4.8

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Chesterland

Best Date Night Restaurants in Chesterland

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24 restaurants available nearby

1. Sapphire Creek Winery & Gardens

2. 17 River Grille

3. M Italian

4. Crumb & Spigot - Chagrin Falls

5. Orchid House Winery

6. Cafe Toscano

7. The Cabin at Mario's Spa

8. RH Rooftop Restaurant Cleveland

9. ML Tavern

10. Heritage Steak & Whiskey

See what locals rave about

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