25 Best Wine Bars In Chester

25 restaurants available nearby

How are Featured results ranked

A photo of Cooper's Hawk Winery & Restaurant - Annapolis, MD restaurant

1. Cooper's Hawk Winery & Restaurant - Annapolis, MD

4.5

Awesome(8004)

$$$$

• Wine Bar • Annapolis

Booked 115 times today

Samiyah was great had a wonderful time for our first time

2. Limoncello

4.6

Exceptional(1586)

$$$$

• Wine Bar • St Michaels / Tilghman Island

Booked 24 times today

By far, this is one of the best restaurant in Saint Michael’s.

A photo of Ava’s Pizzeria & Wine Bar - St. Michaels restaurant

3. Ava’s Pizzeria & Wine Bar - St. Michaels

4.7

Exceptional(302)

$$$$

• Wine Bar • St Michaels / Tilghman Island

Booked 17 times today

We had a wonderful experience at Ava’s Pizzeria & Wine Bar! The food was absolutely delicious, and our host went above and beyond to make us feel welcome and well taken care of. The service was outstanding, and the overall atmosphere made our evening truly special. Everything was excellent from start to finish. We will definitely be back. Highly recommended! ¡Tuvimos una experiencia maravillosa en Ava’s Pizzeria & Wine Bar! La comida estuvo absolutamente deliciosa y nuestro anfitrión nos brindó una atención excepcional, haciéndonos sentir muy bienvenidos y atendidos en todo momento. El servicio fue impecable y el ambiente hizo que nuestra velada fuera realmente especial. Todo estuvo excelente de principio a fin. ¡Sin duda volveremos! ¡Totalmente recomendado!

A photo of Latitude 38 Annapolis restaurant

4. Latitude 38 Annapolis

4.0

Excellent(452)

$$$$

• Wine Bar • Annapolis

Booked 4 times today

Even amid the construction, the restaurant was fantastic! We’ll be back.

5. The Wardroom

4.8

Exceptional(415)

$$$$

• Wine Bar • Easton

Booked 19 times today

One of the best meals in a longtime. Incredible service and amazing food. New favorite in Easton.

A photo of Tagliata Restaurant restaurant

6. Tagliata Restaurant

4.7

Exceptional(3299)

$$$$

• Wine Bar • Harbor East

Booked 65 times today

The food and service were outstanding. The menu offers a great variety in both food and beverage choices. We will most certainly be repeat diners when we next have the chance.

A photo of Rusty Scupper - Baltimore restaurant

7. Rusty Scupper - Baltimore

4.8

Exceptional(9166)

$$$$

• Wine Bar • Inner Harbor

Booked 53 times today

It had been quite some time since I was there, it was terrific!

A photo of Trattoria Simpatico restaurant

8. Trattoria Simpatico

(0)

$$$$

• Wine Bar • St Michaels / Tilghman Island

You will feel like you are in Italy! Best Italian wine and food selection in the area. Over 350 Italian wines and spirits, gourmet Italian grocery, take out meals, hand painted ceramics, gift baskets, cooking classes & more. We ship everything except alcohol products.

A photo of The Capital Grille - Baltimore restaurant

9. The Capital Grille - Baltimore

4.8

Exceptional(4166)

$$$$

• Wine Bar • Downtown

Booked 56 times today

Everything was absolutely wonderful. My server was actually training someone he was wonderful and I see why he’s a trainer.

A photo of Bonefish Grill - Crofton restaurant

10. Bonefish Grill - Crofton

4.6

Exceptional(48)

$$$$

• Wine Bar • Odenton

Booked 21 times today

Service was quick. Food was excellent. Staff was exceptional

Best Wine Bars in Chester

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Top Rated

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Award-winning

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25 restaurants available nearby

1. Cooper's Hawk Winery & Restaurant - Annapolis, MD

2. Limoncello

3. Ava’s Pizzeria & Wine Bar - St. Michaels

4. Latitude 38 Annapolis

5. The Wardroom

6. Tagliata Restaurant

7. Rusty Scupper - Baltimore

8. Trattoria Simpatico

9. The Capital Grille - Baltimore

10. Bonefish Grill - Crofton

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