Diners' Choice: Neighbourhood gem restaurants in Eastern Shore

OpenTable

Updated 05 December 2024

Looking for the best restaurants that are the best neighbourhood gems in Eastern Shore? You’re in the right place. Each month, OpenTable analyses nearly 2 million global diner reviews from the past four months. We sort the results by location and category to help you discover new favourite restaurants. It's a great partnership: you book, eat, and review. We listen...and deliver the results for all to benefit. Enjoy!

The Stewart

4.9

4.9 (159)

$31 to $50

Dining Bar

Easton

About the restaurant

The Stewart is an intimate bar-and-lounge in the heart of Easton, MD, with an unparalleled focus on the very finest of single malt Scotch whiskeys and vintage Champagnes. Upon entrance, guests are transported to a sphere of sheer refinement and spirit sophistication where one of the most impressive assemblages of Scotch in America is gloriously ensconced in the eloquent Federal Street enclave. An elegant evening progresses in an atmosphere of updated and distinguished Highland splendor: gleaming dark woods, handsomely refurbished period seating, gilt-framed oil paintings of Highland scenes, an intricately pargeted plaster ceiling, and, naturally, tartans galore. A crackling fire in the cooler months provides cozy ambient undertones within an 18th century walnut and brass trumeau chimney.

Top review

Macey

Dined 7 days ago

The Stewart was a little piece of heaven on our getaway to the Eastern Shore! Def recommend for a fabulous date night.

The Wardroom

4.9

4.9 (237)

$31 to $50

Market Cuisine

Easton

About the restaurant

The Wardroom is situated on a prominent corner in historic downtown Easton, Maryland, in what was formerly The Brick Hotel — considered a marvel of its time in the mid-19th century. The gastronomic, European-style shop and bistro offers handmade pastas, house-cured meats, and artisanal chocolates from top French chocolatier, La Maison du Chocolat. Both a pasta and wine bar, the Wardroom’s menu consists of authentic Italian pasta dishes, cheese and charcuterie plates customized for each guest, and seasonal salads and antipasto dishes. The basement houses an extensive wine cellar and intimate tasting room called The Locker, as well as a temperature-controlled cheese “cave,” and a kitchen where chefs produce fresh pasta each day.

Top review

ScottVIP

Dined on 11 Dec 2024

Great service and food, as usual. Never had a disappointing experience

Theo's Steak, Sides & Spirits - St. Michael's

4.8

4.8 (1617)

$31 to $50

Steakhouse

St Michaels / Tilghman Island

About the restaurant

Welcome to the original Theo's Steakhouse, located on Talbot Street in charming St. Michaels, Maryland. We serve hand-carved steaks, craft cocktails, local seafood, upscale appetizers and all-American classics. Add flair to your meal and book a champagne sabering; extend your dinner party and finish with dessert and a port tonging. Happy hour is 4-6 pm Tuesday through Sunday. Shorts & boat shoes welcome!

Top review

WilliamVIP

Dined 4 days ago

Always wonderful! Chance is the best! Husband loved the Steak Diane & I always order the Thanksgiving dinner

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t at The General Store

4.8

4.8 (744)

$30 and under

Contemporary American

St Michaels / Tilghman Island

About the restaurant

We offer a local farm-to-table menu. Best described as American cuisine with a healthy twist, we prepare our dishes fresh daily. We use no added salt, bringing tea infusion as a flavor and spice. We have a full bar with hand-crafted cocktail specials. Located inside the historic Royal Oak General Store, you will find a fun, modern decor.

Top review

AnneVIP

Dined 1 day ago

As always everything was great! The food and service never disappoints! I’ve never had a bad meal and neither has anyone I’ve had dinner with at t at the General Store !

Amalfi Coast Italian + Wine Bar

4.8

4.8 (937)

$30 and under

Italian

Stevensville

About the restaurant

Benvenuti! Join us for traditional southern Italian food with a focus on dishes from the sun-splashed Amalfi Coast. Featuring an array of mouth-watering pasta, fresh seafood, char-grilled flatbread and more.

Top review

kellyVIP

Dined on 25 Nov 2024

We had a nice evening celebrating a birthday with half priced wine and terrific friends! Excellent service and delicious food!

Caroline's

4.8

4.8 (119)

$31 to $50

Farm-to-table

Denton

About the restaurant

Caroline's Table is a unique farm to table restaurant in the heart of the Eastern Shore. Chef Ken Zellers sources locally grown and harvested seafood, proteins and vegetables and works magic to elevate them into a memorable dining experience. The restaurant is housed in a historic building that has been lovingly restored. It was formally the town doctors house with his office in a small adjacent building. In addition to the main restaurant, THE SIDEBAR is located in the small building and serves up more casual fare including house made sourdough pizzas, fresh soups, salads and unique charcuterie boards. Reservations are encouraged for Caroline's Table and can be made by calling/texting the restaurant directly at 410-490-4495. Please note that The Sidebar is open only seasonally and closed in the Fall/Winter months.

Top review

Jennifer

Dined 6 days ago

Great food and service. Had a wonderful evening at Caroline’s!

RUDE BODEGA

4.8

4.8 (183)

$31 to $50

Latin American

Easton

About the restaurant

La Bodega is a celebration. Celebrating all of life by sharing in the freshest most authentic Latin American foods & drinks. Recognized by OpenTable for Eastern Shore's Best Overall, Best Food & Best Value. Amor y Risa (Love & Laughter).

Top review

Steve

Dined on 13 Dec 2024

Fun spot, service was very good, we need to understand the menu better, but overall pleased with our meal

The Retriever Bar & The Decoy Bottle Shop

4.8

4.8 (49)

$30 and under

American

Chestertown

About the restaurant

The Retriever is a bar with great dining and the most extensive spirits selection around. Please note that even though we serve food we are classified as a bar and all guests must be 21 years old.

Top review

Peter

Dined 5 days ago

Hidden treasure. Incredible extra long narrow marble bar in the front and beautiful dining room in the back with a wine lounge feel. Wait staff was phenomenal.

Momma Maria's

4.7

4.7 (85)

$31 to $50

Mediterranean

Trappe

About the restaurant

Welcome to Momma Maria’s Mediterranean Bistro & Bar. Our menu offers mouth-watering, stone-hearth artisan pizzas created right in front of you, or a variety of dishes that embody the bold tastes of Italy and Greece. Chef Christopher Clark combines classic Mediterranean flavors with local seasonal ingredients and has created a menu that tastes as exquisite as it looks. Whether you’re in the mood for a beer & wings or a glass of Cabernet & a filet mignon— at Momma Maria’s we offer something for everyone.

Top review

Sue

Dined on 12 Dec 2024

Lovely interior. Food very good… and half price bottle of wine! Highly recommend

Limoncello

4.6

4.6 (1245)

$30 and under

Italian

St Michaels / Tilghman Island

About the restaurant

Benvenuti! Join us for traditional Italian food reflecting the flavors of Southern Italy in a casual trattoria setting. We offer you and your guests a lovely Italian atmosphere with a friendly, courteous, attentive staff.

Located in the heart of St. Michaels, one of the nation’s best small coastal towns, Limoncello Italian Restaurant and Wine Bar serves up authentic and approachable favorites for lunch and dinner daily.

Whether you are just docking from a morning boat adventure, strolling the irresistible boutiques on Talbot St. or crossed the Bay Bridge for some Eastern Shore fun, be sure to fuel up at St. Michaels’ favorite spot in town for Italian fare.

Top review

RonnieVIP

Dined 1 day ago

We often go to Limoncello for dinner, but this time we went for lunch. There were lots of menu options, and my husband and I were both very satisfied with our meals. As always, the ambience was lovely.

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