Diners' Choice: Good for special occasions restaurants in Eastern Shore

OpenTable

Updated 05 December 2024

Looking for the best special occasion restaurants 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!

Osprey Point Restaurant

4.9

4.9 (543)

$31 to $50

Contemporary American

Rock Hall

About the restaurant

Our fine dining restaurant has a reputation for being one of the best in Kent County. We pride ourselves on having a fresh seasonal menu, high quality ingredients and a chef that puts care into preparing every meal. The dining room's casual elegance will make you feel at home whether you are stepping off the dock or celebrating that special occasion. Please stop in for a drink and hors d'oeuvres at the bar or make a reservation for dinner. We welcome transient boaters throughout the season and offer free dockage while dining in our restaurant.

Top review

EileenVIP

Dined on 7 Dec 2024

This is a charming restaurant aimed at a mature guest. The menu is somewhat limited but we were able to make a nice selection. The main portions are on the small side and not quite as tasty as we had hoped. We were left wanting more for the price and build up of this establishment.

Bas Rouge

4.9

4.9 (959)

$50 and over

Contemporary European

Easton

About the restaurant

For party sizes of 6 guests or more, please call the restaurant at (410) 822-1637.
Bas Rouge is a modern European restaurant offering an impeccable integration of fine dining, a world class wine list, and elegant service. The high style and gorgeous interior offer inspiration in one of the Eastern Seaboard's cultural and historic gems, Easton, Talbot County, Maryland. The dining experience is refined, and the dishes are characterized by their polished adaptation of traditional Viennese and European classics, with ingredients from the finest local purveyors and farms.

Top review

Sandy

Dined 2 days ago

Always love the treat of dining at Bas Rouge. Great food, excellent service, in a beautiful setting.

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.

Bridges Restaurant - MD

4.8

4.8 (2073)

$30 and under

Contemporary American

Kent Narrows

About the restaurant

Bridges is an OpenTable "Top 100 Scenic View Restaurant in America". Located in the heart of the Chesapeake, Bridges restaurant offers unmatched waterfront dining featuring made-to-order dishes that are prepared from scratch using the finest hand-picked ingredients. Open daily for lunch and dinner, Bridges offers an award-winning happy hour Sunday through Friday. Come enjoy the spectacular views and taste the best of the Chesapeake Bay region!

Top review

Erin

Dined 5 days ago

Great food and wonderful service! Can’t wait to come back!

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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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!

Momma Maria's

4.8

4.8 (84)

$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

The Dive Club

4.8

4.8 (134)

$30 and under

Seafood

Cambridge

About the restaurant

Join us on the USS N. Nectar as we set sail across the Chesapeake Bay in search of the infamous Chessie.

During your journey, enjoy Shareable Plates, and Tropical Cocktails inspired by the Captains many adventures around the globe.

*We are a themed restaurant, and not an actual boat on the water*

Top review

HeatherVIP

Dined 1 day ago

We had not been in awhile, and it never disappoints!

18Twenty

4.5

4.5 (173)

$31 to $50

Contemporary American

Stevensville

About the restaurant

Farm to table dishes, craft cocktails, and a cozy, upscale casual atmosphere.

Top review

Rebecca

Dined on 29 Nov 2024

My adult family of 6 went to 18Twenty the evening after Thanksgiving since my kids were in town. We wound up in a gorgeous private room since it wasn't crowded that evening. The entire Manor was lit up and decorated for Christmas and it was really beautiful and festive. Food was wonderful--from the fresh oysters to the rockfish to the steak tips special of the evening. Service was attentive and lovely. It really was a perfect night.

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Popular dish

Sauteed Mussels

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