Diners' Choice: Good for groups restaurants in Eastern Shore

OpenTable

Updated 05 September 2026

Looking for restaurants that are great for groups 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!

Amalfi Coast Italian + Wine Bar

4.8

4.8 (1184)

$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

Andrew

Dined 7 days ago

Our waitress Jamie was great, very knowledgeable about the menu and very professional. The food was amazing amazing, the atmosphere relaxed and comfortable. We had a wonderful time and are looking forward to returning

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Popular dish

Crispy Brussels Sprouts

The Wardroom

4.8

4.8 (396)

$31 to $50

Italian

Easton

About the restaurant

The Wardroom is an inviting, Italian-inspired restaurant in historic Easton, Maryland, from Bluepoint Hospitality Group. Led by James Beard Award–winning Chef Harley Peet, the menu celebrates the spirit of Italian cuisine and convivial, family-style dining, featuring classic antipasti, handmade pastas, and for-the-table entrées such as whole grilled branzino and prime double-cut New York strip. The experience is complemented by a Wine Spectator Award of Excellence–winning, all-Italian wine list and thoughtfully crafted seasonal cocktails.

Hidden beneath The Wardroom, The Locker offers an unparalleled private dining experience in the heart of our
wine cellar. Surrounded by more than 400 Italian wine selections, the space accommodates up to 12 guests in an
intimate environment shaped by terroir, tradition, and the craftsmanship of Italy’s most renowned producers.

Top review

robert

Dined 5 days ago

All great Todd selected a great wine Elizabeth was outstanding as usual

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Experience

8 - The Many Faces of Syrah

Experience

10 - Vintage Bordeaux

Experience

11 - Vintage Champagne

Ava’s Pizzeria & Wine Bar - St. Michaels

4.8

4.8 (289)

$31 to $50

Pizzeria

St Michaels / Tilghman Island

About the restaurant

Where comfort meets craft in the heart of downtown historic St. Michaels, Maryland. Ava's Pizzeria & Wine Bar is a neighborhood favorite and a destination worth the drive, serving scratch-made Neo-Neapolitan and Detroit-style pizzas, creative small plates, and a thoughtfully curated wine and cocktail menu. Our dog-friendly four-season patio features a retractable roof, fireplaces, and a beer-tap waterfall, making it a year-round gathering spot for locals, visitors, couples, and families alike. Named "Best Local Pizza" by What's Up Eastern Shore Magazine for 17 consecutive years, we can't wait to welcome you to Ava's.

Top review

Marjee

Dined on 11 Sept 2026

Memorable Detroit style pizza and be sure to leave some room for dessert. Our server was exceptional, friendly, funny and attentive. This place is a gem.

The Retriever Bar & The Decoy Bottle Shop

4.8

4.8 (154)

$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

RebeccaGold

Dined on 8 Sept 2026

We love the Retriever! Everything about it is amazing- the food, the bar program, and the service. All of that, and the space is beautiful, and the staff is friendly and knowledgeable about both the food and beverages.

Ava's Pizzeria & Wine Bar - Cambridge

4.7

4.7 (111)

$30 and under

Italian

Cambridge

About the restaurant

Where comfort meets craft in the heart of downtown historic Cambridge, Maryland. Ava's Pizzeria & Wine Bar is a neighborhood favorite, serving scratch-made Neo-Neapolitan and Detroit-style pizzas, creative small plates, and a thoughtfully curated wine and cocktail menu. Located near the Choptank River, our Cambridge location offers a welcoming atmosphere where guests can enjoy in-house-made dishes with locally sourced ingredients.

Top review

KevinGold

Dined 7 days ago

Great location, fantastic food and tremendous servers and warm service

Momma Maria's

4.7

4.7 (122)

$31 to $50

Mediterranean

Trappe

About the restaurant

Welcome to Momma Maria’s Mediterranean Bistro & Bar. We offer mouth-watering, stone-hearth artisan pizzas created right in front of you, and a variety of dishes that embody the bold tastes of Italy and Greece. Our kitchen team combines classic Mediterranean flavors with local seasonal ingredients and creates menus that taste as exquisite as they look. Want a beer and smoked wings, or a glass of Cabernet and a seared filet mignon? At Momma Maria’s, we offer something for everyone. Yia Mas!

Top review

Maude

Dined on 27 Aug 2026

The food here is always excellent. We love Wednesday and Thirsday 1/2 price bottles of wine. I had the Cod special and it was delicious. Ready to come back for my next meal!

Hunters' Tavern at the Tidewater Inn

4.5

4.5 (749)

$31 to $50

American

Easton

About the restaurant

Situated in the historic Tidewater Inn, Hunters’ Tavern brings relaxed fine dining and impeccable service to Easton, Maryland. Offering award-winning happy hour specials, breakfast, lunch, dinner, and Sunday Brunch, Hunters’ Tavern is one of the finest Easton restaurants for any occasion. If you’re searching for restaurants in Easton with a true Maryland dining experience, try our fresh crab cakes or cream of crab soup. Looking for something new? Order one of our inspired appetizers ½ off during our signature happy hour. Hunters’ Tavern is proud to offer fresh and delicious American cuisine in Easton, MD. Make a reservation today and inquire about our private dining room for intimate gatherings.

Top review

Erica

Dined on 7 Sept 2026

Great experience! Dexter is fantastic always good consistent food and service highly recommend!

Limoncello

4.5

4.5 (1559)

$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

VickyGold

Dined on 7 Sept 2026

Always happy to return here when in St Michael’s. Great food - extensive menu, wine & drink list - they do Italian very well. Dined mid afternoon with a holiday bare bones staff but the service was still great! Highly recommend!

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Popular dish

Calamari Fritti

Talbot St. Tavern

4.5

4.5 (65)

$30 and under

American

St Michaels / Tilghman Island

About the restaurant

At Talbot St. Tavern, you can enjoy handcrafted food using locally sourced ingredients along with Maryland’s best spirits & craft beers. We take pride in our carefully crafted menu, made from the finest, local ingredients. Our commitment to quality means that each dish is prepared with care and attention. From classic pub fare to more adventurous options, our menu has something for everyone!

Whether you want to unwind with a pint of your favorite beer or try one of our signature cocktails, our bar has something for everyone. We carefully curated a selection of drinks, and our knowledgeable bartenders and staff will ensure that your experience at our bar is nothing short of exceptional.

At Talbot St. Tavern, we are always providing our customers with weekly specials and the best in local entertainment. Come enjoy a night out with live music and great food and drinks!

Top review

MyraGold

Dined 6 days ago

The team continues to create fabulous food choices that work with my many dietary restrictions and allergies!

18Twenty

4.4

4.4 (278)

$31 to $50

Contemporary American

Stevensville

About the restaurant

18TWENTY Bar & Restaurant features house-made dishes with the finest locally sourced ingredients from Chesapeake Bay to mouth-watering desserts and cocktails. Savor grass-fed, perfectly aged beef or regionally inspired seafood dishes with international-influenced flavors.

Top review

Joe

Dined 4 days ago

Perfect environment for quiet conversation over an excellent dinner accompanied by outstanding service. Couldn’t be better!

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