Diners' Choice: Great for outdoor dining restaurants in Greater Annapolis

OpenTable

Updated June 05, 2025

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

Carpaccio Tuscan Kitchen

4.7

4.7 (2408)

$30 and under

Italian

Annapolis

About the restaurant

Comfortable, yet Sophisticated. CARPACCIO offers more than just a menu of authentic Italian specialties. Revel in our uptown ambiance indoors or out while you savor the perfectly portioned and exquisitely flavored pastas, pizzas, meats and seafood dishes.
Experience downtown Annapolis on our fountain view patio and comfortably enjoy observing the passersby. Whether you’re meeting a friend for an appetizer and glass of wine or celebrating a family or corporate event, Carpaccio Tuscan Kitchen & Wine Bar combines flavour, service, authenticity, ambiance & style to bring you all the best that Italy has to offer.

Top review

Mohamedu

Dined 7 days ago

Excellent food - wonderful ambience - genuine Italian cuisine.

The Choptank - Annapolis

4.6

4.6 (1625)

$31 to $50

Seafood

Annapolis

About the restaurant

Local Chesapeake Seafood and Crabhouse featuring live entertainment, craft cocktails, carefully curated wine list, and the best scenic view of the Chesapeake in the region!

Top review

Alice

Dined 4 days ago

It’s a bustling busy place but the service is excellent as is the food. Great experience.

Donnelly’s Dockside

4.5

4.5 (392)

$30 and under

American

Arnold

About the restaurant

A neighborhood, family owned and operated restaurant and lounge located just off the Chesapeake Bay. Specializing in regional dishes and creative cuisine using only the freshest ingredients available. Serving Lunch, Dinner and Sunday Brunch Buffet.

Top review

John

Dined on Jun 12, 2025

Good neighborhood spot Good food—great onion rings -reasonable

True Food Kitchen - Annapolis

4.5

4.5 (784)

$30 and under

American

Annapolis

About the restaurant

True Food Kitchen is a chef-driven restaurant and scratch bar that was founded by Dr. Andrew Weil, the pioneer of integrative medicine, to provide food that tastes great and is good for you. Our menu features food and drinks crafted with nutrient-dense ingredients and carefully sourced proteins from the world’s most responsible and sustainable growers, farmers and producers. Expand your palate with our Edamame Dumplings, grab a bite of comfort food with our Grass-fed Burger or Lasagna Bolognese, or enjoy lighter fare with our O.G. Tuscan Kale Salad with Grilled Sustainable Salmon. Regardless of the occasion, we know our Annapolis guests leave feeling energized, satisfied and most importantly, feeling great. Located in Annapolis at Annapolis Town Center, at the corner of Harker Place and Town Centre Boulevard, across the street from Target. New flavors, new combinations, new obsessions. Come see us for something completely new and delicious.

Top review

Jennifer

Dined on Jun 7, 2025

Friendly service, nice variety of healthy food- no seed oils, organic, GMO and hormone free

Rams Head Tavern - Annapolis

4.4

4.4 (1744)

$30 and under

American

Annapolis

About the restaurant

For over 30 years, Rams Head has been an award-winning favorite serving creative tavern fare. Rams Head offers an outstanding happy hour, a legendary beer selection, and extraordinary live music 7 nights a week. Whether in one of the cozy dining rooms, the historic pub, or on the Wisteria-covered patio, you'll see why so many Annapolitans consider Rams Head their second home. .

We do not accept reservations for outdoor dining.

Have tickets to a show at Rams Head On Stage? If taking advantage of our FREE Premium On Stage Experience, please make note in the 'special request' section while making your reservation.

Top review

Robert

Dined 5 days ago

Not only convenient to the concert venue but good food and great service

Cooper's Hawk Winery & Restaurant - Annapolis, MD

4.4

4.4 (7385)

$30 and under

American

Annapolis

About the restaurant

Experience the perfect fusion of award-winning wines, Napa-style tasting rooms, and modern casual dining at Cooper's Hawk Winery & Restaurants. Enjoy contemporary American cuisine influenced by international flavors from our scratch kitchen. Each dish is expertly paired with our selection of wines for the best food and wine match. Whether you explore the tasting room for a pre- or post-dinner adventure or join the world's largest wine club, we believe in the power of food and wine to create lasting connections. Dining reservations are highly recommended, but walk-in guests are always welcome on a first-come, first-serve basis. Gluten-free and vegetarian dishes are available.

Top review

Gary VIP

Dined 7 days ago

Enjoyed our evening out ... both at the tasting as well as dinner. The wines at the tastings are plenty, delicious, and provided by friendly and informative servers. Dinner was outstanding and Anna M (our server was friendly, attentive and focused on our experience. Looking forward to another visit to Coopers Hawk!!

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Popular dish

Shrimp and Scallop Risotto

4.4

4.4 (51)

$30 and under

Mexican

Annapolis

About the restaurant

Latin inspired Tavern with daily specials and creative cocktail menu.

Top review

Terry

Dined on Jun 7, 2025

Delicious food. Good service. Attractive and cozy

O'Brien's Oyster Bar & Seafood Tavern

4.2

4.2 (468)

$30 and under

Seafood

Annapolis

About the restaurant

We take pride in offering honest local Chesapeake cuisine in a comfortable setting. Our bar is legendary and well known in the boating and Naval Academy community. Our full menu is available until 10pm and we offer a late pub menu till closing. Check our calendar for after dinner music and entertainment.

Top review

DavidVIP

Dined 2 days ago

One of the best crab appetizers I e ever had! Wow!

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Popular dish

Crab Cake

THE LODGE PASADENA

4.2

4.2 (69)

$30 and under

American

Pasadena

About the restaurant

Local Flavors, Rustic Charm
There’s nothing quite like enjoying a meal made with locally sourced ingredients while surrounded by the peacefulness of a countryside setting. The simplicity of rustic dining is refreshing, as it focuses on natural flavors and wholesome ingredients. Every bite is bursting with flavor and nutrient rich goodness. Not only does this type of cuisine satisfy our taste buds, it also provides us with a healthier and more sustainable way of eating.

Top review

DARLENE

Dined on Jun 15, 2025

This was our first visit to The Lodge, but it will not be our last. Everything was amazing, including our Server, Tori. Even the personal care shown by the management was exceptional. They take the number one spot on my recommendation list.

Urbano - Annapolis

3.6

3.6 (47)

$30 and under

Mexican

Annapolis

About the restaurant

Are you ready to embark on a flavor -packed journey through the heart of Mexico, right here in Annapolis Town Center? Urbano Tex Mex invites you to experience the vibrant colors, bold spices, and authentic tastes of Tex- Mex cuisine like never before.

At Urbano Tex Mex, we are passionate about bringing together the best of Texan and Mexican culinary traditions. Our chefs blend premium ingredients with time-honored recipes to create mouthwatering dishes that will tantalize your taste buds.

Top review

MarnieVIP

Dined 7 days ago

Food was great. Chips and salsa amazing. Server was attentive. Unfortunately went on one on the hottest days this summer and the air conditioning in restaurant could not keep up. We felt badly for the servers who were working hard.

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