Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Washington, D.C. Area
  4. Maryland - DC Suburbs
  5. Leonardtown

Best Date Night restaurants in Leonardtown

Price
Cuisine
Regions
Areas
Top Rated
Dining Options
Seating Options
Award-winning
Accessibility

365 restaurants available nearby

How are Featured results ranked

A photo of The Front Porch - Leonardtown restaurant
4.2
Awesome(1233)
$$$$
• Southern • Leonardtown
Booked 12 times today
Another very good experience. Food was excellent as always and had a greater server. I like to be seated upstairs because it's quiet.
A photo of Il Piccolo Morso restaurant
5.0
Exceptional(607)
$$$$
• Italian • Leonardtown
Booked 5 times today
The Monday night specials are hard to beat. Chicken Parmesan was the special with a Caesar salad. Absolutely delicious. Peter was our waiter and did a terrific job. Remains the best Italian restaurant in Leonardtown… And Southern Maryland!
A photo of Sushi By Bou - DC @ CitizenM Hotel L'enfant Plaza restaurant
4.7
Exceptional(369)
$$$$
• Sushi • Washington
Every time I go to Sushi By Bou at the Citizen M in DC it gets better. Chef Alex is always pushing the boundaries on Omakase and his flavor profiles and choices have reached a new level. Very fresh fish with perfect accompaniments and it's a can't miss experience for any sushi lover. And the entire staff is so friendly, warm, and welcoming. Highly highly recommended!
A photo of Moonraker restaurant
4.6
Exceptional(647)
$$$$
• Japanese • Southwest Waterfront
Booked 20 times today
Had an amazing time! Delicious food, stunning views, fantastic service, great ambiance! Absolutely no complaints.
A photo of Gordon Ramsay Hell's Kitchen - Washington DC restaurant
4.4
Awesome(2445)
$$$$
• American • Southwest Waterfront
Booked 111 times today
Bucket list dinner for us for sure! Derek our server was the absolute best and the food was incredible!
A photo of Dirty Habit | The Glass House restaurant
4.3
Awesome(2468)
$$$$
• Bar / Lounge / Bottle Service • Penn Quarter
Booked 23 times today
Great atmosphere, excellent service and food! Would definitely go back!
A photo of Moon Rabbit by Kevin Tien restaurant
Icon
4.8
Exceptional(1560)
$$$$
• Vietnamese • Washington
Booked 79 times today
Another phenomenal dining experience at Moon Rabbit. It’s a place I visit every time I’m in D.C. - and tonight’s dinner reminded me why. I had the Chef’s Tour of Vietnam, which was a multi course tasting menu showcasing modern Vietnamese food with French techniques and influences. The level of precision and appearance of each dish was matched by the equally complex and delicious flavors. The emotion and care by Chef Tien and the kitchen was evident in every bite. The cocktail and wine program are well curated to enhance the cuisine, with a nice selection of non alcoholic beverages as well. The world class service and hospitality made the dinner one to remember. I can’t wait to return!
A photo of Josephine - Old Town restaurant
4.8
Exceptional(1969)
$$$$
• French • Alexandria
Booked 108 times today
Delicious food. Brittany was an amazing server. Thank you!
A photo of dLeña restaurant
4.6
Exceptional(2900)
$$$$
• Mexican • Mount Vernon Square
Booked 86 times today
We had such a lovely experience dining at dLeña! Food was delicious and staff was wonderful. I highly recommend the seafood enchiladas! We absolutely will be coming back!
A photo of The Island Hideaway restaurant
4.7
Exceptional(750)
$$$$
• Contemporary American • Solomons
Booked 14 times today
The best restaurant on the island. They know what they are doing and it’s always perfect.

See what locals rave about

From verified diners like you
From verified diners like you
  • Daniel W
    New York City •12 reviews
    5.0
    Dined 2 days ago
    Every time I go to Sushi By Bou at the Citizen M in DC it gets better. Chef Alex is always pushing the boundaries on Omakase and his flavor profiles and choices have reached a new level. Very fresh fish with perfect accompaniments and it's a can't miss experience for any sushi lover. And the entire staff is so friendly, warm, and welcoming. Highly highly recommended!
    More info
    Sushi By Bou - DC @ CitizenM Hotel L'enfant Plaza$$$$• Sushi• Washington
    •
    4.7
  • Travis
    Washington, D.C. Area •4 reviews
    5.0
    Dined 4 days ago
    The best restaurant on the island. They know what they are doing and it’s always perfect.
    More info
    The Island Hideaway$$$$• Contemporary American• Solomons
    •
    4.7
  • cindy
    Memphis / West Tennessee •2 reviews
    5.0
    Dined 5 days ago
    David was a great server and treated us like royalty. We had a wonderful dinner.
    More info
    RPM Italian - DC$$$$• Italian• Mount Vernon Square
    •
    4.8
  • Angela
    Stuttgart •1 review
    5.0
    Dined on 28 Oct 2026
    I had an absolutely fantastic experience! I put on my Open Table reservation that I was celiac, and they were ready and waiting for me when we arrived. Our incredibly knowledgeable server went over all the gluten free safety protocols they employ in general and ones they were doing that night. The pasta was so good I almost had to double check, that's how good it was! But it was indeed gluten free and I didn't get sick. This is the best gluten free pasta I have had other than one time I had freshly made on the spot gf pasta in Europe. The service was absolutely excellent, dedicated, and super duper helpful, and we had a lovely time! Thank you for making our anniversary dinner so special!
    More info
    Il Piccolo Morso$$$$• Italian• Leonardtown
    •
    5
  • James
    Washington, D.C. Area •4 reviews
    5.0
    Dined on 22 Oct 2026
    Another very good experience. Food was excellent as always and had a greater server. I like to be seated upstairs because it's quiet.
    More info
    The Front Porch - Leonardtown$$$$• Southern• Leonardtown
    •
    4.2
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Businesses
  • Restaurant Management Solutions
  • Restaurant Booking Software
  • Restaurant Marketing Software
  • Restaurant Event Software
  • OpenTable For Restaurants
  • OpenTable For Restaurant Groups
  • Restaurant Resources
  • OpenTable Pricing & Plans
Join us on
  • Privacy policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Accessibility Statement
  • Cookie Preferences
Copyright © 2026 OpenTable Australia Level 22, 357 Collins Street, Melbourne, Victoria - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo