Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Baltimore / Maryland
  4. Eastern Shore
  5. Trappe

Best Cocktail Bars in Trappe

Price
Regions
Areas
Top Rated
Dining Options
Seating options
Accessibility

6 restaurants available nearby

How are Featured results ranked

A photo of Momma Maria's restaurant
4.7
Exceptional(122)
££££
• Cocktail Bar • Trappe
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!
A photo of Seasalt Annapolis restaurant
4.6
Exceptional(403)
££££
• Cocktail Bar • Annapolis
Booked 8 times today
This is a really fantastic dining experience - every detail is carefully thought through. A special shout out to the bartending staff who make the most amazing craft cocktails - it's worth stopping in to Sea Salt even if all you want is a cocktail and a nibble! We were there for dinner, though and it was amazing. I look forward to my next visit.
A photo of Level Small Plates Lounge restaurant
4.2
Awesome(2329)
££££
• Cocktail Bar • Annapolis
Booked 5 times today
This is a fun, small plates restaurant with a moderately eclectic menu. Every dish we have tried was very good. One note though, the small plates are slightly bigger than 'small' but we enjoyed that fact.
A photo of Sports & Social - Maryland Live! restaurant
3.4
Very Good(199)
££££
• Cocktail Bar • Hanover
Booked 27 times today
The atmosphere was great for watching the game, and the smoke machines during touchdowns were a nice touch. The food was also excellent! Be sure to book the right table (booths!) for the best experience.
A photo of Harold Black - Annapolis restaurant
4.3
Awesome(98)
££££
• Cocktail Bar • Annapolis
Booked 7 times today
Always a great time here! Great drinks, good service, and great food. Never have we been disappointed when dinning and drinking at Harold Black. The basement speak easy with exposed brick and antique lighting is the perfect date night!
A photo of Il Piccolo Morso restaurant
5.0
Exceptional(597)
££££
• Cocktail Bar • Leonardtown
We enjoy this restaurant for its great food and wonderful service. I have food issues and they work around them seamlessly. The menu is varied and always a great choice, then their daily specials are out of this world. You will enjoy whatever you try and be open to trying everyone else's dishes too. Enjoy a great time for families or couples. Everyone is welcome.

See what locals rave about

From verified diners like you
From verified diners like you
  • KeithGold
    Baltimore / Maryland •24 reviews
    5.0
    Dined 6 days ago
    This is a fun, small plates restaurant with a moderately eclectic menu. Every dish we have tried was very good. One note though, the small plates are slightly bigger than 'small' but we enjoyed that fact.
    More info
    Level Small Plates Lounge$$$$• American• Annapolis
    4.2
  • CurtisGold
    Philadelphia County •16 reviews
    5.0
    Dined 7 days ago
    The atmosphere was great for watching the game, and the smoke machines during touchdowns were a nice touch. The food was also excellent! Be sure to book the right table (booths!) for the best experience.
    More info
    Sports & Social - Maryland Live!$$$$• American• Hanover
    3.4
  • Jacy
    Washington, D.C. Area •1 review
    5.0
    Dined on 12 Sept 2026
    We enjoy this restaurant for its great food and wonderful service. I have food issues and they work around them seamlessly. The menu is varied and always a great choice, then their daily specials are out of this world. You will enjoy whatever you try and be open to trying everyone else's dishes too. Enjoy a great time for families or couples. Everyone is welcome.
    More info
    Il Piccolo Morso$$$$• Italian• Leonardtown
    5
  • Joyce
    Washington, D.C. Area •36 reviews
    5.0
    Dined on 12 Sept 2026
    This is a really fantastic dining experience - every detail is carefully thought through. A special shout out to the bartending staff who make the most amazing craft cocktails - it's worth stopping in to Sea Salt even if all you want is a cocktail and a nibble! We were there for dinner, though and it was amazing. I look forward to my next visit.
    More info
    Seasalt Annapolis$$$$• Seafood• Annapolis
    4.6
  • Maude
    New York City •2 reviews
    5.0
    Dined on 27 Aug 2026
    The food here is always excellent. We love Wednesday and Thirsday 1/2 price bottles of wine. I had the Cod special and it was delicious. Ready to come back for my next meal!
    More info
    Momma Maria's$$$$• Mediterranean• Trappe
    4.7
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
  • Impressum
  • Cookies and Interest-Based Ads
  • Accessibility Statement
  • Cookie Preferences
Copyright © 2026 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - 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