We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Book a Stay + Win a Getaway Book your hotel on TripAdvisor and you could win a great trip!

The Masthead at Pier Street

Certificate of Excellence
$$ - $$$
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
106 W Pier St, Pier Street marina, Oxford, MD 21654-1345
11:30 am - 9:00 pm
Closed now
All hours
Sun - Sat 11:30 am - 9:00 pm
More Info
Add Photo Write a Review

140 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Showing 140: English reviews
Media, Pennsylvania
Level Contributor
5 reviews
5 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 3 weeks ago

What could be better than cracking a dozen jumbo crabs at a table right next to the water? Can't wait until they reopen for 2017 season!

Thank winerdiner2016
Philadelphia, Pennsylvania
Level Contributor
4 reviews
3 restaurant reviews
5 of 5 bubbles Reviewed September 19, 2016

Delicious meal with a spectacular view of the harbor at sunset. It's not a fancy place but it has all the charm that made our dining experience unforgettable.

Thank Synthkat
Pasadena MD
Level Contributor
145 reviews
88 restaurant reviews
common_n_restaurant_reviews_1bd8 87 helpful votes
3 of 5 bubbles Reviewed September 13, 2016

The restaurant is hidden away in a great riverside location. There is nothing fancy about the restaurant but it is notable for being the location for filming of the movie "Failure to launch". The menu has most of the typical riverside meals including steamed crabs and Maryland crab soup. We tried the soup, which was very good, and the lobster... More 

Thank AFsilverfox52
Oxford, MD
Level Contributor
5 reviews
5 restaurant reviews
5 of 5 bubbles Reviewed September 12, 2016 via mobile

Food was good, service slow at times but usually good. Been here several times and Val the bartender is excellent. One of the owners is usually there and open to comments.

Thank iorsailor
Level Contributor
140 reviews
99 restaurant reviews
common_n_restaurant_reviews_1bd8 47 helpful votes
5 of 5 bubbles Reviewed September 12, 2016

a large group of our family went to Masthead last Thursday night and they treated us very well! We sat on the patio and enjoyed the beautiful view. Several at my table said their fish and chips was the best they had ever had since it was rock fish and not the usual cod. I had the fish tacos and... More 

Thank mmfromflorida
Level Contributor
7 reviews
6 restaurant reviews
2 of 5 bubbles Reviewed September 5, 2016

In a posh town like Oxford, this place should be better. Food is--well you don't come here for that. The lumps of crab on the salad were broiled. They looked brown and old because of that. The so-called cornbread croutons were deep-fried and seemed like most of the food--old. For what should be a fun bar place, the wine and... More 

Thank Michael B
Bunker Hill WV
Level Contributor
48 reviews
34 restaurant reviews
common_n_restaurant_reviews_1bd8 12 helpful votes
3 of 5 bubbles Reviewed August 31, 2016

The saving grace to this very average lunch was the wine list! The food appeared to have been frozen, not fresh! I am sure that there were better places available. We just chose the wrong one!

Thank Mary R
wendypalmer, Owner at The Masthead at Pier Street, responded to this review

Mary- Thanks for being kind about the beautiful location and wine list, but ouch, what did you have to eat? I will say that we have some items that come in frozen- French fries for one, but we do not serve frozen food items as a standard. If you would please contact me to discuss your review, I would love... More 

Cambridge, Maryland
Level Contributor
10 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 7 helpful votes
3 of 5 bubbles Reviewed August 28, 2016 via mobile

I ordered the "lump crabmeat" crab cakes. There was one small piece of lump about the size of my little fingernail......I guess if I wasn't born and lived on the Eastern Shore of Maryland all my life I would have believed it to be lump! Waitress was very nice and attentive.

Thank cindy j
wendypalmer, Owner at The Masthead at Pier Street, responded to this review

Cindy- Thanks for taking the time to review us on Trip Advisor. Glad you enjoyed the view and the service. I hope you enjoyed the taste of the crab cake! I know as well as you that Eastern Shore Lump is important, so I have instructed with the prep cook that is mixing the crab cakes to please be more... More 

Rockaway, NJ
Level Contributor
37 reviews
12 restaurant reviews
common_n_restaurant_reviews_1bd8 8 helpful votes
4 of 5 bubbles Reviewed August 23, 2016

First night in Oxford and we ate at the Masthead. The food was very good and the location on the river was great. Watched the sunset from our table.

Thank Ken N
wendypalmer, Owner at The Masthead at Pier Street, responded to this review

Ken, Thanks for taking the time the time for sharing on Trip Advisor. We rely on guests to share their experience with others! We hope to see you again soon! Wendy Palmer Owner More 

New York City, New York
Level Contributor
4 reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed August 22, 2016 via mobile

Above and beyond expectations. What an incredibly fun and memorable rehearsal dinner at the Masthead. They set up a private section with a bar and buffet area, all beautifully decorated including sweet chalkboard messages to the bride and groom, Sunflowers on the tables and margaritas served in mason jars. The food was delicious and plentiful, at a very reasonable cost.... More 

Thank Sue S
wendypalmer, Owner at The Masthead at Pier Street, responded to this review

Sue- Thanks so much for taking the time to rave about your event here at The Masthead! We loved seeing the happy couple enjoy their family and friends! Best wishes to them! We hope to see you again on your next visit to Oxford! Wendy Palmer Owner More 

Travelers who viewed The Masthead at Pier Street also viewed

Oxford, Talbot County

Been to The Masthead at Pier Street? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing
Improve this listing

Restaurant Details

Rating summary
  • Food
    3.5 of 5 bubbles
    4 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    4.5 of 5 bubbles
American, Bar, Seafood
Lunch, Dinner
Restaurant features
Highchairs Available, Takeout, Outdoor Seating, Seating, Waitstaff, Parking Available, Serves Alcohol, Full Bar, Accepts Mastercard, Accepts Visa, Accepts Discover, Reservations, Wheelchair Accessible
Good for
Large groups, Special occasions, Scenic view, Kids, Families with children
Open Hours
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
Location and Contact Information
  • Address: 106 W Pier St, Pier Street marina, Oxford, MD 21654-1345
  • Location: United States  >  Maryland (MD)  >  Talbot County  >  Oxford
  • Phone Number: 14102265171
Perfect setting for a rehearsal dinner, family reunion or class reunion!

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of The Masthead at Pier Street and other visitors
2 questions
Ask a question
Squaw Valley, California
2 months ago

See all questions (2)

Questions? Get answers from The Masthead at Pier Street staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?