Memorial Day Weekend in Ocean City, Maryland

Last weekend, my sister, Jennifer, and I spent the unofficial kickoff to summer, Memorial Day Weekend, in Ocean City, Maryland and had the best time. I wanted to share a short recap of our trip — much of what we did was the same as back in 2022, when we also found ourselves in OCMD for MDW, but we did try some new-to-us places we ended up loving so wanted to share!

Before our trip, I grabbed the gingham skort I’m wearing in the picture above at Old Navy and I am loving it for summer! It comes in several different colors and patterns, and runs true to size. I just paired it with a simple white tank I got at Target and these neutral slide sandals, also from Target!


As with the last couple of times we went to Ocean City, we stayed at the pink Holiday Inn right on Coastal Highway. We really love this hotel — the rooms are clean and recently renovated (they’re super cute — they have a retro beach feel) , it’s right on the ocean, and has an amazing pool + swim up bar. Since our last trip, they have completely renovated the pool deck, making the pool larger, adding additional seating, and redoing the bar and little grill that’s open for lunch. They took out a large tennis court no one ever used to do so, and makes such better use of the space. We thought it was really well done and felt luxurious — you kind of forget it’s a Holiday Inn!

While there’s definitely a time and place for a beach trip where you rent a condo or a house — we’re doing that later this summer! — for a quick trip, the conveniences of the hotel really make all the difference. There’s no lugging chairs or coolers, just bring your beach bag and you’re set! We spent both Saturday and Sunday out by the pool reading, taking dips, grabbing a frozen cocktail, going for walks on the beach, and enjoying lunch at the poolside grill. It was perfect — nothing beats a beach day in my book.


Hammerheads — we got into town Friday around lunchtime and decided to eat on the Boardwalk. We had initially been planning to eat at a different place, but when we walked by Hammerheads, we thought it looked like the perfect place to kick off our beach trip. Their patio is right overlooking the ocean and littered with colorful umbrellas. We ended up enjoying our time there for a few hours — I had an amazing southwest-style salad and Jennifer had a “cheeseburger in paradise” and then we both enjoyed some fresh squeezed orange crushes, a local speciality made with vodka, triple sec, fresh orange juice, and topped off with sprite. We loved this spot and said we definitely want to come back once we’re in town.

Ropewalk — this was a new-to-us restaurant the last time we were in OCMD, and we loved it so much that we knew we wanted to come back this trip. After dining here a second time, we decided it’s our top spot to do dinner in Ocean City. It’s right on the Bay, so you get an incredible sunset, and they have an amazing patio + bar outside so you can enjoy your wait — this is the kind of place where the wait is half the fun! (True story: our table buzzer went off before we were ready to sit down so we actually gave it back and got back on the waitlist about half an hour later!) There’s also a playground for kids. We also love Fish Tales — more on that below — but this place just feels a little bit classier. We like to sit on the deck outside — and don’t skip the Maryland crab soup.

Fishtales — this is one of my family’s favorite restaurants ever since we went for dinner on a beach trip back in 2016. It’s also on the Bay side and another restaurant where the wait is half the fun! They have a large bar inside where we like to grab an orange crush and then head out to their docks right on the water and enjoy while we’re waiting for our table. Their outside seating is on a sandy beach — so keep that in mind as you’re selecting footwear, but it is really fun! They have great seafood here — I had a platter combo and everything was delicious.

Harpoon Hanna’s — for our last night, we decided to head up to Fenwick Island, Delaware — a short drive from OCMD — to try a new-to-us-place that came highly recommended: Harpoon Hanna’s! We went on a pretty foggy day, but it’s right on the water and they had live music going on their patio when we arrived. We grabbed an orange crush, of course, and put our name in to sit out on their back deck, which offered amazing views. We liked this place a lot, but ran into a few service mishaps — and were served some cold soup (yuck!); that said, our waiter did ensure everything was fixed, so we’d give it a try again.

For lunch every day, we ate at The Original Pool Bar & Grill right at our hotel. You don’t have to be a hotel guest to eat or drink here, and it’d be a great spot if you’re on the beach nearby and want to get out of the sand for lunch; it’s very casual — we wore our swimsuits + cover ups.  For breakfast, we ordered Uber Bagels one morning, but they messed up our order, so the next day, we tried Shmagel’s Bagels and didn’t love it. Our Uber driver recommended A Bagel And... in nearby Ocean Pines, so we may try that one next time we’re in town.

If you have any questions about our trip to OCMD, feel free to drop a comment below or email me at katie@atouchofteal.com. It’s such an easy three-hour drive from the DC area, and I am already looking forward to our next sisters’ trip back!

Below are more of my favorite pictures from this trip — until next time, OCMD!

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