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    Oscar's Oceanside

    4.2 (149 reviews)

    Oscar's Oceanside Photos

    OSCAR'S OCEANSIDE ATMOSPHERE

    What's the vibe?
    Classy
    Moderate noise
    Outdoor seating
    Dogs allowed

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    the bar and dining area
    Jose P.

    We came here for dinner when in Va Beach on vacation. The valet at the hotel recommended the restaurant we were staying in, and I was in the mood for some seafood. The place is nice and tries to be a little more upscale than other restaurants along the beach. We did not have reservations but were seated immediately as the place was pretty empty. We had a lovely meal, but ultimately it was a little pricier than other places and did not provide enough higher-end service or quality food to justify it. This is really a 3.5-star review.

    Bland tough Fish of the day and bland Mac and cheese
    Anthony T.

    TLDR: I would not come here. That staff is really nice trained well, but seem on edge the whole time for some reason. The food is very mediocre. High prices for bland food, especially when there's cheaper and much better meals all along the VB strip. Even though it's all brand new, it looks dated and fake trendy already, with lots of fake plants and a weird open atmosphere. There are lots of great places around here. I'd rather make the longer trip down to waterman's than come here again. For these prices you could go to Catch 31 for a fancier dinner at the same cost.

    Watermelon Fresca
    Shameeka B.

    Prior to visiting from out-of-town, I had found this establishment on yelp. Love the ambiance of the restaurant, great for solo dining, date, and even family. I came for a solo date and they had just rolled out their new menu (4/12/24). I sat in the bar area in a small booth which was perfect. The bartender was my server as well, he was great; the hostess was nice as well, you felt welcomed. I had the crab cake dinner with mashed potatoes, and it was fantastic! Mashed potatoes tasted from scratch and the crab cakes did not have any filler. I had the Watermelon Aqua Fresca (think that's the name lol) and it was good. Highly recommend and will return in the future.

    Robert A.

    We stepped into Oscar's as a last second change of birthday celebration plans when the Cavalier lost our reservation. It ended up being the best restaurant choice we made in VB in 2022! The great experience started immediately when we pulled up and a very helpful valet guided us in and greeted us warmly. (Seems like a small thing, but it set the tone). When we walked in the manager and hostess were very friendly and immediately seated us in the spacious and well appointed dining room which was beautifully decorated for the holiday season. Our server arrived promptly to introduce herself and get us settled in. The drink menu was clever and abundant. I had the espresso old fashioned, which was made with their rich cold brew coffee. So good that I had two. ( highly recommended) It's worth noting that the service overall was very well choreographed between the multiple large parties and smaller groups that were dining. Bread, water, food, drinks....everything came promptly and professionally. It was the best service I've experienced anywhere since before COVID started. That's the sign of a well managed establishment with employees who like working there. The food was outstanding! The salads were very fresh looking and smelling and the house maple vinaigrette was out of this world. I had the flounder piccata special and my wife had the fresh shrimp. Both dishes were excellent. The portion size was just right, as well. We finished up with a birthday lava cake that our server went out of her way to dress up. Prices were very reasonable and our Oscar's experience greatly exceeded what we likely would have experienced at the Cavalier. I can't say enough good things! This gem is one of the very best in VB and we look forward to returning soon!

    Fettuccine Alfredo
    Ara A.

    Arrived for an early dinner from a walk on the boardwalk so the place was practically empty. Started with the crab dip which was good but needed more cheese and more crab but had a good taste not overly salty. For dinner we had the bone in veal chop which was a specialty item for the night and a plate of the fettuccine Alfredo. The veal was cooked perfectly at medium rare with a great sauce and mashed potatoes. The fettuccine Alfredo was perfect and creamy, the pasta wasn't chunky like other places.

    Fries
    Nina D.

    First Impressions: Fun contemporary clean feel with the tropical vibes. A plant lover will appreciate the decor. Was greeted promptly and seated on a Thursday evening. Clean bathroom and loved the aesthetics. Opted out of the $10 valet and parked at a meter. Food: Highly impressed by the calamari, it was lightly breaded, flash fried, crispy, fresh, and full of flavor. Only wish the offered lemons with it. The bread!!! Oh my, was it perfectly crispy, warm, and delicious. I ordered the 6oz filet mignon medium rare but was more on the rare side. Hubby had the cowboy ribeye topped with crab and that was delicious. Fries tasted like McDonald's and was actually good. Got the three course meal for $49 and also got the chocolate fudge dessert which was so worth getting. Ordered a Froze which was ok. Would definitely come back during the day for a great view and to try other entrees. Service was great and never had to ask for anything as timing was great.

    Lobster bites. Yummy
    Linda D.

    This is located under a nice residential building. Beautiful decor. Nice size bar. Very large dining space. We were being served by Kayla. She was very attentive to us. Bread and butter was amazing! Then we had the lobster bites, the steak bites, fried shrimp, fried calamari, and the seared tuna. I had the cowboy ribeye with mashed potatoes. Food was excellent. Service 5 stars.

    Staff hanging with friends!
    Latrika W.

    Please do not be fooled by the five-star reviews. I am sure the staff's friends are writing them because the service is the worst in Virginia Beach. On our last night in Virginia Beach celebrating our anniversary, we decided to end our final night at Oscar's, and what a major mistake. We had an 8PM reservation. When we arrived, the restaurant was fairly empty. We sat and waited over 30 minutes before someone came to get our drink order, and that was after my partner went to say something. After getting drinks, we waited another 20 minutes for someone to take our food order. While we sat waiting for service, the servers and host sat at the bar and had friends come in and join them. It was the worst decision we ever made to celebrate our last here. There is nothing luxurious or admirable about this place. It is 2024, and they are charging like a gas station. If you pay cash, you pay the cheaper bill, but if you use a card, there is a surcharge. It doesn't make any sense. What nice restaurant does this??!! I have never had this happen and will never be back. There are so many better options on the beach, and this place is not it. Please do not be fooled by the 5-star reviews because that is not the level of service or quality you will receive.

    Sparkling Lavender Lemonade
    Karyl H.

    I am so glad we decided to try this spot for our Anniversary. This was definitely one of the best dining experiences we have ever had. Parking is valet for $10, which is reasonable for the Oceanfront. We were warmly greeted by the valet and the hostess. We decided for patio seating since the weather was perfect. We got to sit right on the corner with a beautiful view of the boardwalk and ocean. We both went for the 3 course meal. I had the calamari as an appetizer, sirloin with mashed potatoes and asparagus , and the chocolate mousse cheesecake. My husband had a Caesar salad, the chicken Parmesan, regular cheesecake. This was the best calamari I have ever had. It was seriously melt in your mouth amazing. My steak was cooked perfectly, and the chocolate mousse cheesecake was so delicious. Also, the chicken Parmesan was amazing. Whoever cooked it, did their thing! For cocktails we had the Sparkling Lavender Lemonade, and the Tropical Mule. The mule was so good! Throughout the dinner, the staffs continued to walk around and fill our water glasses without us asking (which I appreciated). Towards the end our amazing server brought out a complimentary ice cream plate with Happy Anniversary written in chocolate syrup .We appreciated that so much, she was amazing. Overall, the vibes, decor, food, and staff were all so awesome. I told my husband they must have hired all former chickfila employees, because their customer service was top tier! It made this such a great first time experience for us. I highly recommend Oscar's, you will not be disappointed.

    Ambiance.
    Alison M.

    Oscar's is a place I've wanted to try since summer. They have a gorgeous porch outside facing the ocean and it looks like a lovely dinner on the beach location. For residents of the building above, it's 10% off the main menu. During Restaurant Week I browsed their available menu and booked it. So glad I did. My fiancee ordered the shrimp risotto from the main menu and I really liked it - came with about five large shrimp tails. I chose from the three-course Restaurant Week Menu and went with caesar salad, fish special which was rockfish excellently prepared with whipped potatoes and asparagus, and the spumoni three-flavor gelato which was supposed to be chocolate, strawberry and pistachio. The gelato was disappointing because it tasted like vanilla and chocolate ice cream with a light chocolate-dip on the outside. Everything else was delicious and the normal menu had a lot of really good seafood and steak options. They also had a few other desserts that sounded amazing and had good italian coffee for after dinner. Our server was very polite and did a great job. They do valet parking for $10 but we self-parked in the garage across the street for $6 every two hours just because they only had one valet working that night and cars were backed up - he was running his tail off working so hard! They also have a bar menu with $8 drinks and food served only at the bar - but all day. No happy hour bc of this. We can't wait to come back and try this place out during warmer weather and sit on the beautiful expansive porch with summer breezes blowing off the water.

    Old Fashioned Chocolate Fudge Cake
    Nikki J.

    Let's begin with the review. The weather couldn't have been more beautiful and from our seats you can see the ocean. Virginia Beach Boardwalk at its best! The service was A+ and our waiter very attentive. Side note: I love when wait staff offer suggestions and descriptions, it certainly helps with indecisiveness most of the time. I have the pleasure of trying the lemon saffron risotto with shrimp, spinach and goat cheese. The risotto rice was nice and tender,the goat cheese added a creaminess and the spinach added a pop of color and taste. I found that the three-course meal they offered what's up the best value as you had a choice of an appetizer your meal and a dessert. I chose the Caesar salad but they'll right in and didn't capture a picture sorry. I will say that it was fresh, no wilt in sight Now the dessert was divine. The cake had a silky mousse which I didn't expect but was delighted about. This kept the taste of chocolate consistent but not overwhelming. I would certainly stop back by of ever at Virginia Beach again.

    Appetizers
    A F.

    This restaurant is upscale, and has a dress code - although you can feel comfortable in casual-formal clothing. The interior is decorated boho beach chic and would be great for taking dinner pictures for a celebratory event like graduation, engagement, or get together. They have a wide selection of wines by the glass or bottle. The views of the oceanfront beach are there, just not the best on the beach. Other restaurants have better views of the water and boardwalk. Everything we tried on the menu, the lobster bites, seared tuna appetizer, corn/crab chowder, salmon dinner, and flounder piccata as well as the espresso and vanilla bean ice cream were tasty. It is a little bit pricier than other restaurants on the beach, especially considering the view isn't spectacular. Servers were pleasant, efficient and maybe a tad bit too efficient for my liking, although we were there before dinner rush on a Monday, so there weren't very many customers. You have to pay to valet your car, $10. As a local having dinner at the oceanfront on the off season, this deterred us and we parked the car on a nearby street then walked up. Other places on the beach valet your car for customer's discretionary tip. Glad we tried it, but undecided if we would come back.

    Seafood Platter
    Ryan P.

    Very delicious but a little overpriced. Staff was great and views were nice. Perfect place to end a night on the beach.

    outdoor dining boardwalk beachside view

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    7 months ago

    It's at 27th and the beach, but no beach wear allowed. Casual is fine, but great special occasion place!

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    1 year ago

    Food is not that good and way over priced for what you get. We went three times but won't back.

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    2 years ago

    This is one of the best places on the oceanfront. They never fail to provide great service and great food.

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    [Late review. Visited September 2025]…read more We visited Virginia Beach and found Esoteric due to its good reviews online. We reserved for an early dinner and we somehow were able to order items from the happy hour menu. We ordered wings from the Happy Hour menu along with cocktails. From the regular menu, we had poutine, black garlic caesar salad, and duck tacos. The food was delicious! The duck tacos were really amazing that I wish I had more space in my stomach to eat more. The poutine was amazing along with the wings. The cocktails were not as great as we hoped. The ambiance was great - quite modern and perfect for a laid back dinner. The service was okay. I think the staff was a little distracted that day.

    Eso is easily my favorite restaurant. But my last visit left me with preferring to come back on a…read morespecials night. Chill vibes, hipster/cool ambiance, delicious if not a bit pricy food, hit or miss service. Came here most recently to celebrate a combination of the end of the shutdown & date night on a Friday night round 8pm or so. Maybe should've gotten a table instead of sat at the bar. Service other times have been great during Last Meeting of the Day (their HH), specials nights (went during Wing & Whiskey Wednesday), & an after shifty cocktail but spending $100 between two people left a bit more to be desired hospitality wise. Like I said, hit or miss... sometimes you feel like you're bothering someone for a check other times they're pretty friendly. Food was tasty. $35 catch of the day was rockfish; cooked perfectly, on a bed of wild rice pilaf (?) & sautéed squash & apple. Licked that plate clean. Extra dirty gin martini, though I'd recommend ordering from their fun seasonal cocktail menu. My partner got the $19 chicken sammie with truffle fries with the house root beer. Rootbeer was flat so was taken off the check but had nothing but good things to say about the sando. Either way.. great for a chill but kinda fancy, IYKYK kind of experience.

    Calypso Bar & Grill - Mac and cheese not the best.

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    My friend and I stopped by Calypso on a Saturday night for a fun night out. The last time she went…read moreto Calypso was during the Summer and there was a DJ and people dancing so we assumed that was the vibe all year round. Unfortunately, there wasn't a DJ but the music was great! We walked over to the bar and the bartenders were super cool. They gave us drink menus to look over and I love that they have mocktail options for those that don't drink alcohol. I ordered a Lemon Drop Martini and after the "included gratuity", my drink was $15, which was bit pricey. Overall, the night was great and we enjoyed ourselves! The longer we stayed, the more people started coming in and even though it was a bit chilly, some people decided to hang out in their outdoor patio area as well. We did have to park on 11th street and parking was $2/hr but it was worth it. If you're looking for a fun place to grab some food and drinks while vibing to some great music, head to the Calypso at the Oceanfront.

    We stopped by Calypso to get a quick bite to eat and some drinks. Ok, so one person out of the…read morethree of us got a quick bit to eat, but all three of us had drinks. We visited on a Saturday night (in March), and i was surprised that the bar/restaurant was BUMPIN. If I didn't have an early morning the next day, I probably would have stayed around to vibe and dance to music from the late 90s and early 00s. ;) It was a bit intense because to get to dining area of the bar/restaurant, we kind of had to push our way through all the folks dancing and having a good time. Thinking back, there might have been a second entrance, but I don't completely remember. Overall, our experience was fine with the slight exception in that our server seemed to have a bit of an annoyance that only one person out of the three us ordered food. On one hand, I can understand the annoyance (a little bit). However, on the other hand, all three of us were ordering several rounds of drinks. So, it's not like the two us were just sitting at the table drinking water.

    Oscar's Oceanside - seafood - Updated May 2026

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