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Longboards Olde Towne

3.1 (116 reviews)
ModerateBars, Burgers, Seafood
Closed • 10:30 am - 12:00 AM (Next day)

Longboards Olde Towne Photos

Business Info

LONGBOARDS OLDE TOWNE ATMOSPHERE

What's the vibe?
Live music
Loud
Outdoor seating
Happy hour specials

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Reviews With Photos

Maria C.

I so love and live for a hometown feel bar... that's the vibe I received once I entered this restaurant... bar. Longboards is located in the heart of Portsmouth! Downtown... High Street...Portside... this area is one to explorer if you are in the city. There is parking available on the street as well as parking garages all within walking distance. As you walk up and down High Street, you will see some sights, some worth gazing at and some worth looking the other way. This historic area of the city is a favorite hangout for a date night, with family or if you just want to getaway. Well our reason for visiting this past Thursday was to get something good to eat and enjoy a few adult beverages. Luckily, we were able to find parking on the street only steps from the restaurant. We walked in and headed for the bar. We were immediately greeted by Bridget ... a cute petitie young bartender who was ready to cater to us. It was a Thursday afternoon about 3pm - 4pm... the bar had a steady group of guests. I'd say about 10 were present... everyone was pretty much around the bar top. We ordered and our food arrived maybe 10 minutes later... my salad... so fresh and so bomb! My babe loved his shrimp tacos as well. As I am writing, I can taste those blackened shrimp... yummy!! The drinks were awesome! Not sure how long the cute bartender has been around, but I saw her work the bar and she was amazing... taking orders.. refilling drinks... and talking to the guests... kudos to her!! I found out she usually works during the day. If you are around, I recommend you stop by during the day to experience this great service. I cannot vouch for the evening, but we are so looking forward to returning to try more food options. The restaurant is the right size... the restroom was neat and smelled fresh... Just a great first time! Have fun and enjoy life :)

a hand holding a receipt

Beyond frustrated with this place, server was horrible as many times as I've came to this location we never paid automatic gratuity ! We weren't even notified that it was being applied until after the bill came she claimed that if you spend over $50 it's automatically added which is something you as a server / bartender should let your customer know ! My fish bites were soggy and I had to send them back to be cooked longer NEVER COMING BACK thanks to Nancy !

Half of the nachos
Jasmine M.

This place was not far from my hotel. I came with friends (6 of us). Based on everyone's meals I can say that the shrimp platter wasn't great. The crab dip burger was delicious. The nachos were amazing. They were a favorite! The wings (garlic Parmesan and lemon pepper) were also a big hit. The drinks are good here. They have a large menu of cocktails and shooters. The location was good. It was surrounded by other bars, restaurants and shops.

This is what I drained from the top of the macaroni soup
Brittany H.

I wish I could give this 0 stars. I ordered a crab Mac to go & this is what I got. Macaroni soup!! I literally had to drain it. That's how watery & runny it was. I'm high disappointed & disgusted! I always order crab mac & I'll never do it again! If I wasn't already home I would've took it right back.

Jeff F.

Can't beat the specials here. And they definitely mix their drinks stiff, so stiff that I kinda forgot how many I had and ended up stumbling back to my hotel one night, haha! The food is really good. It's bar food, but top notch bar food in my opinion. I really like the bar tenders here, they know how to make you want to come back!

Fish tacos

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3 months ago

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2 years ago

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10 months ago

Autumn is a great server who has an amazing drink repertoire . Solid food selection to go along with a great live music weekends .

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2 years ago

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7 years ago

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3 years ago

Service is great and so is the food. They have awesome lunch specials. Don't forget to tip your waitress.

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7 years ago

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5 years ago

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9 years ago

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5 years ago

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4 years ago

Me and my wife had the avocado burger with fries and it was absolutely amazing, everything was delicious best burger in town hands down.

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3 years ago

Food and drinks are always amazing and the staff is always attentive. It is in olde town so the community is family/friend oriented.

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3 years ago

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5 years ago

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14 years ago

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Keith D.

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11 years ago

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10 years ago

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Keith D.

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10 years ago

Good wings and decent prices...nice atmosphere and great specials. They have a full bar.

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Still Worldly Eclectic Tapas - Bison sliders

Still Worldly Eclectic Tapas

4.2(484 reviews)
0.1 mi
•$$

had dinner here last night with a group of friends and it was one of the best meals I've…read moreexperienced in the 757. Service was impeccable The food was diverse and delicious. Between the five of us, we probably ordered about half the menu and every single plate they brought out was delicious. On more than one occasion in the head, chef came out to the table to drop a plate or introduce a dish for us. Which is so incredibly rare in this area. The cocktail menu had something for everyone and all of the ones I sampled were excellent. Parking was easy the atmosphere was great. would absolutely recommend and be back.

What a GEM to find this place while on a work trip. The atmosphere is speakeasy like, warm & cozy…read more The service is friendly and efficient. Kasa was my server and she was helpful in choosing some amazing dishes. The restaurant is small plates or tapas which is nice to be able to sample more of the amazing menu. I ordered the pearadox cocktail which was tasty. My first dish was the squash bisque (didn't get a picture because it smelled too good and I finished it fast). It was an incredible mash up of squash, peanut and coconut crème. There were some red peppers afloat and a little kick to it as well. My second dish was a signature of Chef Ty, the roasted roots and squash. Delicious root vegetables and squash, with some crème and dukkah. I could have eaten two or three plates. My final dish was the braised beef and fry bread. Imagine a cloud of puff pastry filled with the most delicious and tender beef you ever have eaten. I really wanted to try some dessert but just couldn't bring myself to do so. I would definitely recommend this restaurant to anyone in the area or VA Beach too, not too far away. I will hopefully return my next time through. Compliments to Chef Ty and the establishment owners for an excellent experience from beginning to end.

Photos
Still Worldly Eclectic Tapas - If these walls could talk!

If these walls could talk!

Still Worldly Eclectic Tapas - Bread pudding

Bread pudding

Still Worldly Eclectic Tapas - Mussels fra diavola... good but not spicy

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Mussels fra diavola... good but not spicy

Grain - chicken Brussel sprouts and sweet potato

Grain

3.5(845 reviews)
1.0 mi
•$$

I had the pleasure of visiting Grain two times within the past week, and both times were great…read more First of all, this is a spectacular venue. It is on the 5th Floor of the Hilton Norfolk Main, and it is a massive venue with lots of indoor and outdoor space, with a beautiful fire pit in the outdoor area for chilly nights. I first went for lunch on 04/27/2026, and it was open seating. Our service was pleasant, quick and very courteous. I had the buffalo chicken spring rolls, which were so yummy and I also had some of the Philly steak grain fries. I also attended a private company event/dinner on that same evening. For that, the food was catered and was equally delicious -- but had some things you will not find on the regular menu. Again, an overall great visit x2, and I would definitely return again. A great place to go with friends.

Atmospherically speaking, Grain is top notch. Both the indoor and outdoor seating areas are chic,…read morecomfortable, and offer excellent views. The bar is located right in the center of it all and there are so many beers on tap plus fun cocktails! I visit the area on business and whenever I do, I always make a stop at Grain due to its convenient location in our usual Hilton, plus we really do have such fun here! The service is friendly and relaxed. I never feel rushed despite how busy they get. In terms of food, I have to admit it's pretty average. I recommend it for drinks and appetizers or a late bite. Every dinner I've had has been a bit lackluster. Not bad, but not great or memorable either. I tried the blackened chicken tacos this week which were a bit dry and I found the cucumber salad a strange side dish for tacos. Also had a smash burger which was overcooked. That said, the bar bites and apps were good! Mozzarella sticks, wings, fries, and dips are satisfying. All in all, I call it a 3.5/5. It's a fun spot that I continue to enjoy with my colleagues!

Photos
Grain - Chicken tenders Appetizer

Chicken tenders Appetizer

Grain - Inside area

Inside area

Grain - Easter Sunday 2023

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Easter Sunday 2023

Jack Brown's Beer & Burger Joint - Norfolk

Jack Brown's Beer & Burger Joint - Norfolk

4.3(754 reviews)
1.0 mi
•$$

jack brown's was so so so so good. the place is super tiny and packed -- but not uncomfortable,…read more that's kinda what made it fun. the staff were really busy but still nice, and the whole vibe of the place was cool. i loved all the decorations around the bar, especially all the dollar bills with writing on them everywhere. it made the place feel really unique. the burgers were amazing and the sweet potato fries were literally some of the best i've had. definitely somewhere i'd go back to if i'm in the area again.

My party came here on Sunday afternoon after visiting Nauticus with our kids. The burgers were good…read moreand fresh, but smaller than expected for a place known for burgers. Fries are not included, so each meal ended up costing about $16 for a burger and fries without a drink. We ordered the regular cheeseburger, the Cowboy with bacon, BBQ sauce, and American cheese, the Cobra Kai with cream cheese, pickled jalapeños, and jalapeño jelly, and the Classic Jack with caramelized onions, JB sauce, and dill pickles. Everything tasted solid, but nothing really stood out compared to other burgers I have had. I was also confused by the "dill pickles" topping since every burger already came with a pickle on the side. One downside was the limited menu. There were no chicken tenders or ranch options for others in our group who wanted something simpler. The restaurant itself is very small and does not seem ideal for larger groups. We had five people and needed an extra stool added to our table to fit everyone. Another group of seven ended up leaving because they could not sit together. That said, I would still come back if I were in the area since I did enjoy the meal for what it was . A special shoutout to the waitress with the bridge piercing. She was friendly, accommodating, and quick with service, which really stood out.

Photos
Jack Brown's Beer & Burger Joint - Norfolk - Interior

Interior

Jack Brown's Beer & Burger Joint - Norfolk - 2x fried Oreos (interior view) (instagram: @issa.cheatday)

2x fried Oreos (interior view) (instagram: @issa.cheatday)

Jack Brown's Beer & Burger Joint - Norfolk - View from within the restaurant

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View from within the restaurant

High Street Pizza & Pour House - Pizza

High Street Pizza & Pour House

4.6(269 reviews)
0.0 mi
•$$

The food was amazing. Our server was so attentive and enjoyable. I would recommend this place any…read moreday.

Trust the over 250 solid reviews on here praising this place and ignore the 10 disgruntled folks…read morewho clearly suffer from Karen/kevin syndrome. This is THE spot for locals in the Portsmouth area. It's no surprise you see reviews from patrons who drive from all over the Hampton Roads area to visit this gem! Service is so friendly and you can tell it is a TEAM! I sat at the bar so got to watch the open kitchen in action. Their system is down pat and you can tell everyone enjoys working with each other. Each dish I watched from prep to service was handled with meticulous care. PRIDE IN WORK AT ITS FINEST! Everyone works to serve you as a team as well, no worry about "bothering" another member of the staff for something, everyone wants you to enjoy your meal. I can tell there are a lot of local regulars as the staff was engaged on a level you only see when your clientele is consistent and have a vested interest in the success of the business. I've been to 16 countries and travelled all over the states, this is truly one of the most friendly establishments I've had the pleasure of being hosted at. On to the food! I see a few people complain about the small menu, that is the SMARTEST thing a business can do. Focus on what you're good at and demolish the competition. High Street Pizza and Pour delivers on this. My eyes were bigger than my stomach so I ordered the meatballs, the special for their pizza pie of the night (a pork belly, red onion, jalapeño, bbq drizzle dream boat of a pie), a tiramisu and two cocktails. The food in pictures looked smaller than in person... omg I ordered for about 4-5 people! But everyone was soooo good. Meatballs were tender with a fantastic red sauce. Pizza had a crispy buttery crust and the pork belly was rendered perfectly. Tiramisu was fantastic (not sure if that's an in house make or pre done, but it was on point), and the cocktails were perfectly poured with just the right amount of liquor. I left with probably two meals worth of takeout the portions were so large and I can't wait until I'm hungry again. I'm new to the neighborhood and as everyone knows, you need to find your fav local spot to frequent. I'm proud to report, High Street Pizza and Pour House has just taken that spot!

Photos
High Street Pizza & Pour House - Bar

Bar

High Street Pizza & Pour House - Magical deliciousness

Magical deliciousness

High Street Pizza & Pour House - Magical deliciousness

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Magical deliciousness

Circuit Social - Beer and 2 sangrias wall

Circuit Social

3.7(144 reviews)
1.2 mi
•$$

Heard about this place and wanted to try it out. We figured it would be fairly slow given it is a…read morelong holiday weekend and a lot of people would be out of town on vacation, but we were wrong. Good size crowd but still plenty of room and game to easily get to and play. Started off with great service at the front desk, I believe the guys name is Cleary. He was very welcoming. We explained this was our first time in and asked for recomendations. He was very friendly and cordial and explained how everything worked. At the end of the visit we realized he gave great advice that allowed us to fully enjoy our visit. The vibe and ambiance was really good and had the true arcade feel. People were laughing and having lots of fun just like us. There were people enjoying food and drinks and relaxing in groups in the dining area, playing duck pin bowling, video games including guitar hero, playing pinball, skeetball, basketball shoot and football throwing games. I mean there was real fun being had by all including us. Didn't have food but had beer and played pinball and video games. I really like the beer taps because there were a lot of choices and I tried several different ones because you pour as little or as much as you want. I did about six oz pours and tried several ones. We will definitely be visiting Circuit Social again to get out and have fun and take our mind off things. Thank you for a good time. we needed it!!

Fun idea, but execution needs work!!…read more I visited Circuit Social expecting a lively experience, but it didn't quite meet expectations. The concept is interesting, but some games were not working properly, and the overall setup felt a bit disorganized. The space looks nice, but it got crowded quickly, making it hard to enjoy the activities. Drinks were average for the price, and service was slow during peak times. Overall, Circuit Social has potential, but better maintenance and smoother operations are needed before it becomes a place I'd recommend.

Photos
Circuit Social - Guitar Hero

Guitar Hero

Circuit Social - Arcade games

Arcade games

Circuit Social - Fries

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Fries

508 Locals - Spicy Chorizo Mussels in cream sauce

508 Locals

4.3(35 reviews)
2.1 mi

So we have been here twice now. I'm going to give each one separately:…read moreFirst time: Came in after a VA Stage show so kinda late. Sat at the bar. Service was absolutely awesome. Bartender was incredibly attentive for having a full bar. We each had 2 different cocktails and both were distinctive and excellently crafted. We had shared a couple of the small plates and enjoyed them both. We enjoyed the place so much that we decided to come back with a group of 14 for All Lovers Eve. Second time: Made the reservation with ease. If you've ever made a group reservation you know how complicated some places make it. This was a large group and they were short handed. This lead to a slower service which actually worked out well for our group. We didn't mind the gaps. They put us in their back room (hint - GREAT for groups) there was a little confusion with the order to include an extra dish we didn't order. We still ate it and paid for it though. The staff was great with our large and rather disruptive group. The food was all excellent (local oysters on the half shell and the apple desert were my highlights). Multiple cocktails that were all wonderful. My only real negative was that there was a $50 "loyalty club " charge that was never mentioned and I didn't even notice on the $1200.00 bill. This is, I believe, some sort of credit card fee. Both times were good. Both times staff were wonderful. Both times we were comfortable. Give the place a try. I don't think you will regret it.

My reservations fell through at a different location, and I came about this restaurant online. Most…read moreplaces were booked on a Saturday night. However, I called 508 locals to see if they had any availability. The hostess told us to come on through. When I pulled up it wasn't too busy. They were welcoming and sat us right away. We had an awesome waiter. Judging from his accent, he was from Ireland. He was great. Very enthusiastic and attentive. I was pretty hungry. I ordered the crab cakes (great sauce and aioli), Brussels (hot honey with goat cheese and cranberries), junglebird drink (delicious, it wasn't overly sweet), and ribeye. All delicious. I was not disappointed. It was such a chill place. It wasn't overly loud. It was clean. I recommend.

Photos
508 Locals
508 Locals - Salted caramel pecan cheesecake

Salted caramel pecan cheesecake

508 Locals - Espresso martini, not too creamy or sweet, very coffee forward and delicious!

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Espresso martini, not too creamy or sweet, very coffee forward and delicious!

Longboards Olde Towne - bars - Updated May 2026

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