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The Checkmate Inn

4.0 (24 reviews)
InexpensiveBeer Bar
Open 12:15 pm - 4:00 am (Next day)

The Checkmate Inn Photos

THE CHECKMATE INN ATMOSPHERE

What's the vibe?
Casual
Loud
Good for groups
Outdoor seating

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14 years ago

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8 years ago

If you like jerking off, you'll love this bar!!! Never felt more at home. Honestly go here.

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Ask the Community - The Checkmate Inn

Review Highlights - The Checkmate Inn

What can I say about the 'Mate besides it's my most favorite bar in the history of ever

Mentioned in 3 reviews

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Schnitzels - Fried Cheese Curds

Schnitzels

4.0(147 reviews)
1.9 mi
$$

Schnitzels Stony Brook, NY…read more@eatschnitzels Schnitzels is a German-American gastropub known for its awesome variety's of schnitzel, German beer, and pub fare. They are open for breakfast, lunch, and dinner, and serving up amazing meals at each. Choose from 5 different gravies and then your schnitzel. Traditionally served with pork or veal, but they do have chicken or eggplant as well! I went with the classic Weinershnitzel which is traditionally served with veal schnitzel and served with brown gravy. Lindsey got the Chicken Rahmschnitzel which is schnitzel topped with a creamy white reisling-infused mushroom gravy. Both were filled with flavor and we were very impressed! All schnitzel is served with spätzle, seasonal vegetables, and red cabbage. This was the definition of a comfort meal that. We started with their Bavarian Cheese Board, and classic German appetizers - potatoes pancakes paired with this insane apple butter, and potato dumplings with your choice of gravy. We loved the vibe in there. Great pub style feel but also nice indoor and outdoor eating. Our server Eden was amazing and such a great help! We truly loved this place and we can wait to go back! Go get your German food fix! For full video review and much more, follow us on Instagram @drinklongislandny

Fantastic food and super kind and attentive service- even when the restaurant was super packed!…read more The live music really set the tone for awesome vibes in this adorable little restaurant in Stony Brook Village. I absolutely loved my Maple Old Fashioned, the cheese curds, and my Reuben sandwich. The desserts were decent but nothing crazy. I would probably skip dessert next time! Overall, a must visit and a spot I have been to before and will be at again!

Photos
Schnitzels - Draft beer

Draft beer

Schnitzels - Bratwurst and Eggs for Brunch

Bratwurst and Eggs for Brunch

Schnitzels - Maple Old Fashioned

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Maple Old Fashioned

Billie's 1890 Saloon - Billie Burger

Billie's 1890 Saloon

4.1(70 reviews)
2.7 mi

So happy to see Billie's 1890 still here and thriving. Even though they had a fire a few years ago…read morethey have rebuilt and doing just fine. I remember Port Jeff being one of my old stomping grounds when I was single and partying. I drank many a Foster's oil cans during my nights here, and it was a fun singles scene. Good times! Since then they have extended a really nice deck area, good menu of pub food, and they offer live music, local artists, and a chill vibe. Always nice to see a locals bar last this long and doing well.

First time meeting friends here and enjoyed the vibe. Started at the bar where there was a wait to…read moreorder drinks as well as receive them but it was a Saturday evening. Made our way to our table ( although we had a reservation still had to wait for the table to empty and then get reset). We were warmly greeted by our server Charlotte who was friendly and engaging and made several suggestions whether it was appetizers, main course or even special drinks. Started with the lettuce wraps and cauliflower bites which i highly recommend. Followed up with the Billie and Chester burgers which were outstanding. The chicken Milanese was pretty good for a non Italian restaurant although the Bleeker sandwich was a tad dry but otherwise good. The cheesecake and Irish coffees were well received to round out the evening. I was very impressed that Charlotte went out of her way to ask a staff member ( didn't get his name manager maybe) to double check for the availability of espresso coffee after we were informed they had none. My friends were extremely impressed as well as pleased a package of beans were found. I was impressed when I requested Tullsmure Dew and not Jameson Whiskey in my Irish Coffee. Overall great pub serving a good selection of beers and food with friendly and in our case accommodating staff members. When in Port Jefferson don't miss out.

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Billie's 1890 Saloon - Bottles

Bottles

Billie's 1890 Saloon - Wings

Wings

Billie's 1890 Saloon - Cocktails

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Cocktails

Portside Bar & Grill - Chicken Caesar wrap with fries (onion rings for my sister across the table)

Portside Bar & Grill

3.1(71 reviews)
2.8 mi
$$

Very good food and service. Kelly the bartender was very good, friendly with the customers, and…read moremade good recommendations towards what to eat on the menu. The New England Clam Chowder is very good and loaded with clams. The Calamari appetizer is well prepared, tender, with good flavor. The Ceasar Salad Chicken Wrap with a salad instead of French Fries is good, the salad is fresh and the Blue Cheese dressing is full of chunks of Blue Cheese. Happy Hour dtink specials are available.

Visited this establishment for lunch with my family after hopping off the Port Jeff Ferry. We were…read morein search of a place to eat that welcomed dogs as we were traveling with my Pomeranian, and saw a sign outside the patio that said Portside was dog-friendly so in we went. The lady at the counter (Kelly, I think?) was incredibly friendly, very personable, was happy to chat with my very talkative daughter, gave us recommendations for what's popular to eat at Portside & gave us a great recommendation of a place to get some ice cream after lunch, and even offered us a cup of ice water for my pup. We grabbed a table outside on the patio & ordered our food. We only waited about 15-20mins after ordering before all our plates and drinks came out. Everything tasted fantastic. The fries were crispy on the outside and fluffy on the inside, and my Chicken Caesar wrap was one of the best I've ever had. My dad had cobb salad that looked amazing, sis ordered the portside burger w/ side of onion rings that was really delicious, and hubby & daughter split a chicken fingers basket. We left nothing on our plates when we were done. The food was that excellent. Next time we visit Port Jefferson, we will be back to Portside Bar!

Photos
Portside Bar & Grill - Dining area

Dining area

Portside Bar & Grill - Calamari appetizer.

Calamari appetizer.

Portside Bar & Grill - Pup on the Patio

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Pup on the Patio

The Checkmate Inn - beerbar - Updated May 2026

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