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    Heartbreak Hotel

    3.9 (27 reviews)
    Open 12:00 pm - 12:00 am (Next day)

    Heartbreak Hotel Photos

    Business Info

    HEARTBREAK HOTEL ATMOSPHERE

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

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    Recommended Reviews - Heartbreak Hotel

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    My steak.  Good and tender and well cooked.
    Edward W.

    I had a nice steak in a friendly setting here. Prices are reasonable and the wait staff couldn't be friendlier. Well worth a stop if you in the area.

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    9 months ago

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    6 years ago

    Hugeeeee portions on the pasta beware. Really good burger and sweet potato fries. Greatt serviCe

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    7 years ago

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    Review Highlights - Heartbreak Hotel

    Great food, incredible wait staff, and a full bar!

    Mentioned in 2 reviews

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    Cooley's Stone House Tavern - Smoked Beef Brisket on a Pretzel Bun

    Cooley's Stone House Tavern

    3.7(136 reviews)
    21.9 mi
    $

    My husband and I stopped here for lunch when we arrived in town. Cute Irish pub vibes and good…read moreservice with a smile. Our Guinness even came with a thoughtfully drawn shamrock in the foam! We ordered wings with their Cooley's Sauce. It took a while for them to come out, but the flavor was great! I ordered a burger and my husband got the Reuben. Both were delicious! Looking forward to going to Cooley's again!

    The fried pickles are worth the visit!! The food order almost didn't happen, as I walked in early…read morein the evening on Valentine's Day. There is a bar as well as booth seating but no direction or indication of waiting to be seated or seating yourself. I didn't want to go unnoticed so I sat at the bar. (Most of the tables are past the entry way and bar area). There was a family group, a few couples and a group of guys playing darts off to the side. I sat there for more than five minutes before I was even acknowledged. I know this because I could see the Guinness Countdown to St Patrick's Day (down to the second) from my seat. There were 3 girls behind the bar but one seemed to be doing most of the bar work. As I put on my jacket to leave, I finally had the attention of one of the girls so I decided to take my chances and stick with my dinner plan. She got me a menu and asked for my drink order. There weren't any hard ciders on tap but they did have canned Awestruck (local). I noticed the fried pickle appetizer and asked her about it. She told me they were spears and very popular. I decided to take her recommendation and ordered them, along with a Cooley's Handmade Burger with sautéed mushrooms and swiss cheese. My pickle fries came out first since they were an app and I can tell you two things about them...the portion was huge and they were absolutely the best I've ever had! Not long afterward, my burger arrived and that was really tasty as well. I opted to bring the rest of my pickles home and I can tell you that even the next day, with the help of the air fryer, they were still tasting great! I am so glad I stayed!

    Photos
    Cooley's Stone House Tavern - From a seat at the bar

    From a seat at the bar

    Cooley's Stone House Tavern - French Onion Soup

    French Onion Soup

    Cooley's Stone House Tavern - Neon Rainbow and Yuengling

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    Neon Rainbow and Yuengling

    Legends Bar & Grill

    Legends Bar & Grill

    3.0(4 reviews)
    22.1 mi
    $$

    Pano view up the mountain! If you are skiing at Windham Mountain and the Express Cafeteria with…read more1-star fast food is not your thing, go up to the second level to Legends Bar & Grill. There's table service and a bar with two of my favs, Sam Adams Winter Lager and Sierra Nevada Pale Ale on tap! Although serving sort-of-the-same food as downstairs but fluffed up name-wise and price-wise, at least you get to sit down at your own table instead of being crammed in cafeteria rows. Plus you can relax and defrost a bit while looking at the gorgeous scenery. And the french fries are pretty darn good! The wait staff is friendly and we were not rushed out of our seats to turn over the table. The rest room lines are shorter upstairs too. The only bad thing is that searching for an outlet to recharge your phone is a chore. Rich skiers can just use the special recharging stations that charge you $2.99. So much for freebies at a ski resort. I hope airports don't catch on to this.

    A disgrace! As a 30+ year patron of Windham Mountain I am appalled at how downhill the bar has…read morebecome under the name Seasons. This evening on a holiday weekend they had only 2 bartenders. After waiting over 45min to order a drink the bartender named "Seth" literally told someone to "F**k off" because they order a Coke, a nonalcoholic drink. Disgusting behavior. Windham mountain needs to het rid of this bartender. Ruins what windham is known for a fun and friendly place. After an hour of waiting our food never showed. When we asked Seth about looking into thr order the response was literally " no im too busy". Overall awful experience at Seasons. The band was great, but everything else made it an awful experience. Ill take my money elsewhere.

    Photos
    Legends Bar & Grill - BBQ jumbo chicken wings

    BBQ jumbo chicken wings

    Legends Bar & Grill
    Legends Bar & Grill

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    The West Side Sports Bar & Grill

    The West Side Sports Bar & Grill

    4.0(106 reviews)
    58.7 mi
    $$

    Lately, I feel like all restaurants have been tasting the same. The same old frozen food that is…read moresupplied from the same vendor. This is not the case here - all of the food we had was made in house, and you could taste the difference. The beer battered fries had a thin flaky coating that made them irresistible. The buffalo calamari was cooked perfectly, piled up, and topped with blue cheese crumbles and green onion. Don't even get us started on the boneless wings... also, the ranch and blue cheese dip were out of this world. Guess what? HOME MADE. We came here to watch a Sabres game, since we heard there were a ton of TVs to watch the games. And we ended up being surprised with a fantastic dinner and great service. What a great night.

    Stopped in for a late dinner. The place definitely has a sports bar vibe…read more I opted for the Calamari (West Side Original Recipe!) which as flour dusted calamari, scallion, cherry peppers, balsamic glaze reduction, parmesan cheese for $18. Honestly, they had a ton of potential, but they didn't deliver. The calamari was soggy instead of crispy. The balance of other items was pretty off. It looked pretty, but didn't taste good. The calamari was bitter in addition to being soggy. The balsamic glaze added a sweetness, but it wasn't offset by enough salty/spicy. It was served with a tomato sauce that didn't go well with the toppings. It was an odd dish. If it wasn't so late, I might have actually sent it back (which I do probably once every 10 years). Fresher, crispy and less bitter calamari might have been enough to fix the balance. My dinner companion had a sandwich with a bun, lettuce, apple slice, fried chicken, cheese, and bacon. I think it might have been a special. It was ok. It came with Saratoga chips, which is why we picked the restaurant. We wanted to get Saratoga chips in Saratoga. Unfortunately, they were hard and cold and bland. Lots of TVs. Service was meh. I felt like they were put out for serving us. There's a good bar vibe. If I were to eat there again, I would go for beer and wings.

    Photos
    The West Side Sports Bar & Grill
    The West Side Sports Bar & Grill
    The West Side Sports Bar & Grill - Best wings in Saratoga

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    Best wings in Saratoga

    Upstate Bar and Grill - Seared steak poke bowl

    Upstate Bar and Grill

    3.8(304 reviews)
    21.9 mi
    $$

    Love their beet burgers!! My go to selection also their…read morestaff is friendly and professional. Great choice for some eating pleasure

    We were seated quickly, and our server started off strong--she was friendly, attentive while taking…read moreour order, and offered great suggestions. She offered to bring out a couple dipping sauces for our fries, and I asked for the bourbon jelly, which she was willing to do. That initial interaction set a great tone. The food itself was very good--both burgers were delicious. Unfortunately, after we placed our order, the service dropped off completely. We waited about an hour for our food, with no check-ins, no water refills, and no acknowledgment of the delay, even though our server walked past our table multiple times. At one point, I had to get up and find someone to talk to. I asked a man near the front for a manager, explained we had been waiting an hour, and pointed out our table. No one ever came over afterward to follow up. We were later told there was a large party, which is understandable--but that's not something customers or servers can control. A simple check-in or acknowledgment would have made a big difference. Instead, we were told we "should have said something," despite no one coming to the table. At the end, we waited again for the check, and when my daughter calmly tried to explain our frustration, the server spoke over her and said, "I'm almost 50--I've been doing this since I was 17," which came across as rude and unprofessional. The food was good, but the lack of communication, attentiveness, and management involvement made this a disappointing experience.

    Photos
    Upstate Bar and Grill
    Upstate Bar and Grill - French dip

    French dip

    Upstate Bar and Grill

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    Heartbreak Hotel - pubs - Updated May 2026

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