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    Tailgate Bar & Grill

    3.6 (22 reviews)
    Closed 3:00 pm - 9:00 PM
    Updated 2 months ago

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    Live band "Black Cat Road"
    Lana H.

    Great place to hang out with friends and listen to some of the best music that Maine bands has to offer. Tonight was my first night after many encouragement from hubby to hang out and listen to local bands. After a long week at work all I want to do was to rest and cuddle with the dogs. But I went and it turned out to be a great time with awesome music. Great place, and I am sure great foods. Next time I will be ready to order foods. Great atmosphere. Great seats. Great bands and no cover charge. Call to see the schedule of local bands .Support local business and local bands of Maine!

    Great Blues Band

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    3 years ago

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    2 years ago

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    3 years ago

    Nice local bar with daily specials. Friendly staff and ongoing trivia. Good pizza and decent prices

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    8 years ago

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    4 years ago

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    5 years ago

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    8 years ago

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    8 years ago

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    6 years ago

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    10 years ago

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    10 years ago

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    8 years ago

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    10 years ago

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    14 years ago

    Good local bar...by far best bartender is Dustan...decent selection of beer and liquor. food is ok cheese fries are by far the best.

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    11 years ago

    Website says opens at noon. We went for lunch on a Tuesday at 1:00 and were told kitchen didn't open until 3:00.

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    8 years ago

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    8 years ago

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    10 years ago

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    11 years ago

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    11 years ago

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    11 years ago

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    13 years ago

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    Ask the Community - Tailgate Bar & Grill

    Review Highlights - Tailgate Bar & Grill

    Tonight was my first night after many encouragement from hubby to hang out and listen to local bands.

    Mentioned in 2 reviews

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    Deck House Tavern

    (87 reviews)

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    Despite living in Windham for quite a few years now, my wife and I have not visited as many spots…read moreon this side of the town. Due to our location we typically chose Westbrook or Portland. I will also say knowing this is a sports bar like spot I didn't have the highest expectations to begin with. Which I appreciate when a spot surprises me and blows those expectations out of the water. That did not occur here! It was our second choice for dinner tonight due to our first spot having a wait. So firstly for a positive I will say Deck House does have ample parking and lots of space for people to eat so that's a plus. Also if you are looking for a classic sports bar vibes with many tvs on the walls and plenty of bar seats this may be your spot to catch a game with friends. Overall for our experience service was slow, they were friendly it just took a long time for food and other tables received their food much faster after shorter waits. My wife got the Braised Beef Short Rib and it was cooked well and was extremely tender, she enjoyed it very much. I got the Lobster Mac which was good but much smaller than I expected and some lobster pieces were tough due to their large size. Our meals and then two margaritas which were decent were almost $100. We did get some of the more expensive meals off the menu but I do believe for the price we could get better food elsewhere. I'm glad we tried it but nothing would be worth revisiting for. Hopefully if you visit you have a better experience!

    This hideaway is a great place to go. It has a great atmosphere and service is top-notch. There's…read moreTVs all around to catch your favorite sports game. We've come here many times when I haven't been able to watch the Miami Dolphins at our home. The prices are reasonable, and the food is very good. On Wednesday nights they have.

    Paul's Steak House - Fish n chips Pic : @purejoyfoodie

    Paul's Steak House

    (1 review)

    Paul's bistro has the best food in town! We came the other night for dinner but I will post about…read morethat yumminess in another review! Today we came for a warm bowl of soup and fireplace , since it's chilly and raining outside. The clam chowder is a must ! It's honestly the best clam chowder I've ever tasted. It has a lot of the clam juice in it , so it's very flavorful and not overly thick like most clam chowders . It's perfectly balanced and full of clams. We also got the French onion soup. I really enjoyed their version of this classic. It has bourbon in it and has a very unique flavor. It's rich and has plenty of onions and broiled cheese on top. It has a flavor of its own , so don't come expecting your typical French onion soup! My hubby ordered the Maine lobster roll with a side salad, Instead of fries. I ordered the fish and chips remembering how tasty it was last summer! I'd probably skip the fish n chips. I didn't particularly love the taste of the fried fish. ( maybe because I am seed oil free! I'm not saying they cook with seed oils , I would just choose something else, next time ,because there are so many delicious choices ! ) Definitely check out my food pics attached! The lobster roll on their warm buttery roll is delicious! It's A nice size, too. His side salad was super fresh. The service here is excellent! Bradford was very friendly and helpful. We would've never discovered the ridiculously delicious clam chowder had he not recommended it! My only disappointment was that the fireplace wasn't burning. They said they only turn it on in the evening. They tried to clean it and get it going for us, though, so I really appreciate the effort ! They have a great staff , beautiful ambiance and a wide, delicious choice of food on their menu! If the owners read this review, perhaps they could compromise on cold rainy days and provide the fire place. I promise it will encourage more people to come in ! Pleasant surprise- they got the fireplace going as we were finishing our lunch so we moved to the chairs in front of the fireplace and just sat and enjoyed it for a few moments afterwards. Such a cozy spot.

    Tailgate Bar & Grill - sportsbars - Updated May 2026

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