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    Windermere Dog House

    3.4 (11 reviews)
    InexpensiveHot Dogs, Food Stands

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    Main Dining Room - Grand Hotel - Deviled eggs

    Main Dining Room - Grand Hotel

    3.3(140 reviews)
    0.6 mi
    $$$

    The Main Dining Room at the Grand Hotel is a special place to eat. The atmosphere is very…read moreimpressive. You feel very special while you're there. We did not make a reservation and we were able to walk right in without a wait on a Friday night. The restaurant is so incredibly big it accommodates a lot of people. We had both breakfast and dinner there and here are our thoughts. Dinner: this is a five course meal. There was so much food. I felt like I couldn't even finish it. I really loved the bison meatballs a lot. The Sweet Corn & Charred Poblano soup was fantastic. Unfortunately the prime rib was just OK. The prime rib at the Jockey club is way better. The cheesecake dessert was extremely disappointing. Our server was excellent and made it a great experience. Dinner here is extremely expensive so I would do it once and go somewhere else for dinner on other nights. Breakfast: Our server was terrible and we ended up getting her both mornings we were there. For the extreme amount of money we are paying to eat here. It really just made the experience terrible. The first day we ordered off the menu and I got orange juice. The waiter gave me one small glass and we never saw her again. The next day I did the buffet and was able to refill my own orange juice multiple times. it's just silly how terrible we were neglected. The breakfast was good, but too overpriced.

    This was my first time staying at the Grand Hotel and I was excited for the meals in the dining…read moreroom. The required dress code makes it an elevated experience, and the staff are all so attentive and on top of things. We opted for the dining package that includes breakfast and dinner, so we enjoyed several meals here. Each night features a different menu for the dinner: red, green, or yellow. The dinners are five courses and you are encouraged to choose an item for each course, but you don't have to (many of the kids in our party only ordered appetizers and mains). On the first night, I had shrimp cocktail, French onion soup, herb-crusted prime rib, and the German chocolate cake. The prime rib was my favorite although it was a bit too salty. The second night I opted for the butter poached lobster roll, tuscan sausage and kale soup, little gem Caesar, crab crusted walleye, and the famous pecan ball for dessert. My favorite was the lobster roll - it was a small portion, but so delicious and the lobster was perfectly cooked. Overall, the dinner food was all good to very good. Seasoned pretty well, cooked nicely, and super impressive with the mass quantities of food that they put out every single day. The dinners took two hours, but I never felt that the pacing was off and things moved along well. We also dined here for breakfast twice - they have a breakfast buffet as well as an a la carte menu which is included. I enjoyed the egg white bowl for breakfast one morning, and then the buffet the next day. I do wish there were some kind of vegetables/veggie dishes on the breakfast buffet but that's just me.

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    Main Dining Room - Grand Hotel - Dinning room

    Dinning room

    Main Dining Room - Grand Hotel - Stout Lacquered Beef Short Rib

    Stout Lacquered Beef Short Rib

    Main Dining Room - Grand Hotel - Tomato soup

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    Tomato soup

    Cannonball - Twist.

    Cannonball

    3.7(37 reviews)
    2.4 mi
    $

    The chicken sandwich is worth the ride, walk or taxi (house drawn). Great views, great place to get…read morewet bring your water shoes there are a lot of rocks. The fries are salty and great as a mid point snack on a ride. The food came quick and everyone was very nice. Cash or card (usually a cash discount). Tons of people were get soft service I ice cream cones too.

    The only place to get food when biking on the other side of the Island! A monopoly of sorts but,…read morehey, stopping at Cannonball is nostalgic and a must. Once you start seeing the British Landing signs, you know that you are close to a treat and food refuel. This area on your stop is worth it. There is a small nature area that has bathrooms indoor. Nice views of the water and areas of history to read about. Ton of places to park your bike. Cannonball serves class American comfort foods such as fries, hamburgers, pretzels, corndogs, ice cream, and even fried pickles. My go-to is a corndog and fried pickles - biking 8 miles works up an appetite. Always been happy with my food. There is an order window to the right and pick-up window to the left. Staff are friendly and helpful. The time of waiting in line to getting food is efficient. Is it a little pricey? Of course, again, it is the only place to get food on that side of the Island. To the left and right of the Cannonball has a ton of picnic benches. Must-stop on your journey!

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    Cannonball
    Cannonball - Greek pasta salad, fried pickles, corn dog.

    Greek pasta salad, fried pickles, corn dog.

    Cannonball - Famous Deep Fried Pickles

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    Famous Deep Fried Pickles

    Windermere Dog House - hotdog - Updated September 2026

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