This place was recommended to us by some friends that visit the Highlands regularly and I’m so glad we took their advice. It has a “come as you are, all are welcome” vibe. The service was attentive and the food was great. The menu is simple food with a little flare but not so much that you don’t know what you’re eating or what to order. I would highly recommend it and can’t wait to go back again.

Our favorite restaurant in Highlands. We ate here our first night in town and liked it so much we came back for lunch the next day! If there was one place I would have had dinner at more than once on this trip, this would be it. I had the seared tuna for an appetizer and my wife had the fried green tomatoes. Both were outstanding. Entrees were quail and a double pork chop which were equally delicious. We split a desert of lemon layer cake with coffee. Nothing we had was less than perfect. The service was outstanding. This was one of the best trained staffs I have ever come across! The atmosphere is very nice. Classy yet not too formal. Very extensive wine collection! Lunch the next day was the Grilled Chicken and Artichoke Wrap and the Chevre Goat Cheese Sandwich, both of which were as good as our dinner the night before. If I am lucky enough to be back in the Highlands, this will be my first reservation.

Madison’s at Old Edwards Inn is a beautiful, elegant yet cozy dining spot - a perfect setting to conclude our birthday getaway in Highlands. Since we were staying at the historic inn, dining at Madison’s felt like a great extension of our experience. The staff was attentive and well trained - always present but never intrusive. The food was beautifully presented and absolutely delicious, making for a memorable meal. Next time, we will aim to try one of the booth seats by the windows. We appreciate the team’s thoughtful birthday wishes, which added a personal touch to the evening. The only thing that could have made the experience even sweeter? A complimentary chocolate treat to end the night.

Great pizza and meatball sub. A bit overpriced, but excellent quality. The salad was also great, but the chicken wasn't grilled as expected. The service was mediocre. Nice and polite, but not very attentive.

Great spot for breakfast, a quick shopping trip, and an excellent selection of wine. Breakfast is a popular time with fresh baked goods, prepared meals, coffee bar, and Bloody Mary's available. Ample seating indoors and out. Friendly staff; the owner chatted with us about how he curates the wine selection and it sounds like there will be an expanded Oregon offering. My son said it was the best breakfast sandwich he's ever had ($6 breakfast sandwich on a biscuit). Very unassuming place from the outside but absolutely worth stopping in. We look forward to returning

This hotel and staff are amazing. Very old bones and tons of charm. The rate was reasonable, and they really made my night! I traveled up on a motorbike and was going to camp, but storms ruined my plans. I stopped in Highlands, and The Highlands Inn made me feel comfortable right at home. The front desk people are SO NICE. They got me a room with access to the balcony. I sat on the 2nd floor balcony and listened to the rain. In the morning, they made a delicious breakfast and wished me safe travels. Very cool spot. Def recommend!

We were walking down main street and were drawn here by the amazing aroma of the fresh dough coming out of the pizza oven. And we were not disappointed. The dough is light and airy with incredible freshness and flavor. We ordered the Margherita pizza and Gorgonzola salad with grilled chicken. Both came out hot and didn't last long on our plate. Order at the counter, take a number, and have a seat. They will deliver the pie to you. The menu has an assortment of hot and cold sandwiches, pizzas made to order, and salads.

We have eaten here the last two times we visited Highlands. The prices are fair and reasonable for the amount of food you get. And the food is truly delicious. It is freshly prepared with care and their goal is for you to be happy and have a satisfied dining experience. It was great the first time and even better the next time. I had chicken soft tacos along with retried beans and rice and cheese dip. Great salsa and sauces too. We will definitely be back.

Ashamed to say it took more than a dozen years of residency in Highlands for me to finally have a meal at this lovely establishment. It was worth the wait but also, don’t wait, because you’ll kick yourself. Our table shared several appetizers, all absolutely delicious and we enjoyed two of the menu offered entrees as well as one of the night’s specials. Seafood, beef and pork were all represented and all were cooked exceptionally with interesting but extremely complimentary sides. Each diner in my party also enjoyed a perfectly made cocktail as well as an excellent per glass pour from the well-appointed wine options. Desert was a shared crème brûlée that was nearly transcendent in its perfect flavor with the texture of gossamer. If gossamer was made of creamy velvet. Portion sizes were perfect and the staff was exemplary. I had the added bonus of dining with a friend of the owner, who made time to stop by our table twice to say hello and make sure we were pleased with everything. She even remembered one of my companion’s gluten allergy and was ready with a better appetizer option when we accidentally ordered a dish that would have been problematic. The host was friendly and at one point, called the entirety of the small dining rooms attention for a brief acknowledgment of all the special occasions being hosted that night (turned out nearly every table had a birthday girl at it - including ours!) The vibe was supremely comfortable and lively, but not too loud to prevent decent conversation amongst our table. I have been informed that dining on the patio (once warm weather returns) is an enchanting experience - one I will certainly not wait another dozen years to enjoy! Prices were comparable to all finer dining restaurants in the Highlands-Cashiers area though I believe Lakeside provides more value for the dollars spent than many others on the Plateau. It has been a long time since a dinner out has left me completely content with the experience but Lakeside hit all the right notes for food, drink, service, and atmosphere. The little restaurant on the shore of Highland’s Lake Harris knows what they’re doing, and are an excellent representation of the best of Highland’s culinary offerings. Seamless professionalism, remarkable culinary execution, unpretentious charm.