Whiteside Mountain Trail Our favorite scenic 2 mile loop in the Highlands area. Be sure to check out Fool's Rock and the legendary rescue which took place there! Sunset Rock Just on the edge of Main Street, this short-hike provides a picturesque view of the town when conditions are clear. Go at sunset or sunrise as there are two different lookouts! Dry Falls Just a few miles from Highlands, Dry Falls is a 75-ft waterfall we highly recommend seeing!
Our Favorites: -Wood Oven Caeser -Wood-Fired Root Vegetable Soup -Any Pizza!
Old Edwards Inn's premiere place to dine! Madison's serves breakfast, lunch and dinner. Reservations highly recommended!
Located in the Old Edwards Inn, the Hummingbird Lounge is great for pre-dinner appetizers and drinks!
Our favorite place to grab a drink at the bar and sit by the fire inside or outside! We love to play chess/checkers or any other games they have on hand!
Our favorites: - Handmade Dumplings - Stubborn Fried Rice - Crispy Rice Add Chili Crisp to any above for extra spice.
Great for a casual lunch or grabbing a drink to watch a game!
Outpost Inn has amazing pastries, great coffee and the coziest fireplace!
A favorite spot of ours, Highlands Supper Club is known for its lively atmosphere, delicious coastal-inspired dishes, and creative cocktails! We love grabbing a cocktail at the bar before dinner and whatever you do, make sure to try the biscuits!
A Highlands favorite, Ristorante Paoletti offers authentic Italian dishes, incredible wine, and a cozy, welcoming atmosphere right on Main Street!
Go Ice Skating at the park! Check Town of Highlands website for operational hours.
In need of a little something sweet? Edelweiss is a delightful Highlands pastry shop serving stunning European-style desserts, coffee, and sweet treats that are almost too beautiful to eat!