An all around A+ luxury experience! Old Edwards in is a fantastic place to stay when visiting. Old Edwards properties & businesses are located on & around Main Street. Enjoy the spa, golf, fine dining, pool, and cocktail lounges. Don’t forget to make reservations in advance!
In our opinion, this is the ONLY cup of coffee that matters when we visit Highlands. It’s absolutely delicious! Sit inside & enjoy a cup or grab one on the go & explore Main Street. Bailey’s Favorite- Cappuccino Lindsay’s Favorite- Iced Oat Milk Latte *add cinnamon powder* Pro tip: if you’re pressed for time, there can be a line! Just order on their website & pick it up on the counter space to the left when you walk in.
Sit outside while enjoying delicious food & cocktails & soak up the pretty scenery. One of our favorite Old Edwards property lunch or early dinner spots. Lindsay’s Favorites: Hummus Appetizer!! & their Chicken Salad scoop Salad.
A finer dining experience. Best time to go is around sunset- you’ll need a reservation! Request to sit inside the screened outdoor porch area overlooking the water. Wine list is extensive. They serve fresh seafood & steaks. Live piano music in the evening!!!
Located in one of the Old Edwards properties on Main Street- A great spot for pre dinner drinks or a night cap! Hummingbird lounge gives off speak easy/ dimly lit library vibes. Dressy casual attire. Live piano/jazz music in the evenings. Fantastic old fashions.
Located on Main Street. Grab a bottle and sit outside. Suggested for a pretty day as the inside of the shop is nothing “special”, but has a FANTASTIC wine selection + an awesome outdoor spot to sit & share a charcuterie board + people watch.
DELICIOUS North Carolina BBQ. A must eat while you visit. They’ve got hearty plates + super delicious salads. Sit in or outdoors- they serve wine & beer. Casual attire.
This is pretty much the place for upbeat nightlife or Saturday/Sunday funday in Highlands! Grab a drink & sit outside or start up some games at the pool tables and dart boards. Live music, crowds of all ages, & stays open late.
Whiteside Brewing Co. Is by far our favorite brewery! Mountain Views. Tons of delicious food and drink options. Perfect rain or shine- there’s plenty of indoor & outdoor seating. Grab a picnic table by the stage & enjoy live music or bring a blanket and lay in the spacious lawn! 15ish minutes from town. *Children & pets are allowed here*
This women’s boutique on Main Street in Highlands is owned by Lindsay’s dear friend, Anne Ziegler. She’s got an outfit ready for every occasion. Don’t miss the opportunity to pop in while you explore town. Her toy poodle, Milli, will give you kisses as you walk through the door!
Menswear- everything from casual daywear to cocktail attire. If you forgot your tie or mixed up your matching- pop in here! Baileys favorite :)