Whitney & Jeremy

12.5.2025 • Highlands, NC
151 Days To Go!

Whitney & Jeremy

12.5.2025 • Highlands, NC
151 Days To Go!

Things to Do

Things to Do

Highlands is where Jeremy fell in love with the Upstate and it is so special to us as a couple because it's where we love to hike or drive up and spend a free afternoon. There are so many things to do, whatever you're interested in, so our hope is that this can be a beautiful weekend getaway and hopefully a new favorite place for you as well.


Please see some of the things below to enjoy.

DINING

Four65 Woodfire Bistro + Bar

Picture of Four65 Woodfire Bistro + Bar
465 Main St Box 2130, Highlands, NC 28741, USA
(828) 787-2990

The root vegetable soup is a new favorite and so cozy!

Website

Oak Steakhouse

Picture of Oak Steakhouse
470 Skyline Lodge Rd, Highlands, NC 28741, USA
(828) 482-4720

Whether it's dinner or brunch, Oak is the perfect place for a cozy dinner.


For all of those 21 and over, we can't recommend a Tequila Hot Toddy from the Oak bar enough!

The Ugly Dog Public House- Highlands

Picture of The Ugly Dog Public House- Highlands
294 S 4th St, Highlands, NC 28741, USA
(828) 526-8364

Some of the best bar food we've had!

SHOPPING

Downtown Highlands Shopping

Picture of Downtown Highlands Shopping
338 Main St, Highlands, NC 28741, USA

Highlands has an eclectic and upscale Main Street with great shopping for clothing, home decor, jewelry, and more. We recommend checking out the Chamber of Commerce directory for a guide to it all.

SIGHTSEEING

Cashiers North Carolina

Picture of Cashiers North Carolina
95 Archer Dr, Cullowhee, NC 28723, USA

Just 20 minutes from Highlands, Cashiers offers its own itinerary of amazing things to do.


1. Antiquing

2. Dining

3. Golfing

4. Hiking & Waterfall sightseeing

5. Shopping


Southern Living recommends all of these to-dos.



Whiteside Mtn Trail Hiking

Picture of Whiteside Mtn Trail Hiking
Parking lot, 91-170 Deville Dr, Highlands, NC 28741, USA

If you love hiking, it's a must in Highlands. While Whiteside is a fan favorite, you can also checkout the 10 Best Trails.