A two-day sampler that balances town time, trails, and good food. Use this
itinerary as a blueprint: where to stay, which drives and hikes to focus on,
and how to structure a short visit so your friends finally understand why you
keep coming back here.
For a deeper dive into neighborhoods and long-term living, pair this with
Buying on the Highlands–Cashiers Plateau: A Starter Guide
and our full Guides.
How to Use This 48-Hour Plan
This itinerary assumes you arrive by midday on Day 1 and leave late afternoon
on Day 2. Flip the order if you’re staying in Highlands first and Cashiers second.
The goal is simple: one day anchored in Cashiers, one anchored in Highlands.
- Best seasons: late spring through fall for patio dinners and waterfalls; winter for fires, quiet trails, and cozy inns.
- Who it’s for: couples, small groups of friends, and families with older kids comfortable with 2–4 mile hikes.
- Driving: You’ll be on curvy mountain roads. Don’t overschedule; give yourself margin between stops.
Where to Stay for a 2-Night Trip
For 48 hours, you don’t need to overcomplicate lodging. Pick one base in Cashiers
or Highlands and treat the other town as a day trip—or split nights if you like
changing scenery.
Cashiers: Boutique Inn or Classic Resort
Hotel Cashiers
is described as “the first boutique inn in town… in the heart of Cashiers,”
blending modern and mountain design and making an ideal basecamp for exploring
both Cashiers and Highlands.
“The first boutique inn in town… located right in the heart of Cashiers, NC…
the ideal basecamp for your trip.” – Hotel Cashiers
If you want more of a resort feel,
High Hampton
offers a restored historic inn, cottages, trails, and lakeside lounging
with Blue Ridge views right on property.
Highlands: In-Town Luxury
In Highlands,
Old Edwards Inn & Spa
anchors Main Street with a Relais & Châteaux hotel, spa, and multiple
restaurants—“perched atop the southwestern plateau” with European-style charm.
“Our retreat is the perfect setting for a few days of lingering over flavorful
meals… and enjoying those unexpected moments.” – Old Edwards Inn & Spa
For a slightly more casual in-town stay, check
200 Main
Also part of the Old Edwards family, with modern rooms and easy walking
access to everything downtown.
Day 1 — Cashiers, Lake Glenville & a Mountain Sunset
Use Day 1 to settle into Cashiers, get on the water, and end with a relaxed,
mountain-town evening.
Morning: Arrive & Settle In
- Check in to Hotel Cashiers
or High Hampton. - Walk or drive into the Cashiers crossroads to orient yourself:
village green, a few shops, coffee, and the lay of the land. - Pick up picnic supplies at a local market or café for later on the lake.
Midday: Lake Glenville Cruise
Spend your first afternoon on Lake Glenville, the high mountain lake
just north of Cashiers. It’s been called “the highest lake east of the Rocky
Mountains,” with 26 miles of shoreline and relatively quiet, glassy water.
“Lake Glenville… the highest lake east of the Rocky Mountains… a serene mountain
lake with quiet waters and 26 miles of shoreline.” – Southern Living
- Rent a pontoon from
Signal Ridge Marina
or explore options in this
Lake Glenville boat rental roundup
. - Cruise to one of the lake’s small waterfalls and coves; swim if weather allows.
- Keep the pace slow. This isn’t a race—just let everyone exhale into the weekend.
Evening: Casual Dinner in Cashiers
Back in Cashiers, aim for a relaxed, open-air dinner where kids can roam and
adults can lean back.
Whiteside Brewing Company
is a brewpub “in a parklike setting serving house brewed beers and tasty
food” just off the crossroads—great for post-lake hunger.- If you’re up for something more polished, consider Canyon Kitchen at
Lonesome Valley
(advance reservations essential in season).
End the night back at your inn’s firepit or bar. This is a good time to
compare first impressions of Cashiers vs. Highlands before Day 2.
Day 2 — Highlands, Waterfalls & Whiteside Mountain
Day 2 is about waterfalls, a Main Street lunch, and one of the plateau’s signature
hikes before heading home.
Morning: Waterfall Drive Toward Highlands
Head toward Highlands via US 64, also known as part of the
Mountain Waters Scenic Byway. Along the way, you can stop at
a series of roadside-accessible waterfalls:
- Dry Falls – a 75-foot waterfall you can walk behind.
- Bridal Veil Falls – a smaller veil of water right off the highway.
- For a deeper waterfall hit list, see this
Highlands & Cashiers waterfalls guide
.
“Many waterfalls near Highlands and Cashiers… easily seen and enjoyed along
US Highway 64.” – Romantic Asheville
Midday: Lunch & Stroll in Highlands
Arrive in Highlands by late morning. Park near Main Street and give yourself
at least an hour just to walk the core—shops, galleries, and side streets.
- For a sit-down lunch, consider:
- Primary – “mountain modern dining” with fresh American cuisine.
- Madison’s – farm-to-table dining at Old Edwards Inn.
- Highlands restaurant listings
for more options (Wild Thyme Gourmet, Lakeside, etc.).
- After lunch, stroll the side streets and pop into a gallery or two.
Afternoon: Whiteside Mountain Loop
On the way back toward Cashiers, stop for a hike up
Whiteside Mountain, a 2-mile loop with big payoff views between
the two towns.
“A rather gentle 2-mile loop… to the top of the cliffs with stunning panoramas.”
– Whiteside Mountain trail overview
- Trailhead parking sits off US 64/NC 106 (small fee; bring cash).
- The loop gains ~500 ft; most reasonably fit guests can hike it in ~1–1.5 hours.
- For maps and details, check:
Asheville Trails Whiteside overview
.
Bonus: If You Have a Second Night
If your 48 hours includes two overnights instead of a hard 24+24, use your second
evening for one more Highlands or Cashiers dinner.
Dinner in Highlands
- Ristorante Paoletti
– long-loved Italian spot with an extensive wine list. - Madison’s
– refined, farm-to-table dining in the heart of town. - Check Old Edwards’ round-up of
best things to do in Highlands
for seasonal events or live music.
Dinner Back in Cashiers
- Return to Whiteside Brewing Co.
for a low-key second round and a different menu pick. - Or book one more special meal at
Canyon Kitchen
if you didn’t go on Night 1. - Finish the night with a glass of wine back at
Hotel Cashiers
’ wine bar or around a fire pit, if offered.
Tweaking This Itinerary for Your Crew
Every group is different. Use these variations to dial this 48-hour plan a little
more toward “adventure,” “relaxation,” or “scouting trip for a future home.”
More Adventure
- Swap the Lake Glenville cruise for a longer waterfall hike (Rainbow Falls, Whitewater Falls, Panthertown). Start with
this hikes near Cashiers list
. - Add an extra morning trail before heading home on Day 2.
More Relaxation
- Book spa time at
Old Edwards Inn & Spa
or stay onsite at
High Hampton
and enjoy their grounds and activities. - Shorten waterfalls to one stop and linger longer over meals.
Scouting Future Home Bases
- Print or bookmark
Buying on the Highlands–Cashiers Plateau
and our
Cashiers vs. Highlands Guide. - As you drive and hike, notice where you can imagine “normal Tuesdays,” not
just perfect Saturdays.
Keep the Plateau in Your Inbox
This 48-hour guide gives you a taste of Cashiers and Highlands. The free weekly
Cashiers Note keeps the story going: new openings,
notable sales, club news, and one Property of the Week every Thursday.