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NC Horse Country Bicycle Tour 
A bicycling vacation along North Carolina's rolling heartland 

Day 1 l Day 2 l Day 3 l Day 4 l Day 5 l Lodging l Getting There l Cycling  

The moderately hilly region found in central North Carolina is one of the state's best kept secrets for perfect cycling conditions! Peaceful country back roads wind past peach tree groves, scenic thoroughbred horse farms, remote Revolutionary War historic sites, world renowned pottery studios, and the pristine landscape of some of America's most legendary golf courses. An authentic "southern hospitality" experience awaits you in NC's Heartland.
Tour Fast Facts:
Highlights Dates: Price:

Charming Chapel Hill, NC

Beautiful pastoral cycling

Seagrove NC Pottery

Lodging on a meticulous Equestrian Estate

Renowned Golf Communities of Pinehurst and Southern Pines

Best of Farm-to-Table
NC Gourmet Cuisine 

5 days / 4 nights

2018 Dates:

April 15 - 19 (Su-Th)

Oct. 1 - 5 (Mo-Fr)

Opt in for email date
announcements here:


2018 Price:

$ 1,695 - 1,795 / person
Price range reflects 
early to late enrollment.  

Bike rental: $100

Single occupancy room supplement: $375

Tour prices subject to change

Dates with an asterisk * have a solo traveler hoping for a roommate--  Call for details
RESERVE YOUR SPOT (click here)  

Day 1:  

Chapel Hill, our rendezvous site, is a college town complete with a bevy of restaurants, shops, art galleries and of course, Tar Heel athletics and academics. Arrive early to enjoy touring the beautiful University of North Carolina campus, nearby gardens and arboretums, and to savor the charm of Chapel Hill and the surrounding area.

After meeting for a light lunch and orientation meeting, we'll start the trip rolling with a 35 - 40 mile bike ride into the gentle hills of central NC. Country roads take us past quiet crossroads communities and along the corridor once known as the Great Indian Trading Path which connected the Catawba in western NC with native Americans of the Chesapeake. You'll work up an appetite, which will be satisfied by an outstanding gourmet meal at a local eatery. Walk the lamp lit streets of Chapel Hill or indulge in one of the many opportunities for nightlife in this vibrant college town. 

Bicycling Distance:  35 - 40 miles +/-, moderately hilly terrain.

Day 2:  

After filling up with a delicious hot breakfast, get ready to bike! Numerous distance options exist today depending on how you wish to spend your time. We pedal today toward Seagrove, the pottery capital of NC, where potters create handcrafted earthenware made in the same tradition that began here more than 200 years ago. An option exists to briefly explore this craft at the NC Pottery Museum on route.  We continue our day by pedaling into the Uwharrie National Forest. This National Forest was named for the Uwharrie Mountains, which were created from an ancient chain of volcanoes. The 1,000-foot hills of today were once 20,000-foot peaks!

We end our ride today outside the small village of Norwood, NC at our inn located on a world class equestrian estate. We'll enjoy wine and cheese on the front porch with the horses grazing in the pastures surrounding our lodge. A gourmet catered dinner at our inn caps a great day on the bike. 

Bicycling Distance:  Up to 76 miles, with numerous options to shorten this distance, on hilly terrain.

Day 3:  

After breakfast, we'll depart on bikes to continue our trek through the Uwharries.  Our bike ride today takes us south and east, leaving the Uwharrie Mountains behind.  We pedal through the famous Village of Pinehurst, which is a New England style town and home of renowned Pinehurst Resort.  Both menís and womenís PGA Tour events have been held on these fabled courses designed by revered golf architects such as Donald Ross and Rees Jones.  

We continue a short distance to our end destination of Southern Pines, an invitingly walkable village imbued with southern hospitality, galleries, shops and numerous wonderful restaurants.  We regroup for hors d'eourves on the outdoor terrace of our inn at sunset prior to dinner on your own this evening. 

Bicycling Distance:  45 - 65 +/- miles, moderately hilly terrain.

Day 4:  

Our layover day in Southern Pines provides the option of biking a loop ride through the heart of NC's equestrian centers, or remaining in charming Southern Pines for the day for a stroll along the downtown streets or a visit to the local day spa. Our bike ride takes us past the historic House in the Horseshoe, a colonial and Revolutionary War era plantation home along the banks of the Deep River. Enjoy a short private guided tour of this home prior to pedaling the rolling terrain. In between stops, savor bicycling through quiet and quaint small communities as well as landscapes dotted with thoroughbred horse farms. 

Bicycling Distance:  30 - 60 miles, rolling terrain.

Day 5:  

It's time to leave the "home of golf" to return to Chapel Hill today. We cap your vacation with a lovely bike ride on quiet country roads toward the shores of beautiful Jordan Lake. Verdant fields of soybeans and peach groves provide a green backdrop for today's final ride. Showers and a catered lunch will be provided prior to departure. 

Bicycling Distance:  Up to 68 miles, with options to reduce this mileage should you wish, on rolling terrain.


All meals are included, with the exception of one "on-your-own" dinner in Southern Pines.  This includes breakfasts, picnic lunches, gourmet dinners and abundant snacks and beverages.  As with all Carolina Tailwinds tours, guests will eat very well on this tour!


Night 1 (and optional nights prior or after):  The Franklin Hotel, Chapel Hill, NC  
The Franklin Hotel is simple elegance defined. You will experience classic style and warm, friendly hospitality from the moment you enter through the revolving doors into the domed, porcelain and mahogany lobby. The upscale hotel features 67 beautifully appointed guestrooms including 7 spacious penthouse suites with private patio balconies and stunning views, that combine with exceptional amenities and contemporary comforts to create an exquisite ambience that will satisfy your highest expectations.

The Franklin Hotel, Chapel Hill, NC

Night 2:  The Fork Lodge, Norwood, NC  
The Fork Farm is a 1600 acre outdoor paradise.  The Fork is a working farm, world class equestrian event facility, sporting clay shooting facility, and more.  From the front porch of the lodge, you can soak up a lovely view of show horses grazing in pristine pastures.

The Barn at the Fork Farm

Nights 3 & 4: Jefferson Inn, Southern Pines, NC
A century old landmark in the heart of the
Southern Pines Historic District recently received a multi-million dollar restoration, transforming it into the areaís only boutique hotel.  Cottage style furniture; plantation shutters; custom-made down-filled duvets and pillows; 600 thread count Egyptian cotton sheets; flat screen LCD or plasma TVís in every room; and free wireless internet service, as well as generously sized travertine-clad baths with claw foot and garden bathtubs, and oversized showers with regular and rain showerheads. The inn was recognized by Conde Nast Johansens in its 2009 Edition of Recommended Hotels, Inns, Resorts and Spas.


The terrain is moderately hilly to hilly, making it ideal for intermediate and advanced level cyclists.  All routes are on paved roads, so road bikes or road oriented hybrids are recommended. 

Routes will total 40-75 miles each day.  Opportunities to extend your miles, or shorten them with a "leapfrog shuttle" exist daily.

All of the routes are on country back roads, and the scenery is beautiful, including hardwood forests, longleaf pine forests, peach orchards, cotton fields, equestrian estates, golf courses and small towns.

Getting to the Tour Start (Chapel Hill, NC):

Driving:  Approximate driving distance to Chapel Hill from:

 18 miles
Charlotte, NC
 142 miles
Washington, DC
270 miles
Atlanta, GA
381 miles
Knoxville, TN
334 miles
Pittsburgh, PA
477 miles


Raleigh-Durham International (RDU) is 15-30 minutes away, depending on traffic. It is served by most major airlines.

Ground Transit:

Taxis, limos, and rental cars are available at RDU.  ( Link )


In order to participate in Day 1 meeting and bike ride, arrive in Chapel Hill no later than 11:30 a.m.  If skipping those activities, arrival can be later in the afternoon.

On Day 5, we will return to Chapel Hill between 1 and 2:30 pm.  You should be able to depart by 3:30 pm.

Parking During the Tour:

Provided in Chapel Hill.

Extend Your Vacation:  Before or after our activity packed tour, you may want to tack on a few days.  Perhaps in the vibrant historic college town of Chapel Hill.

The Triangle Area:   The "Triangle" is made by the neighboring cities of Chapel Hill, Durham and Raleigh.  Durham is home to Duke University, the Durham Bulls baseball team, the American Tobacco Heritage Trail, and numerous museums.  Raleigh is the state capital, home of NC State University, and location of the state museums of history, art, and natural sciences. 

Call 888.251.3206 (local number is 336.794.1054) or click here to make your reservation today!

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Carolina Tailwinds   P.O. Box 24716   Winston-Salem, NC 27114-4716   888.251.3206 or 336.794.1054