Day Trip to Pittsboro
1.1K Bookmarks and 5.5K Views

With vintage shops, natural escapes, upscale dining and pastoral vibes, Pittsboro makes the perfect day trip. This Triangle town in rural NC is chockful of hidden gems—you just might turn your adventure into an overnight stay! This day trip hitlist is brought to you by Meghan of the blog I'm Fixin' To, where she writes about fashion, DIY home decor, recipes and adventures around North Carolina. You can keep up with her on Instagram and Twitter at @imfixintoblog and on Pinterest.

Photo by @imfixintoblog
French Connections
$$, French Connections, Pittsboro

It’s hard to drive into Pittsboro and not make this your first stop. The eclectic decor out front is enough to make you turn your car right into the driveway. French Connections is full of gorgeous fabric, linens, home decor and jewelry, and all products are ethically traded and are sourced from Mexico, France and 20 African countries. It’s easy to get lost in all the beauty, and the owners are very kind and fascinating.

This experience has 66 bookmarks and 833 views.
Photo by @imfixintoblog
Circle City
$, Circle City Books & Music, Pittsboro

This store caught my attention because of the book mural on the side of the building. After checking out the titles painted on the side, I realized that all the books are written by North Carolina authors! Circle City is unique and has a great collection of tapes, records and books. You can spend hours in the shop browsing the collection and I definitely recommend stopping in.

This experience has 62 bookmarks and 574 views.
Photo by @imfixintoblog
Chatham Home
$$, Chatham Home, Pittsboro

This adorable little shop upcycles furniture and boasts a wide variety of locally made products. It is the perfect place to pick up an interesting gift and the staff is incredibly knowledgeable about where products come from and their back story.

This experience has 40 bookmarks and 639 views.
Photo by @imfixintoblog
$$, Vino!! Wine Shop, Pittsboro

This wine shop has an incredible selection of beer and wine, plus other gifts like wine glasses and cigars. I was impressed with the wide variety of beer and wine, but also by how affordable the selection was! It’s definitely a gem to have in this downtown. Bonus, there are wine tastings on Fridays from 5–7p!

This experience has 10 bookmarks and 409 views.
Blue Dot Coffee
$, Blue Dot Coffee, Pittsboro

This is the perfect spot to stop and grab a cup of coffee and a light snack before exploring. The lemon poppyseed muffin is my pick here! There are unique gifts and artworks available for sale throughout the coffee shop that are worth a peek for that one friend who’s got it all!

This experience has 40 bookmarks and 655 views.
Photo by @imfixintoblog
The Mod
$$, The Modern Life Deli and Drinks, Pittsboro

The Mod has the coolest outdoor patio and an awesome menu to go with it! The artichoke woodfired pizza is my go-to here, but the sandwiches are delicious as well. There’s a perfect view of the courthouse from the patio, making it a nice break stop in the downtown.

This experience has 16 bookmarks and 650 views.
Photo by @imfixintoblog
Allen & Son
$, Allen & Son Bar-B-Que, Pittsboro

For my BBQ lovers, you have to go to Allen & Son for a sandwich and hushpuppies. My husband and I differ on our opinions of BBQ—he likes pulled pork and I will not eat anything other than chopped BBQ. Allen & Son offers the best of both worlds of North Carolina-style BBQ if your house is divided like ours.

This experience has 71 bookmarks and 777 views.
Photo by @imfixintoblog
The Granary
$, Fearrington Village, Pittsboro

If you’re heading to Fearrington for the afternoon, this is a great place to stop for lunch or dinner. It features a Southern comfort menu with English flair. My favorite was the shrimp and avocado salad offered at lunch! And the wine list and full bar offer a delicious complement to the food menu.

This experience has 283 bookmarks and 2903 views.
Photo by @beetandbaguette
$$, Oakleaf, Pittsboro

The Oakleaf is in a very hip part of Pittsboro and is housed in an old silk labor factory. This converted space offers beautifully exposed beams and brick walls. It is a farm-to-table restaurant open for lunch and dinner with an eclectic menu. The crab meat pasta is a favorite of mine, but the menu selection rotates depending on what’s seasonally available. If you're feeling adventurous, I suggest trying the Chef's Spontaneous Six Course Tasting Menu—that's what I plan on doing on my next trip!

This experience has 27 bookmarks and 721 views.
Photo by @chefwhitaker
The Fearrington House
$$$, The Fearrington House Restaurant, Pittsboro

The environment in the Fearrington House Restaurant is upscale, yet comfortable. The bar offers a rich selection of wines and cocktails, and there are beautiful fireplaces in most of the dining rooms. This is a farm-to-fork restaurant that’s also Green Certified (the only one in the US recognized by AAA Five Diamond & Forbes Five Star restaurants to hold this honor). The ingredients are sourced from local farms, in addition to the gardens on the grounds. The experience is spectacular and worth a trip for dinner.

This experience has 13 bookmarks and 509 views.
Photo by @imfixintoblog
The City Tap
$, The City Tap, Pittsboro

The City Tap is awesome for a little snack or beverage break while strolling through town. The pretzels—baked by Guglhupf, a German bakery in Durham—are a must-try!

This experience has 10 bookmarks and 622 views.
Photo by @katesimon
Chatham County Historic Courthouse
Free, Chatham County Historic Courthouse, Pittsboro

This awesome courthouse is a showstopper in the center of the town. You’ll find it in the center of a traffic circle (hence the town nickname “Circle City!”) and boasts Victorian-era architecture. The first floor of the courthouse contains a history museum of Chatham County.

This experience has 2 bookmarks and 467 views.
Photo by @imfixintoblog
Fearrington Village
$, Fearrington Village, Pittsboro

There is so much to do in so little time at Fearrington! You can relax with a spa visit, stroll through the shops, grab a cup of coffee at The Goat, say hi to the Beltie goats and cows or just relax at the Roast Beer Garden. The grounds also offer lots of trails and gardens to explore. It is the perfect getaway in the middle of the Triangle.

This experience has 283 bookmarks and 2903 views.
Photo by @imfixintoblog
Haw River
-, Bynum Beach Haw River Access Area, Pittsboro

This was perhaps my favorite part of my day trip. The Haw River is gorgeous and the pedestrian bridge in Pittsboro is great for checking out local graffiti art and breathtaking views of the river. This is an absolute must!

This experience has 128 bookmarks and 1228 views.
Photo by @imfixintoblog
Fearrington House Inn
$, Fearrington Village, Pittsboro

The Fearrington House Inn is a gorgeous space in the center of a former dairy farm. I am absolutely smitten with Fearrington for its gorgeous trails, shops, eateries and spa. If you decide to extend your Pittsboro day trip to two days (which is easy to do!), I definitely recommend staying here. The experience is outstanding!

This experience has 283 bookmarks and 2903 views.
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