8 Ways to Celebrate Halloween in Chatham County This Year

Halloween in Chatham County

One of my favorite things about Chatham County is how much people enjoy to celebrate holidays, especially Halloween! From pumpkins to costumes, you’ll definitely get the full Halloween experience this year. 

Check out these eight ways you can enjoy October 31st in Chatham County.

1. Marvel at the pumpkin sculptures in Fearrington:

Fearrington Village is offering an event for the entire family: Pumpkinfest, which will take place Thursday, October 29. For those of you who don’t know, Fearrington is a charming collection of restaurants, bookstores and gardens. The artistic community is preparing to use its talents to create the most beautiful jack-o-lanterns you will likely ever see. In fact, “Jack-o-lanterns” is really a misnomer: “Jack-o-masterpieces” is probably better.

Halloween in Chatham County

They don’t get more detailed than this, folks!

These sculptures will be on display in the gardens at the center of Fearrington Village (directions below). Make a night out of enjoying them by planning to dine at The Fearrington Granary, which will be open for dinner. Another local restaurant, The Goat, will be serving sandwiches, salads and ghostly treats, and the Roost Beer Garden will have pizza and its usual selection of local craft beers on tap.

Gasoline Stove, a five-piece band that mixes old country, folk, gospel, americana, rock and roots together, will be the musical guest for the evening!


2. Attend a live music event at a beer garden:

Roost, a seasonal beer garden in Fearrington Village, will host live music, brick oven pizza and cold drinks on Halloween evening. Pull up a chair around the water fountain or under large oaks and enjoy local craft beer and a selection of pizzas designed by artisanal chefs.

Bluegrass artist Tommy Edwards will be providing live music on the front porch rain or shine. If the weather does happen to turn sour, you’ll be able to head next door to The Goat.


3. Compete for “Best Costume” at City Tap:

City Tap in Pittsboro is preparing to celebrate Halloween in style. With a full lineup of live performances from Melissa and The Swinglers, Kitty Box and The Johnnys and Gasoline Stove (yep, the same Gasoline Stove that is performing at Pumpkin Fest), energy levels will be high during the celebration. Also, in effort to promote some Halloween spirit, City Tap is hosting a costume contest, so bring your A-game.

On tap will be Sexual Chocolate Imperial Stout. Be sure to grab one of the many grilled sandwiches — everything from chutney to Mediterranean — while you’re out.


4. Enjoy a drink with be the moon:

Pittsboro has been enjoying a rise in local music and food culture, along with the greater Triangle area, and Pittsboro Roadhouse is no exception! The Roadhouse hosts live music nearly every night of the week, and Indie rock band be the moon from Burlingon, NC, will perform on October 31. Pulling from a wide variety of musical genres, be the moon writes Americana/Folk-Rock. Check them out here and on Facebook here.

Located in historic Downtown Pittsboro, the Roadhouse is a family-friendly, community-centered restaurant with a kitchen team trained in fine dining presenting quality, fresh, made-from-scratch lunches and dinners catering to many varied tastes. Also available is an extensive drink menu — the perfect compliment to your Halloween night!


5. Build Jack-o-Lanterns at Bynum Bridge:

Each year, the small town of Bynum makes a big deal out of Halloween, as families gather around Bynum Bridge to craft heads from pumpkins. From dark until midnight, hundreds of Jack-o-lanterns will line the old bridge rails on October 31st, and local artist and musicians will entertain. For the more courageous among us, there are haunted houses and trick or treaters at the Bynum Methodist Church and Ruritan Club near the old bridge.

Halloween in Chatham County

Residents of Bynum, NC, enjoy crafting jack-o-lanterns to display on the bridge.

Fun Fact: Similar pumpkin activity used to take place on the Chicken Bridge, which crosses the Haw River, before the original single-lane wooden bridge was torn down and replaced in the 1980s. A few people still make the effort to liven up the new bridge, but the major activities take place at Bynum.

(For an entertaining read, check out the Chatham County Historical Association’s piece on how the Chicken Bridge got its name after a truck crashed near the bridge, releasing hundreds of chickens into the surrounding woods.)


6. Run off the effects of last night at a Freaky 4-Miler:

If a run sounds like the perfect remedy to a late-night Halloween party, one of two things has occurred: 1) You’ve officially lost it or 2) You heard about the Freaky 4-Miler in Durham. Hosted by Bull City Running Co., this Halloween-themed run takes place November 1st, but you are still invited to dress in costume.

Halloween in Chatham County

Last year’s run crew. Their clothes match the leaves on the trees! Photo taken from Facebook.

This run is a 4-mile out-and-back run on the American Tobacco Trail, ending at the store for seasonal refreshments, door prizes and prizes for the best costumes. Lucky (or unlucky) for you, it doesn’t take place until 3:30 p.m., so you’ll have all day to contemplate whether you really want to make the effort to run off the effects of last night. The nice part is that this run is FREE!


7. Ride a Haunted Train:

Each year, the New Hope Valley Railway hosts a “Track or Treat” Haunted Express. This family-friendly Halloween event takes place during the last two Saturdays of October. Along the one-hour train route, you’ll view live, interactive Halloween scenes. Watch out as a witch whisks by on her broom when the train crosses her path!


8. Go on a Pumpkin Paddle

The Haw River Canoe & Kayak Co. is offering pumpkin paddle trips on October 24th and October 31st.  After bringing your carefully-crafted jack-o-lantern, you can travel down the Haw River in a spooky (but friendly!) pack. Your carved pumpkin is attached to each boat and either a candle or a glow stick placed in each pumpkin will light your way.

For those not accustomed to paddling in the dark, a night-time paddle is a truly unique and special experience. The pumpkin paddle trips will leave from the Bynum and Saxapahaw locations (See here for a map of entrances). After a magical time on the water, you can either enjoy a walk on the pedestrian bridge in Bynum (see No. 5) which is lined the entire way with artistically carved and lighted pumpkins or for those padding in Saxapahaw, enjoy a riverside bonfire.


  • Friday, October 24, and Friday, October 31, departing at 6 p.m.
  • $25 per person with the canoe/kayak provided, $20 per person with your own boat
  • Email info@hawrivercanoe.com for questions
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