Portland’s community run every Monday and Thursday evening. All paces welcome — just show up and run. Free!

Easy, social-paced group bike ride through Portland. Gather at 7 p.m., roll-out at 7:30 p.m. Bring your lights. Free!

Make Sundays game day at Fifth & Elm! Catch every NFL game, steaks on the grill after 3 p.m., $1 oysters, $5 frozens & $4 drafts.

Music, bingo and prizes every Wednesday! Hear the song, mark your card, sing out loud. Hosted by Retro 94.7 with prizes every round. Free to play — reserved tables available.

Pumpkins and gourds in every size, photo-shoot spots, and activities for the kids — open daily through October 31. All proceeds benefit the Build-A-Home Ministry. Sun 1–7 p.m. · Sat 11 a.m.–7 p.m. · Mon–Fri 3–7 p.m.

Wear your pink and PINK OUT with us at Singo Bingo in support of breast cancer awareness! Recognize the hit song, mark your card and sing along for prizes every round. Pink specialty drinks, hosted by Retro 94.7. Free event; premium reserved seating and VIP available at FifthandElm.com.

Spend your Thursday evening on the lawn with a lineup of local food trucks serving up something for every craving. Free admission!

Settle into Thursday evening at The Birdie with live music from Michael Perez, handcrafted cocktails and golden-hour views. Happy hour all day Thursdays. Part of October Sunset Sessions.

Purchase a pumpkin and use available supplies to paint and decorate your own masterpiece! Open to all ages — both Friday and Saturday.

Signature Texas country sound and fan favorites — “Stockyards,” “Double Wide Dream,” “12 Gauge” and more. $20 general admission.

Sunset Lake glows for one relaxed family evening. Set your carved jack-o’-lantern afloat, then enjoy small pumpkin races, read a spooky story along the storybook walk and enjoy s’mores by the water. It’s free for the whole family!

A free event celebrating early literacy with free books for children in second grade and younger! Hosted in partnership with the City of Portland’s Bell Whittington Public Library and G-PISD, made possible by the ChatWork Civic Club and a generous anonymous donor.

Bring the whole family for a night of fun with 20+ vendors, a cake walk, bounce house, raffles every 30 minutes and much more! Raffle ticket holders must be present at each drawing; details at the welcome table. Free event!

Visit participating Railroad Dr. businesses for a fun-filled trunk or treat with candy, face painting, hair tinsel, hair feathers and more! Wear your costume or come as you are.

Trunk or Treat in the FUMC parking lot from 5:30 to 7 p.m., followed by showings of It’s the Great Pumpkin, Charlie Brown (1966) at 7:30 and 8:15 p.m. Stop by and enjoy the FUMC Pumpkin Patch while you’re there!

A high-energy night of live music, incredible vocals and crowd-favorite hits. Come for the music, stay for the dancing and good times. Free admission!

Swim, bike, and run your way through spooky season! Pool swim, then bike and run. Newbie Tri available for first-timers. Food, drinks & music at the finish.

Mr Gatti’s Pizza Portland hosts its first-ever Trunk or Treat! Costume contest, games and activities, giveaways and prizes, and lots of Halloween fun for the whole family.

A wicked week full of costumes, candy, games and fun! Cowboys vs. Eagles watch party Monday, Halloweentown movie night Tuesday, Spooky Singo Bingo Wednesday, Pups & Palomas dog costume contest Thursday, Mike Ryan Friday, and the Monster Mash plus Thriller Meets Purple Rain on Halloween.

Monday Night Football kicks off Nightmare at Fifth & Elm St. Catch the Cowboys take on the Eagles on the big screen with food, drinks and a full house.

The Halloween classic on the big screen under the stars. Bring a chair, bring the kids, and settle in. Part of Nightmare at Fifth & Elm St.

Singo Bingo gets the Halloween treatment! Hear the song, mark your card, sing out loud — in costume. Prizes every round. Free event.

Settle into Thursday evening at The Birdie with live music from Melissa Ann, handcrafted cocktails and golden-hour views. Happy hour all day Thursdays. Part of October Sunset Sessions.

Dogs, drinks and patio vibes with a Halloween twist — bring your pup in costume for the contest! Part of Nightmare at Fifth & Elm St.

Learn to build beautiful charcuterie boards from scratch with instructor Nat. Register online.

A fall country night of boots and flannels, part of Nightmare at Fifth & Elm St. Nine No. 1 songs on the Texas music charts and 265M+ streams — award-winning Texas country songwriting live on the Great Lawn. Free!

Halloween daytime fun for the whole family — costumes, games and treats before the big night show. Part of Nightmare at Fifth & Elm St.

The finale of Nightmare at Fifth & Elm St. — closing out Halloween with a night celebrating Michael Jackson and Prince! Smooth Criminal: A Tribute to Michael Jackson, 1999: The Legacy of Prince, and DJ Ed Ocañas. Iconic hits, costumes encouraged, all are welcome. FREE ADMISSION — premium VIP experiences at FifthandElm.com.

Fresh local produce, handmade goods, and community vibes every first Saturday.

Featuring Corpus Christi artist Vanessa Spittler showcasing ceramics, acrylic pours, jewelry, note cards, and more. Just a short stroll from the Portland Farmers Market. Free to attend!

A high-energy tribute celebrating the Queen of Tejano. Tejano classics, crossover hits, and plenty of dancing under the South Texas sky — now a double bill with She Wolf: A Tribute to Shakira, added at no extra cost. Postponed from October 3; all purchased tickets will be honored. Free!

Fifth & Elm turns ONE! Texas country staple Kevin Fowler headlines night one of the Birthday Bash. GA $20 + fees — kids 4 and under free. Premium reserved seating & VIP at FifthandElm.com.

The Birthday Bash continues into night two! Timeless classics and iconic singalongs as Dreams brings all the Fleetwood Mac magic to the Great Lawn. Reserved table packages include admission — available at FifthandElm.com.

Real ice-skating in the Coastal Bend! The rink is back at Fifth & Elm for the holidays with 2-hour public sessions all season long. Tickets sold at Fifth & Elm. Wobbling is encouraged!

Stroll through a forest of decorated trees and vote for your favorite! Entries are due Fri, Nov. 13. Free to visit during Community Center hours.

Spread some holiday cheer! Drop off a new, unwrapped toy for a kid in need at the Portland Community Center.

Shop local for the holidays! Find handmade gifts, jewelry, candles, art, flowers and baked treats from Coastal Bend makers at Fifth & Elm. Free to browse.

Join the celebration as our Mayor lights up the City Christmas Tree at 6 p.m. You might even meet Santa! Free!

Calling all elves! Come join our first-ever Reindeer Games obstacle training course to assist Santa, just in case he needs extra help this year! $5 per Elf Trainee. Register at portlandtx.gov/christmas.

Santa Claus is coming to Portland! Find your spot and wave to Santa as he rolls through town. Free. Float registration closes Tue, Dec. 1.

Bring your pup for a photo with Santa! Free with no registration needed. Dog food or blanket donations are welcome.

Pancakes, a craft and a photo with Santa! Choose the 8:30 or 10:30 a.m. seating. Registration required at portlandtx.gov/christmas.

Run, jog or jingle through Portland and finish at Fifth & Elm! 5K: $25 through Nov. 1, $35 Nov. 2 to Dec. 5, $40 Dec. 6 to 12. Kids 1K Fun Run: $10. Every runner gets a Tinsel Trot shirt and finisher medal!

Yule want to be there. The City of Portland’s annual Christmas on the Coast Concert presents Randy Rogers Acoustic Performance at Fifth & Elm! Doors open at 6:30 p.m. Tickets range from $20 general admission to $320 reserved tables. Tickets and VIP tables go on sale Friday, October 16 at 10 a.m. at FifthandElm.com.

A flat, scenic course through NorthShore Country Club neighborhoods and around Sunset Lake. Early bird pricing through Nov. 26: Half $55, 10K $45, 5K $35 (includes bib, shirt and finisher medal). The 1 Mile Fun Run is free! Registration required. Race-day registration 6:30–7:30 a.m., fun run 9 a.m., awards 10:30 a.m.