Categories Food

Award-Winning Coffee Cart Delivers Delicious Drinks and Friendly Service

2026 Readers Choice winner: An East Multnomah County coffee purveyor is about more than what goes in the cup.

At Country Coffee — Highway 26, every interaction begins with a smile. This warm, welcoming atmosphere is as vital as the beverages and food served, ensuring that caffeine enthusiasts and warm drink lovers leave satisfied every time.

“You make people’s day. There is so much going on in every customer’s life, and you have this big impact with just a cup of coffee,” said Hailee Rondema, who owns a trio of Country Coffee locations.

For the 13-member team along Highway 26, a self-described sisterhood of baristas, connecting with customers is paramount.

“We treat every customer in the window like family,” Rondema said.

“I love being there for people on their happy and sad days,” added Shaylee O’Hara, a barista at Country Coffee. “It is the best feeling in the world to be a small part of their day.”

This dedication to service has garnered Country Coffee – Highway 26 numerous accolades, including Best Coffee Shop (drive-thru), Best Barista (Shaylee O’Hara), and Business of the Year in The Outlook’s 2026 Readers Choice.

“Business of the Year, I am mind blown,” Rondema said with a laugh. “There are thousands of amazing businesses, so it is incredible to see so many people support us. We work hard and prioritize our customers.”

“I couldn’t wrap my head around winning the award,” O’Hara said. “It is surreal to think so many people know my name. It is amazing; I am speechless.”

Country Coffee boasts 18 locations throughout the region, with the Highway 26 location at 3250 SE 11th St. drawing the most attention from voters since its founding in 2019.

The menu features all the staples of a great coffee shop—brewed coffee, lattes, cappuccinos, mochas, chai, matcha, cold brews, fruit smoothies, Italian sodas, hot chocolates, steamers, tea, and energy drink-infused options. However, it is the signature drinks, available hot, iced, or blended, that truly stand out.

Highlighting the specialty beverages are the “Boots & Spurs Mocha,” a mix of white and dark chocolate; the “Cowboy Latte,” featuring Irish cream; “The Bucking Bronco,” a combination of Kahlua and chocolate; and the “Horseshoe Latte,” blended with caramel and cinnamon (a personal favorite of O’Hara). Each drink is available in sizes ranging from 12 to 32 ounces.

In addition to drinks, Country Coffee offers a selection of food items, including bagel or croissant breakfast sandwiches, protein bars, oatmeal, scones, muffins, coffee cake, donuts, cookies, mini loaves, and chocolate-covered beans. Gluten-free pastries are also available.

Country Coffee Home

Rondema’s connection to Country Coffee runs deep. She began as a barista at the Boring location after founder Melanie Ward acquired the espresso stand in 2013. In 2017, she launched her first franchise (Highway 26).

“I couldn’t do any of this without the girls,” she said. “They work tirelessly, and their passion truly makes this place special.”

O’Hara became part of the team after transitioning from the restaurant industry. She quickly discovered her love for customer interaction, frequently visiting the Boring Country Coffee to see Rondema when she was a barista there.

“I grew up with Hailee; she was my babysitter, so I was always asking my mom to take me to the Boring stand to see her,” O’Hara recalled with a laugh.

When the pandemic prompted her layoff from the restaurant sector, O’Hara seized the opportunity to join Country Coffee as a barista.

“Shaylee was the perfect fit because she is bubbly, has a big personality, and goes the extra mile,” Rondema said.

“I fell in love with the community and cherish being part of a small business,” O’Hara shared. “Our team gets along incredibly well; we are like sisters.”

“Working here fills my heart with joy,” she added.

Country Coffee

Awards: Best Business of the Year, Best Coffee Shop (drive-thru), Best Barista (Shaylee O’Hara)

Where: 3250 SE 11th St., Gresham

Hours: 5 a.m. to 6 p.m. Monday through Friday; 6 a.m. to 6 p.m. Saturday and Sunday.

Key Takeaways

  • Country Coffee – Highway 26 prioritizes customer connections.
  • Signature beverages stand out on an extensive menu.
  • Awarded Best Business of the Year and other honors in 2026.
  • The team atmosphere is described as a sisterhood.
  • Offers a variety of food options alongside coffee drinks.

FAQ

What types of drinks does Country Coffee offer?

Country Coffee provides a wide range of drinks, including brewed coffee, lattes, cappuccinos, mochas, chai, matcha, cold brews, smoothies, and Italian sodas.

Where is Country Coffee – Highway 26 located?

Country Coffee – Highway 26 is located at 3250 SE 11th St., Gresham.

What are the operating hours of Country Coffee?

The coffee shop operates from 5 a.m. to 6 p.m. Monday through Friday, and from 6 a.m. to 6 p.m. on weekends.

Is there a selection of food available?

Yes, Country Coffee offers breakfast sandwiches, pastries, snacks, and gluten-free options.

What awards has Country Coffee received?

Country Coffee has been recognized for Best Business of the Year, Best Coffee Shop (drive-thru), and Best Barista in 2026.

In summary, Country Coffee – Highway 26 is not just a coffee shop; it’s a community hub where customers are treated like family. With a winning combination of great drinks, delicious food, and an inviting atmosphere, it’s no wonder they continue to receive accolades and support from the community.

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