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 inviting atmosphere is just as vital as the beverages served, ensuring that coffee enthusiasts and warm drink lovers leave satisfied.

Creating Connections

“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, the owner of three 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 explained.

“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.”

Award-Winning Service

This customer-focused approach has resulted in numerous accolades for the cherished establishment. Country Coffee – Highway 26 received the titles of 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 shared with a laugh. “There are thousands of amazing businesses, so it is amazing to see so many people think of us. We work hard and put our customers first.”

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

Signature Offerings

Country Coffee boasts 18 locations across the region, with the Highway 26 spot at 3250 SE 11th St. established in 2019 receiving particular attention from voters. The menu features all the classic coffee shop staples — brewed coffee, lattes, cappuccinos, mochas, chai, matcha, cold brews, fruit smoothies, Italian sodas, hot chocolates, steamers, tea, and energy-infused drinks. However, the standout offerings are the signature drinks, available hot, iced, or blended.

Favorites include the “Boots & Spurs Mocha,” a mix of white and dark chocolate; the “Cowboy Latte,” infused with Irish cream; “The Bucking Bronco,” combining Kahlua and chocolate; and the “Horseshoe Latte,” featuring caramel and cinnamon (a favorite of O’Hara’s). All drinks come in sizes ranging from 12 to 32 ounces.

A Tasty Selection

For those seeking a bite to eat, Country Coffee serves breakfast sandwiches on bagels or croissants; protein bars and oatmeal; scones, muffins, coffee cake, donuts, cookies, and mini loaves. There are also gluten-free pastries available.

Country Coffee Home

Rondema’s connection to Country Coffee began when she worked as a barista at the Boring location after the founder Melanie Ward took over the espresso stand in 2013. She opened her first franchise (Highway 26) over six years ago.

“I couldn’t do any of this without the girls,” she noted. “They work so hard and have the passion to make this place special.”

O’Hara transitioned to Country Coffee after her restaurant job ended. She immediately discovered a passion for customer service, having frequently visited the Boring Country Coffee where Rondema worked.

“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 reminisced with a laugh.

When the pandemic affected her previous job, she seized the opportunity to become a barista. “Shaylee was the perfect fit because she is bubbly, has a big personality, and goes the extra mile,” Rondema remarked.

“I fell in love with the community and love being part of a small business,” O’Hara added. “And the whole team gets along so well; we are like sisters.”

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

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 emphasizes warmth and connection in customer service.
  • The shop’s Highway 26 location has garnered multiple awards in 2026.
  • Signature drinks set the menu apart, including the “Boots & Spurs Mocha” and “Cowboy Latte.”
  • The team is dedicated, passionate, and focused on creating a familial atmosphere.
  • Food offerings include a variety of pastries and breakfast options, some gluten-free.

FAQ

What are the operating hours for Country Coffee?

Country Coffee is open from 5 a.m. to 6 p.m. Monday through Friday, and from 6 a.m. to 6 p.m. on Saturday and Sunday.

Where is the Highway 26 location located?

The Highway 26 location is situated at 3250 SE 11th St., Gresham.

What types of drinks does Country Coffee offer?

Country Coffee serves a wide range of beverages, including brewed coffee, lattes, cappuccinos, specialty signature drinks, teas, and smoothies.

Are there gluten-free options available at Country Coffee?

Yes, Country Coffee offers a selection of gluten-free pastries in addition to their regular menu items.

How did the owners become part of Country Coffee?

Hailee Rondema started as a barista at the Boring location and later opened her own franchise, while Shaylee O’Hara joined after being a regular customer and soon became a key team member.

In summary, Country Coffee – Highway 26 shines not only for its delightful offerings but also for the strong community it fosters. With continued dedication to customer service, this beloved coffee shop is sure to remain a local favorite.

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