Carrie Underwood Grocery Shops in Sweats

Carrie Underwood Grocery Shops in Sweats
Oprah (third from right) welcomes country stars to her show
George Burns/Harpo Productions

04/10/2009 AT 11:55 AM EDT

Carrie Underwood just took home the Entertainer of the Year Award at the ACMs, so what's it like for fans to meet her now?

"I think they're disappointed," Underwood says on the April 14 episode of The Oprah Winfrey Show. "I do my grocery shopping kind of late at night. There's nobody really there. I can probably wash the makeup and I'm in a ponytail, glasses, and my sweatpants at the grocery store, and people won't tell me, 'Are you Carrie Underwood?' They'll say, 'Wow, you look like Carrie Underwood.' Because Carrie Underwood wouldn't be at the Harris Teeter [at] 11:00 o'clock at night in her sweatpants."

The 26-year-old country star joins Kenny Chesney, Darius Rucker and Sugarland's Jennifer Nettles to perform and discuss their lives with Winfrey, dishing about everything from childhood dreams to their love lives.

"It's really strange," Underwood says of dating in Hollywood. "I mean, you're under a microscope, and even if you start – you're getting to know somebody, you just met them – they have you married off next week, you know what I mean? So it's a little difficult and it's a little difficult to know people's intentions."

Underwood is keeping it as simple as possible with her low-key relationship with NHL star Mike Fisher. The two have been seeing each other for a few months.

Chesney's Birthday

As for Chesney, he says he will slow down and have a family one day. "I don't think that the next 20 years of my life is going to revolve around sound checks, tour buses and a catering truck."

For now, though, Chesney is just enjoying life. The reigning CMA Entertainer of the Year turned 41 in March, the same day the show taped.

"We all have dreams, and we all want to achieve things," Chesney says. "But I never – when I was at college, at East Tennessee State University, playing on a stool like this with a tip jar in front of me, I didn't know I would be doing Oprah on my birthday. Who thinks of that?"

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