Single/Couple Accommodations

At Second Wind Country Inn, we offer a broad range of accommodations in Ashland, WI. Whether you’re a couple looking to get away from it all or planning a family trip, we welcome you.

For all guests, check-in time is any time after 3:00pm; check-out is 11:00am. We reserve the right to refuse service to anyone.

Bear Den

Bear Den (ADA compliant)

Come ready to hibernate in The Bear Den! This room is so cozy we promise you won’t want to leave. Enjoy a two-person Jacuzzi, a log canopy bed, comfy lounging chairs and a private bath. This is one of our most popular options and one of the cornerstones of our B&B in Ashland, WI!

Season Weekday Weekend Weekly
April 1st – October 31st $149 $189 $1000
November 1st – March 31st $119 $139 $800

Pine Cone Hollow

Pine Cone Hollow

Pine Cone Hollow is a cozy north woods room that comfortably sleeps two adults and a child or two (as long as they don’t mind sharing a double futon). It has a queen-size bed, a two-person Jacuzzi, a private bath with bidet and a futon that folds out into a bed.

Season Weekday Weekend Weekly
April 1st – October 31st $149 $179 $1000
November 1st – March 31st $119 $139 $800

Child Policy

At Second Wind Country Inn, we love children. But, due to the many difficult situations they can present, we only welcome well-behaved children aged 10 and up. That said, we’re happy to make exceptions when your group is renting the entire inn or when parents are willing to sign our child policy. A copy of this policy can be obtained by emailing us.

Rates Policy

We offer discounted rates depending on season and situation. Our discounted week rates do not include breakfast and must not include two weekend days on different weekends. For example, not a Saturday–Saturday, but a Friday–Friday or a Thursday–Thursday instead. If you would like breakfast included during your week stay please inquire.

Escape in Total Comfort

Ready to book your escape into the natural beauty and untapped serenity of rural Wisconsin? Contact Second Wind Country Inn today to inquire about any of our accommodations. Reach us through our website or call 715-682-1000 today!