Your Ultimate Guide to Some of the Best Things to do in Ashland WI

Wisconsin is a state overflowing with hidden wonders. Containing breathtaking natural phenomena like the Apostle Islands sea caves as well as a wide variety of amazing museums, restaurants, and shopping centers, you’ll never run out of fun things to do here. One place you need to visit while you’re vacationing in this portion of the Midwest is the city of Ashland. There are so many things to do in Ashland, WI, that you’ll have trouble deciding what to do here first! Here’s a basic guide to exploring the best things to do in Ashland, WI.

Here Are Some of the Best Things to Do in Ashland, WI

Explore the Great Outdoors

Being so close to the magnificent Lake Superior, Ashland offers some truly exciting opportunities for outdoor recreation, regardless of the season. Take a look at some great seasonal activities here!

Summer Activities: Lake Superior provides a myriad of fun things to do, like kayaking, boating, swimming, or just basking on the beach. There are also plenty of parks to explore, like the Prentice Park and the Chequamegon-Nicolet National Forest. And don’t forget about the Whistlestop Marathon in the fall.

Winter Activities: Wisconsin receives an abundance of snow every winter! Try exciting activities like snowmobiling and cross-country skiing or see what you can catch on an ice fishing trip. Ashland also hosts the Book Across the Bay Race every winter, which is a race on snowshoes that is fun to both watch and participate in!

Visit the Finest Area Attractions

Immerse yourself in the rich history and culture of Ashland, WI, by visiting these fascinating local landmarks!

Ashland Mural Walk

Ashland Breakwater Lighthouse

Northern Great Lakes Visitor Center

Ashland Mosaic Murals Underpass

Enjoy Delicious Dining

There are so many Ashland, WI, restaurants that are definitely worth a visit! Here are a few favorites of visitors and locals alike.

Frankie’s Pizza

Deep Water Grille

2nd Street Bistro

Chequamegon Family Restaurant also known as Ashland Family Restaurant

Experience Some Amazing Entertainment

Ashland contains some of the best entertainment venues in the entire state of Wisconsin. Whether you want to rock out to your favorite band or sit back and relax while watching a classic film, you’ll find the exact place you need here! Take a look at some of the best places for a night out in Ashland, WI.

Big Top Chautauqua

Ashland Bay Cinema

Chequamegon Theatre Association

Where to Stay While You’re Visiting Ashland, Wisconsin

One of the best parts about visiting Ashland, WI, is that there are some fantastic nearby accommodations. Pinehurst Inn Bed & Breakfast in Bayfield, WI, is just minutes away from all the many things to do in Ashland, WI. Our cozy bed and breakfast contains luxurious rooms, eco-friendly amenities, and of course, a hearty homemade breakfast first thing in the morning.  When you’re not enjoying the many nearby attractions of Bayfield and Madeline Island, WI, (like the famous Apostle Islands National Lakeshore), curl up by the fireplace or relax on the porch swing. Check our availability today to start planning an unforgettable trip of a lifetime!  

To learn more about the many things to do in Bayfield, WI, click here. 


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