For those who have an affinity for vintage automobiles, there is an easy way to see a fantastic collection of Okoboji classic cars up close and personal. Also known as “the Ultimate Man Cave,” the Okoboji Classic Car Museum is such a fun addition to any visit to the Iowa Great Lakes region. You’ll walk through a recreated 1950s streetscape filled with classic vehicles, neon signs, and small-town charm. Each car has been restored by an in-house team that brings original models back to life with care and precision.
For those shopping for a classic car, there are many examples for sale, so you may even leave with a new set of wheels! After you visit Okoboji Classic Cars, which is just 5 miles from us in West Okoboji, you can spend your time browsing through town, grabbing a delicious pint at one of the local breweries, and otherwise enjoying all the best things to do in Okoboji before returning for a bit of relaxation at our #1-rated Bed and Breakfast in Iowa.
The Oakwood Inn is the perfect place to spend some time with your favorite person, friend group, or even on a solo trip. Our property is designed to be a lovely place to reconnect, relax, and refresh. Whether celebrating a milestone or just needing an escape, we’d love to help you plan an unforgettable weekend at our charming boutique hotel in Okoboji. Book your room and start planning your next getaway today!

Don’t Miss the Okoboji Classic Cars Museum & More
If you enjoy classic cars, you’ll want to plan a stop at Okoboji Classic Cars. The museum invites you to step back in time with a detailed 1950s streetscape filled with polished vehicles, bright signs, and plenty of character. During the winter, they operate on seasonal hours, so it’s a good idea to call ahead to confirm the tours are up and running.
You’ll see more than 70 restored cars, each brought back with care in the on-site restoration shop. The same facility also offers classic cars for sale if you’re looking to bring home something special. The Okoboji Classic Cars gift shop is a favorite for collectors, with clothing, accessories, and a wide range of die-cast models.
You don’t have to be a car collector or automobile buff to enjoy this outing! The museum appeals to everyone, whether you love engines, design, or a good dose of nostalgia. It’s a great addition to any afternoon, especially if you follow it up with a spa visit, boat ride on the lake, or an elegant meal on the waterfront near our boutique hotel in Okoboji.
More Things to Do in Okoboji in the New Year:
While the Okoboji area might be best known as a summertime vacation spot, there’s something romantic about a quiet escape in the New Year. With The Oakwood Inn as your home base, you’ll be in the ideal location to head out and explore Okoboji Classic Cars and more!
- The rich history of the Iowa Lakes Area, spanning over 150 years, is closely linked to its beautiful lakes. The Iowa Great Lakes Maritime Museum showcases rare artifacts that tell the stories of early vacationers, grand hotels, and the boats that brought joy to visitors. It’s a captivating glimpse into the area’s charming past!
- Just a short walk from our boutique hotel, along the Kenue Park Trail is the Pearson Lakes Art Center, one of the top art museums in Iowa. Visitors can enjoy visiting the six galleries, enjoy a performance in the performing arts theatre, or explore the interactive gallery.
- Don’t miss a visit to the Iowa Rock & Roll Music Association Museum. It’s such a treat to see all the past and present Hall of Fame inductees spanning several generations and all genres of music.
- Round Lake Vineyard is one of our favorite places to visit near Okoboji. This lovely, locally-owned and operated winery is the perfect place to spend an afternoon. Even on a chilly day, you’ll love having a wine tasting and a meal at the bistro.
- If you’re more of a beer fan, there’s nothing like grabbing a cold one after exploring the Okoboji Classic Cars museum. West O Beer is a local favorite, and the selection of craft beers on tap is always impressive.

Relax and Unwind at Boutique Hotel in Okoboji
Whether visiting the Okoboji Classic Cars Museum or enjoying this tranquil lakeside paradise, you will need at least a few days to enjoy it all. Though there are plenty of lodging options in this area, none are better than our top-rated hotel in Okoboji with Bed and Breakfast-style amenities. We have 13 beautifully and tastefully decorated guest rooms for couples and solo travelers.
Each guest room comes with a broad range of amenities and all the creature comforts you crave from home, including fireplaces, private verandas and patios, luxurious linens, and more. For an added touch of indulgence during your getaway, ideal for after a trip to see the Okoboji Classic Cars, choose one of our guest rooms with spa-like whirlpool tubs!
One of our favorite simple pleasures is to wake up to the delicious smells of breakfast being made fresh, from scratch, just for you. Having the chance to enjoy our delicious gourmet breakfast is one of the best parts of staying with us at our Bed and Breakfast in Iowa. We genuinely can’t wait to welcome you, and you’ll see why our guests return year after year. Book your room and start planning your getaway in the New Year!