The Best Hotels Closest to Old Plank Road Trail Head in Sheboygan for 2026 | Expedia

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Compare popular hotels close to Old Plank Road Trail Head

Property	Property class	Guest rating	Breakfast included	Pool	Spa	Pet friendly	WiFi included
The American Club	5.0 star property	9.6 Exceptional 248 reviews						View
Watershed Hotel	3.0 star property	9.6 Exceptional 548 reviews						View
Inn On Woodlake	3.5 star property	9.4 Exceptional 273 reviews						View
La Quinta Inn by Wyndham Sheboygan	3.0 star property	8.2 Very Good 1,001 reviews						View
Super 8 by Wyndham Sheboygan WI	2.0 star property	6.6 839 reviews						View

Top Old Plank Road Trail Head Hotel Reviews

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

6/10 Okay

"Great staff who went above and beyond. In the midst of renovations and will be amazing after completion."

Inn On Woodlake

Inn On Woodlake

10/10 Excellent

"Property currently under construction, but still had an enjoyable stay and good night rest. Super comfortable beds with speakers above bed perfect for a night in to watch movie in bed, friendly service, very good breakfast included with room, and nice clean bathroom with Kohler fixtures, of course. Use of the shuttle service to the American Club was convenient."

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"I didn’t catch the woman’s name, but the lady working all weekend was incredibly helpful. She gave us great recommendations for things to see and do while visiting Sheboygan, and she was so kind and welcoming. The breakfast was really good, and the hotel was in a perfect location. We would definitely stay here again if we’re ever back in town!"

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

10/10 Excellent

"The staff was very friendly and helpful. The location was great for our needs, going between Kohler and Road America. It was quiet, just off the highway and close to the eateries at the American Club (about 20 minutes). The breakfast bar was well stock and good tasting which deserves a star on its own."

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good

"The staff--especially the young ones--were extremely helpful! It was a nice, quiet stay. The one thing, the cleaning people didn't give fresh bedding and did not make the beds when they came by (3-night stay). Maybe that's the Inn's policy and I missed that; at any rate, it's not a deal-breaker. Nor did we get fresh towels--only upon request, at least after the first night. Maybe this was a communication issue with the cleaning people: passing her in the hall, her English wasn't great, and she might have misunderstood me. Anyways, I would definitely stay there again. I would give them between a 7.5 - 7.9 rating out of 10."

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

6/10 Okay

"The hotel itself looked nice & staff was cool, but the water from the sink & shower smelled funny. Might have a sewage issue. Also the hot tub was out of order & that was not mentioned on the website when booking. Breakfast was okay, nothing special. Overall I would say if you’re just staying one night it would be a cool place, but nothing long term"

Hotels near other Old Plank Road Trail Head attractions

The Waelderhaus

5.0/5 (2 reviews)

Find out about the history of Kohler when you spend time at The Waelderhaus. While you're in the area, stroll along the lakeside.

Frequently asked questions

What's the area like around Old Plank Road Trail Head?

Old Plank Road Trail Head is located in a scenic area of Sheboygan known for its beautiful lakeside setting and golfing. You'll find 202 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Old Plank Road Trail Head?

La Quinta Inn by Wyndham Sheboygan is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.9 mi (1.5 km) from Old Plank Road Trail Head. Other good options within 5 miles include The American Club and Watershed Hotel.

How many hotels will I find close to Old Plank Road Trail Head?

Expedia has 202 hotels and other accommodations a few miles from Old Plank Road Trail Head.

If I need to cancel the hotel reservation for my stay near Old Plank Road Trail Head, will I receive a refund?

Yes, most hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to get top deals close to Old Plank Road Trail Head.

Where can I learn more about changing or cancelling my trip in the area near Old Plank Road Trail Head?

To find more details about changing or cancelling your stay near Old Plank Road Trail Head, go to https://www.expedia.com/service/.

What can I see and do near Old Plank Road Trail Head?

Kohler Design Center, The Waelderhaus, and John Michael Kohler Arts Center feature a variety of fascinating exhibits to see while you're in town. Enjoy the outdoors at Bookworm Gardens, Sheboygan Indian Mound Park, or James Tellen Woodland Sculpture Garden. Bring the family to Above & Beyond Children's Museum, Stefanie H. Weill Center for the Performing Arts, and Blue Harbor Resort & Conference Center Water Park while you're checking out the area near Old Plank Road Trail Head.

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