Sheboygan Hotel Guide - Old Plank Road Trail Head hotels in Sheboygan, United States of America.

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27 Dec - 28 Dec
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Our top choices for Old Plank Road Trail Head hotels

Exterior
The American Club

The American Club

The American Club
5.0 star property
1.9 km from Old Plank Road Trail Head
9.6 out of 10, Exceptional, (233)
"The shower was amazing "
United States
Patrick
The price is €460
includes taxes & fees
28 Dec - 29 Dec
The American Club
Exterior
Watershed Hotel

Watershed Hotel

Watershed Hotel
3.0 star property
2.9 km from Old Plank Road Trail Head
9.8 out of 10, Exceptional, (468)
"Beautiful place I will be staying here anytime I am in Sheboygan "
United States
Matt
The price is €104
includes taxes & fees
28 Dec - 29 Dec
Watershed Hotel
Exterior
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan
3.0 star property
1.5 km from Old Plank Road Trail Head
8.2 out of 10, Very good, (1000)
"Room was very clean Check-in was a breeze "
United States
Bryan
The price is €72
includes taxes & fees
30 Dec - 31 Dec
La Quinta Inn by Wyndham Sheboygan
Standard Room, 2 Queen Beds
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI
2.0 star property
1.2 km from Old Plank Road Trail Head
6.6 out of 10, (827)
"Staff very nice. Building pretty run down."
United States
Richard M
The price is €67
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Sheboygan WI
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
2.4 km from Old Plank Road Trail Head
The price is €342
includes taxes & fees
29 Dec - 30 Dec
Large Backyard, Walk to Hospital: Sheboygan Abode!
Property amenity
Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
2.5 star property
4.3 km from Old Plank Road Trail Head
9.6 out of 10, Exceptional, (263)
"Staff professional and respectful. Rooms clean, quiet and comfortable. Check in and out easy. Location convenient. Recommend "
United States
Lisa
The price is €103
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Sheboygan
Front of property – evening/night
The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel
3.0 star property
4.5 km from Old Plank Road Trail Head
9.6 out of 10, Exceptional, (318)
"Beautiful place to stay, everything was lovely and the breakfast was delicious. "
United States
Ruby
The price is €208
includes taxes & fees
30 Dec - 31 Dec
The Rochester Inn, A Historic Hotel
Lobby
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
2.0 star property
3.7 km from Old Plank Road Trail Head
8.6 out of 10, Excellent, (1002)
"Room was clean food was ok"
United States
Rosa
The price is €66
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn by Wyndham Sheboygan
Free buffet breakfast
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
2.5 star property
3.9 km from Old Plank Road Trail Head
8.8 out of 10, Excellent, (373)
"Clean, friendly staff, comfortable beds, and great breakfast! "
United States
Valerie
The price is €86
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Inn Express Sheboygan-Kohler by IHG
Terrace/patio
Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
5 km from Old Plank Road Trail Head
9.6 out of 10, Exceptional, (92)
"Great place to stay "
United States
BEE
The price is €94
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites By Hilton Sheboygan
Lobby
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head
8.6 out of 10, Excellent, (1013)
"Would definitely stay here again!"
United States
Donna
The price is €120
includes taxes & fees
28 Dec - 29 Dec
Grandstay Residential Suites Hotel - Sheboygan
Exterior
Harbor Winds Hotel

Harbor Winds Hotel

Harbor Winds Hotel
2.0 star property
3.9 km from Old Plank Road Trail Head
8.6 out of 10, Excellent, (932)
"Shower worth 5 stars alone, water pressure was 🔥"
United States
Michele
The price is €77
includes taxes & fees
30 Dec - 31 Dec
Harbor Winds Hotel
Breakfast, dinner, brunch served; Regional cuisine, beach views
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
3.0 star property
4.3 km from Old Plank Road Trail Head
8.4 out of 10, Very good, (445)
"Nice property right on the water "
United States
bud
The price is €200
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Harbor Resort and Conference Center
Suite, Multiple Beds, Accessible, Non Smoking
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
2.5 star property
4.8 km from Old Plank Road Trail Head
8.2 out of 10, Very good, (745)
"Thank you for the stay."
United States
Todd
The price is €69
includes taxes & fees
18 Jan - 19 Jan 2026
Quality Inn Sheboygan North I-43
Reception
The Oasis Hotel & Bar

The Oasis Hotel & Bar

The Oasis Hotel & Bar
2.5 star property
4.9 km from Old Plank Road Trail Head
8.2 out of 10, Very good, (341)
"Great place to stay"
United States
Sherry
The price is €67
includes taxes & fees
28 Dec - 29 Dec
The Oasis Hotel & Bar
Reception
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
2.0 star property
Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head
7.0 out of 10, Good, (148)
"Good workout room."
United States
Joseph
The price is €63
includes taxes & fees
30 Dec - 31 Dec
Wingate by Wyndham Sheboygan
Luxury Suite | Private kitchen
Plymouth Suites Hotel

Plymouth Suites Hotel

Plymouth Suites Hotel
2.0 star property
17 km from Old Plank Road Trail Head
6.8 out of 10, (17)
"Bathroom door don't shut. Hinge is coming off of top of door."
United States
Theresa
The price is €94
includes taxes & fees
29 Dec - 30 Dec
Plymouth Suites Hotel
Standard Room, 2 Queen Beds, Non Smoking
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
8.4 km from Old Plank Road Trail Head
8.6 out of 10, Excellent, (140)
"Great room. I truly re enjoyed my stay."
United States
Thomas
The price is €69
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort Inn & Suites Sheboygan I-43
Lobby
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
2.5 star property
14.7 km from Old Plank Road Trail Head
9.0 out of 10, Wonderful, (568)
"Great place to Stay "
United States
Marvin
The price is €118
includes taxes & fees
4 Jan - 5 Jan 2026
Baymont by Wyndham Plymouth
Indoor pool
AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
2.0 star property
16 km from Old Plank Road Trail Head
8.8 out of 10, Excellent, (436)
"Great place to stay"
United States
Pat
The price is €89
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn by Wyndham Plymouth
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Plank Road Trail Head Hotel Reviews

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

10/10 Excellent
"Room was clean food was ok"
Rosa 1-night trip
Posted 5 days ago
AmericInn by Wyndham Sheboygan

Hotels near other Old Plank Road Trail Head attractions

The Waelderhaus

Find out about the history of Kohler with a stop at The Waelderhaus. While you're in the area, stroll along the lakeside.
See properties

Sheboygan County Historical Museum

You can spend time browsing the exhibits at Sheboygan County Historical Museum in Sheboygan. While you're in the area, stroll along the lakeside.
See properties

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 206 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 traveller 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. Another good option is Super 8 by Wyndham Sheboygan WI, located just 0.8 mi (1.2 km) away.
How many hotels are there close to Old Plank Road Trail Head?
Expedia has 206 hotels and other accommodation options 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! You'll find that 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 arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to view the top deals on offer near Old Plank Road Trail Head.
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, Blue Harbor Resort & Conference Center Water Park and Evans while you're checking out the area near Old Plank Road Trail Head.