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

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Our top choices for Old Plank Road Trail Head hotels

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.

A modern hotel with a flat roof, large windows, and a sign reading "The Watershed."

A spacious lobby with a staircase, seating area, and a stone fireplace.

A modern interior with a stone fireplace, large windows, and a flat-screen TV above it.

1. Watershed Hotel

2.9 km from Old Plank Road Trail Head

Brian

SAR 456

SAR 517 total

includes taxes & fees

4 Oct - 5 Oct

A large, historic building with multiple chimneys and a prominent American flag.

A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.

A modern bathroom with a large bathtub, a glass-enclosed fireplace, and a double sink vanity.

A spacious indoor area with multiple seating arrangements, including chairs and sofas, and a bar area with shelves.

2. The American Club

1.9 km from Old Plank Road Trail Head

Ken

SAR 2,196

SAR 2,427 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a marble countertop, a coffee machine, and various food items displayed.

A modern living room with a sofa, armchairs, and a coffee table.

A modern hotel bathroom with a large mirror, a sink, and a shower area.

A hotel lobby with a staircase, seating area, and a reception desk.

3. La Quinta Inn by Wyndham Sheboygan

1.5 km from Old Plank Road Trail Head

Tony Michael Williams

SAR 377

SAR 428 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a desk, and a window with a view of a parking lot.

A Super 8 motel with a red roof, brick facade, and a signboard.

A laundry room with two washing machines, a storage door, and a control panel.

A reception desk with a digital screen, a sign indicating check-in times, and a door.

4. Super 8 by Wyndham Sheboygan WI

1.2 km from Old Plank Road Trail Head

Dana

SAR 334

SAR 379 total

includes taxes & fees

28 Oct - 29 Oct

A two-story white building with green shutters, a front porch, and a staircase leading to the upper floor.

A dining area with a wooden staircase, a chandelier, and floral wallpaper.

A kitchen with a double sink, wooden cabinets, a microwave, and a shelf with glasses and a bowl.

A bedroom with a four-poster bed, a desk with a chair, a chandelier, and floral wallpaper.

5. The Rochester Inn, A Historic Hotel

4.5 km from Old Plank Road Trail Head

Troy

SAR 1,344

SAR 1,494 total

includes taxes & fees

30 Oct - 31 Oct

A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

An outdoor patio with stone walls, a fire feature, and seating.

A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

A modern restaurant with wooden accents, white tiled walls, and yellow chairs.

6. Fairfield Inn & Suites by Marriott Sheboygan

4.4 km from Old Plank Road Trail Head

Napolean

SAR 444

SAR 503 total

includes taxes & fees

30 Oct - 31 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

7. Baymont by Wyndham Plymouth

14.7 km from Old Plank Road Trail Head

Paula

SAR 495

SAR 562 total

includes taxes & fees

13 Oct - 14 Oct

A spacious living area with a fireplace, a sofa, and a dining area in the background.

A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

8. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Kristin

SAR 390

SAR 443 total

includes taxes & fees

30 Sep - 1 Oct

A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

A modern dining area with a central island, bar stools, and a sofa.

An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.

9. Holiday Inn Express Sheboygan-Kohler by IHG

3.9 km from Old Plank Road Trail Head

SAR 522

SAR 592 total

includes taxes & fees

4 Oct - 5 Oct

A kitchen with dark cabinets, a wooden countertop, and pendant lights.

A waterfront hotel with a prominent sign, a flagpole, and a reflection in the water.

A view of a bridge with a tower, a river, and a sunset sky.

A hotel room with two beds, a desk, a chair, a TV, and framed pictures on the walls.

10. Harbor Winds Hotel

3.9 km from Old Plank Road Trail Head

janice

SAR 367

SAR 417 total

includes taxes & fees

4 Oct - 5 Oct

A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.

A family sitting by a poolside with chairs and a tiled wall in the background.

A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.

A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.

11. AmericInn by Wyndham Sheboygan

3.7 km from Old Plank Road Trail Head

Diane

SAR 332

SAR 377 total

includes taxes & fees

5 Oct - 6 Oct

A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.

A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.

A coastal hotel with a wooden boardwalk leading to beach chairs.

A large, white building with a symmetrical facade and multiple balconies.

12. Blue Harbor Resort and Conference Center

4.3 km from Old Plank Road Trail Head

Alexis

SAR 691

SAR 883 total

includes taxes & fees

30 Sep - 1 Oct

A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.

A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

An indoor swimming pool with clear water, tiled floor, and safety railings.

A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.

13. Comfort Inn & Suites Sheboygan I-43

8.4 km from Old Plank Road Trail Head

Chelsea

SAR 338

SAR 384 total

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

A hotel room with a bed, a sofa, a desk, and a painting on the wall.

A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.

14. Quality Inn Sheboygan North I-43

4.8 km from Old Plank Road Trail Head

Christine

SAR 332

SAR 377 total

includes taxes & fees

19 Oct - 20 Oct

An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

A spacious lobby with marble flooring, vending machines, and a staircase.

A reception area with two counters, a marble wall, an ATM, and a staircase.

15. The Oasis Hotel & Bar

4.9 km from Old Plank Road Trail Head

Shane

SAR 227

SAR 251 total

includes taxes & fees

11 Oct - 12 Oct

16. Inn of Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Anonymous traveler

SAR 3,755

SAR 4,261 total

includes taxes & fees

30 Sep - 1 Oct

An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

A conference room with a long table, six chairs, and a wooden accent wall.

A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.

A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.

17. Wingate by Wyndham Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Joell

SAR 357

SAR 405 total

includes taxes & fees

14 Oct - 15 Oct

A modern hotel lobby with a TV, wooden paneling, a round light fixture, and a reception desk.

A modern bedroom with a large bed, a fireplace, and a cityscape artwork on the wall.

A modern dining area with a dark wooden table and matching stools, a grey carpet, and a wall-mounted artwork.

A modern kitchen with white cabinets, a black tiled backsplash, stainless steel appliances, and a wooden floor.

18. Plymouth Suites Hotel

17 km from Old Plank Road Trail Head

John

SAR 339

SAR 385 total

includes taxes & fees

22 Oct - 23 Oct

A spacious hotel lobby with a central kitchen area, a staircase, and a seating area with a sofa and a small table.

A restaurant with stone walls, a flat-screen TV, a fireplace, and a kitchen area with a water dispenser and coffee machines.

19. AmericInn by Wyndham Plymouth

16 km from Old Plank Road Trail Head

Amy

SAR 484

SAR 550 total

includes taxes & fees

27 Oct - 28 Oct

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Compare popular hotels close to Old Plank Road Trail Head

Property	Property class	Guest rating
Watershed Hotel	9.8 Exceptional 666 reviews	View
The American Club	9.6 Exceptional 268 reviews	View
La Quinta Inn by Wyndham Sheboygan	8.2 Very good 1,002 reviews	View
Super 8 by Wyndham Sheboygan WI	6.6 875 reviews	View
The Rochester Inn, A Historic Hotel	9.6 Exceptional 328 reviews	View

Top Old Plank Road Trail Head Hotel Reviews

AmericInn by Wyndham Sheboygan

10/10 Excellent

"The parking lot was resurfaced without notification so parking was difficult. Some had damage to their vehicles. This property seems to still be undergoing renovation. Staff is the shining star of this place!"

Watershed Hotel

10/10 Excellent

"This hotel is almost a boutique hotel, and that it is not a chain, has a lovely lobby with a nice fireplace, and is right on the Sheboygan River. This little river actually has people who fish on it and boat on it. It was fun to be able to see the activities of the river out our window, and to go outside our back door, and walk along the river. The breakfast was nice, and although there was no cooked food, there were plenty of options. There were a few frozen items, like sausage pancake dogs, that can be heated in the microwave, but most items are cold, like cereal, toast and fruit. The coffee is 24/7 and was good. The hotel is very clean, and that was nice!"

Comfort Inn & Suites Sheboygan I-43

8/10 Good

"Breakfast was incredible. Staff was helpful. The pool had red sediment/staining presumably iron deposits? Overall felt clean but could smell animals throughout and room was musty at first until we got used to it"

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"Clean property. Close to shopping centers."

Home2 Suites By Hilton Sheboygan

10/10 Excellent

"Nice room"

Quality Inn Sheboygan North I-43

8/10 Good

"Pleased that a room was ready even though we arrived much earlier than expected. Housekeeping came in one of the days (we forgot to put out the DND sign) but they provided fresh towels and toiletries without disturbing or rearranging any of our personal items. Much appreciated."

Super 8 by Wyndham Sheboygan WI

8/10 Good

"Fair pricing, been in worse for a lot more money. Beds were a bit hard, showers were hot, reserved an accessable room, apparently that means it's on the first floor. No grab bars in the shower or by the toilet. Good for the price."

Beach front luxury spacious villa !

10/10 Excellent

"Great property! Would come back."

Fairfield Inn & Suites by Marriott Sheboygan

8/10 Good

"Very Clean. Rooms were a really good size."

Other attractions near Old Plank Road Trail Head

The Waelderhaus

10.0/10 (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.

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Sheboygan County Historical Museum

9.4/10 (13 reviews)

You can spend time exploring the galleries in Sheboygan County Historical Museum during your travels in Sheboygan. While you're in the area, stroll along the lakeside.

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Bookworm Gardens

Explore the great outdoors at Bookworm Gardens, a lovely green space in Sheboygan. Wander the lakeside and beautiful beaches in this family-friendly area.

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Kohler Design Center

9.4/10 (53 reviews)

You can spend time browsing the exhibits at Kohler Design Center during your trip to Kohler. While you're in the area, stroll along the lakeside.

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Blackwolf Run

9.2/10 (39 reviews)

Enjoy a round of golf in Kohler at Blackwolf Run. Wander the lakeside in this family-friendly area.

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St. Peter Claver Parish

9.0/10 (11 reviews)

You can find out about the history of Sheboygan when you stop by St. Peter Claver Parish. While you're in the area, stroll along the lakeside.

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Deer Trace Mall

You can enjoy retail therapy at Deer Trace Mall during your visit to Sheboygan. Wander the lakeside and beautiful beaches in this family-friendly area.

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Above & Beyond Children's Museum

8.8/10 (22 reviews)

You can take time to visit Above & Beyond Children's Museum during your travels to Sheboygan. While you're in the area, stroll along the lakeside.

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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 193 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. Another good option is Super 8 by Wyndham Sheboygan WI, located just 0.8 mi (1.2 km) away.

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

Expedia has 193 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, John Michael Kohler Arts Center, and Sheboygan County Historical Museum 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.

Find hotels near Old Plank Road Trail Head, Sheboygan from SAR 251

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Treat yourself

Be picky

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Our top choices for Old Plank Road Trail Head hotels

1. Watershed Hotel

2. The American Club

3. La Quinta Inn by Wyndham Sheboygan

4. Super 8 by Wyndham Sheboygan WI

5. The Rochester Inn, A Historic Hotel

6. Fairfield Inn & Suites by Marriott Sheboygan

7. Baymont by Wyndham Plymouth

8. Grandstay Residential Suites Hotel - Sheboygan

9. Holiday Inn Express Sheboygan-Kohler by IHG

10. Harbor Winds Hotel

11. AmericInn by Wyndham Sheboygan

12. Blue Harbor Resort and Conference Center

13. Comfort Inn & Suites Sheboygan I-43

14. Quality Inn Sheboygan North I-43

15. The Oasis Hotel & Bar

16. Inn of Sheboygan

17. Wingate by Wyndham Sheboygan

18. Plymouth Suites Hotel

19. AmericInn by Wyndham Plymouth

Compare popular hotels close to Old Plank Road Trail Head

Top Old Plank Road Trail Head Hotel Reviews

AmericInn by Wyndham Sheboygan

Watershed Hotel

Comfort Inn & Suites Sheboygan I-43

Holiday Inn Express Sheboygan-Kohler by IHG

Home2 Suites By Hilton Sheboygan

Quality Inn Sheboygan North I-43

Super 8 by Wyndham Sheboygan WI

Beach front luxury spacious villa !

Fairfield Inn & Suites by Marriott Sheboygan

Other attractions near Old Plank Road Trail Head

The Waelderhaus

Sheboygan County Historical Museum

Bookworm Gardens

Kohler Design Center

Blackwolf Run

St. Peter Claver Parish

Deer Trace Mall

Above & Beyond Children's Museum

Frequently asked questions