The Best Hotels Closest to Old Plank Road Trail Head in Sheboygan - 2026 Updated Prices

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

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

A modern building entrance with glass doors, a covered walkway, and a view of a green landscape.

1. Watershed Hotel

1.8 mi from Old Plank Road Trail Head

£104

includes taxes & fees

4 Oct - 5 Oct

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

A coastal golf course with a view of the ocean.

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

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

2. The American Club

1.2 mi from Old Plank Road Trail Head

Ken

£417

includes taxes & fees

1 Nov - 2 Nov

A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

Two people sitting on a couch facing a fireplace with a fruit platter on the table.

A cozy living room with a fireplace, leather furniture, and a chandelier.

3. Inn On Woodlake

1.3 mi from Old Plank Road Trail Head

MARTHA

£191

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

4. La Quinta Inn by Wyndham Sheboygan

0.9 mi from Old Plank Road Trail Head

Tony Michael Williams

£75

includes taxes & fees

1 Nov - 2 Nov

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

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

A bathroom with a sink, mirror, towel rack, and toiletries.

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

5. Super 8 by Wyndham Sheboygan WI

0.8 mi from Old Plank Road Trail Head

Dana

£69

includes taxes & fees

28 Oct - 29 Oct

An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.

An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.

A modern hotel room with two beds, a desk, and a view of the outdoors.

A buffet counter with a coffee machine, a display case with food, and a digital menu board.

6. Home2 Suites By Hilton Sheboygan

3.1 mi from Old Plank Road Trail Head

Susan

£118

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

7. Fairfield Inn & Suites by Marriott Sheboygan

2.7 mi from Old Plank Road Trail Head

Napolean

£101

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

A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.

8. Baymont by Wyndham Plymouth

9.2 mi from Old Plank Road Trail Head

Paula

£111

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

2.4 mi from Old Plank Road Trail Head

£109

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A hotel room with two beds, a sofa, a TV, and a dining table.

10. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan, 2.4 mi from Old Plank Road Trail Head

Kristin

£103

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A restaurant with multiple tables and chairs, large windows, and a view of the outside.

11. Harbor Winds Hotel

2.4 mi from Old Plank Road Trail Head

janice

£86

includes taxes & fees

1 Nov - 2 Nov

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

12. AmericInn by Wyndham Plymouth

10 mi from Old Plank Road Trail Head

Amy

£97

includes taxes & fees

1 Nov - 2 Nov

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 two beds, a desk, a chair, a sofa, and a round yellow table.

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.

13. Comfort Inn & Suites Sheboygan I-43

5.2 mi from Old Plank Road Trail Head

Chelsea

£76

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

14. Blue Harbor Resort and Conference Center

2.7 mi from Old Plank Road Trail Head

Alexis

£177

includes taxes & fees

6 Oct - 7 Oct

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

A hotel room with a bed, a sofa, a desk, and a television.

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

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

15. Quality Inn Sheboygan North I-43

3 mi from Old Plank Road Trail Head

Christine

£72

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

16. The Oasis Hotel & Bar

3 mi from Old Plank Road Trail Head

Shane

£56

includes taxes & fees

1 Nov - 2 Nov

17. Inn of Sheboygan

Downtown Sheboygan, 2.4 mi from Old Plank Road Trail Head

Anonymous traveller

£856

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A living room with two sofas, a coffee table, and a lamp. Large windows with curtains are on the walls, and the room has a carpeted floor.

18. Plymouth Suites Hotel

10.6 mi from Old Plank Road Trail Head

John

£83

includes taxes & fees

7 Oct - 8 Oct

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

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

A restaurant with multiple dining tables, chairs, and a bar area.

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

19. Wingate by Wyndham Sheboygan

Downtown Sheboygan, 2.4 mi from Old Plank Road Trail Head

Joell

£81

includes taxes & fees

1 Nov - 2 Nov

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

A reception area with two desks, a TV, and orange chairs.

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

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

20. AmericInn by Wyndham Sheboygan

2.3 mi from Old Plank Road Trail Head

Diane

£73

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Old Plank Road Trail Head

Property	Property class	Guest rating
Watershed Hotel	9.8 Exceptional 668 reviews	View
The American Club	9.6 Exceptional 268 reviews	View
Inn On Woodlake	9.4 Exceptional 289 reviews	View
La Quinta Inn by Wyndham Sheboygan	8.2 Very good 1,000 reviews	View
Super 8 by Wyndham Sheboygan WI	6.6 875 reviews	View

Top Old Plank Road Trail Head Hotel Reviews

Home2 Suites By Hilton Sheboygan

10/10 Excellent

"The staff was so kind and helpful the whole time. I do have to say the two things that bothered me, the iron was broken so I had to use someone elses to get my outfit for a conference ready. And I got dinner from texas roadhouse, I opened the drawer to use the steak knife and it was really gross. The cover hadn't been cleaned from the last person who used it."

Wingate by Wyndham Sheboygan

8/10 Good

"Glad for the last minute availability."

Watershed Hotel

10/10 Excellent

"I love it here"

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!"

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good

"Really charming little room. Comfy, clean, full size fridge, a microwave, basic dishes. A person could easily stay here awhile. Perfect location to walk to the Kohler Art Center, dine at the Black Pig and even walk to the lighthouse! Would rate higher, but I was double billed...once by Expedia and again by the front desk at check in. I called about it once I was home and the front desk gal was pleasant, admitted there had been an error and will refund me accordingly. No issues in resolving."

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."

Blue Harbor Resort and Conference Center

10/10 Excellent

"Perfect weekend getaway spent looking out the balcony at the beach waves!"

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."

Other attractions near Old Plank Road Trail Head

The Waelderhaus

10.0/10 (2 reviews)

Find out about the history of Kohler with a stop 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 browsing the exhibits at Sheboygan County Historical Museum 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 through 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 studying the exhibits at Kohler Design Center during your travels in 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 browse for the perfect souvenirs at Deer Trace Mall during your trip to Sheboygan. Wander through 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 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 193 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, 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.

Search Hotels Near Old Plank Road Trail Head, Sheboygan

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Old Plank Road Trail Head hotels

1. Watershed Hotel

2. The American Club

3. Inn On Woodlake

4. La Quinta Inn by Wyndham Sheboygan

5. Super 8 by Wyndham Sheboygan WI

6. Home2 Suites By Hilton Sheboygan

7. Fairfield Inn & Suites by Marriott Sheboygan

8. Baymont by Wyndham Plymouth

9. Holiday Inn Express Sheboygan-Kohler by IHG

10. Grandstay Residential Suites Hotel - Sheboygan

11. Harbor Winds Hotel

12. AmericInn by Wyndham Plymouth

13. Comfort Inn & Suites Sheboygan I-43

14. Blue Harbor Resort and Conference Center

15. Quality Inn Sheboygan North I-43

16. The Oasis Hotel & Bar

17. Inn of Sheboygan

18. Plymouth Suites Hotel

19. Wingate by Wyndham Sheboygan

20. AmericInn by Wyndham Sheboygan

Compare popular hotels close to Old Plank Road Trail Head

Top Old Plank Road Trail Head Hotel Reviews

Home2 Suites By Hilton Sheboygan

Wingate by Wyndham Sheboygan

Watershed Hotel

AmericInn by Wyndham Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Comfort Inn & Suites Sheboygan I-43

Holiday Inn Express Sheboygan-Kohler by IHG

Blue Harbor Resort and Conference Center

Quality Inn Sheboygan North I-43

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