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

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

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

1. Watershed Hotel

2.9 km from Old Plank Road Trail Head

David

3.382.560 ₫

3.839.205 ₫ total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

1.9 km from Old Plank Road Trail Head

Ken

16.718.400 ₫

18.473.962 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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.

A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.

3. Inn On Woodlake

2.1 km from Old Plank Road Trail Head

MARTHA

9.849.600 ₫

10.883.808 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

4. La Quinta Inn by Wyndham Sheboygan

1.5 km from Old Plank Road Trail Head

Tony Michael Williams

2.258.150 ₫

2.563.001 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

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

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.

5. Super 8 by Wyndham Sheboygan WI

1.2 km from Old Plank Road Trail Head

Ryan

1.866.240 ₫

2.118.182 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

6. Home2 Suites By Hilton Sheboygan

4.9 km from Old Plank Road Trail Head

Teresa

3.591.994 ₫

4.076.912 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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.

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

A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

7. Fairfield Inn & Suites by Marriott Sheboygan

4.4 km from Old Plank Road Trail Head

Kari

4.314.902 ₫

4.897.414 ₫ total

includes taxes & fees

14 Oct - 15 Oct

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

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.

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

8. Baymont by Wyndham Plymouth

14.7 km from Old Plank Road Trail Head

Paula

3.422.736 ₫

3.884.804 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

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

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.

9. Holiday Inn Express Sheboygan-Kohler by IHG

3.9 km from Old Plank Road Trail Head

Ryan

3.602.880 ₫

4.089.398 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

10. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Kristin

2.721.600 ₫

3.089.016 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

11. Harbor Winds Hotel

3.9 km from Old Plank Road Trail Head

janice

2.718.230 ₫

3.084.998 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

12. AmericInn by Wyndham Plymouth

16 km from Old Plank Road Trail Head

Amy

3.343.680 ₫

3.795.077 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.

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.

13. Blue Harbor Resort and Conference Center

4.3 km from Old Plank Road Trail Head

Samra

4.769.021 ₫

6.096.125 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

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.

14. Comfort Inn & Suites Sheboygan I-43

8.4 km from Old Plank Road Trail Head

Chelsea

2.099.520 ₫

2.382.954 ₫ total

includes taxes & fees

8 Oct - 9 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 painting on the wall.

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.

15. Quality Inn Sheboygan North I-43

4.8 km from Old Plank Road Trail Head

Christine

2.052.864 ₫

2.330.000 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

4.9 km from Old Plank Road Trail Head

Joe

1.842.912 ₫

2.036.417 ₫ total

includes taxes & fees

4 Oct - 5 Oct

17. Inn of Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Anonymous traveller

25.920.000 ₫

29.419.200 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

Grace

2.519.424 ₫

2.859.546 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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 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, 3.9 km from Old Plank Road Trail Head

Hannah

2.189.722 ₫

2.485.335 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

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

20. AmericInn by Wyndham Sheboygan

3.7 km from Old Plank Road Trail Head

Angelica

2.291.328 ₫

2.600.656 ₫ total

includes taxes & fees

4 Oct - 5 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 652 reviews	View
The American Club	9.6 Exceptional 267 reviews	View
Inn On Woodlake	9.4 Exceptional 287 reviews	View
La Quinta Inn by Wyndham Sheboygan	8.2 Very good 1,000 reviews	View
Super 8 by Wyndham Sheboygan WI	6.6 868 reviews	View

Top Old Plank Road Trail Head Hotel Reviews

Blue Harbor Resort and Conference Center

8/10 Good

"Loved the waterfront property and waterpark was wonderful"

Watershed Hotel

10/10 Excellent

"We truly enjoyed our stay at the Watershed Hotel. Bailey was very friendly and helpful from the moment we checked in. She had great suggestions on dining and touristy things to do. The room we stayed in was spacious, clean and had a wonderful view of the Sheboygan River. The lobby area was so inviting and the outdoor area with a heater/fire pit was a great, relaxing way to end the day."

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent

"The suite was perfect for all of us. The beds were clean and soft and the breakfast was nice. I loved the location and that it was walking distance to Lake Michigan. We played and swam at the beach all day. I would stay here again and the front desk ladies were very friendly and gave us great tips on what to do. I recommend the bookworm for kids close by too!"

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"Good"

Harbor Winds Hotel

10/10 Excellent

"Newly renovated with a great location right on the river. Nice breakfast and coffee. Good value for the price."

Comfort Inn & Suites Sheboygan I-43

8/10 Good

"The staff was very polite and helpful. The hotel was pretty clean for the most part. The floors could have been swept better. Maintenance wise, the toilet had too much caulk that was spread around the toilet. It was turning the color of urine. I wiped it with a rag to see if it was clean. It appeared to be stained not neglected during cleaning."

The Oasis Hotel & Bar

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ Amazing stay! The hotel was very clean, quiet, and comfortable. The bed was super comfortable with plenty of pillows, the TV was great, and the bathroom was spotless. Everything overall was very clean and well kept. What really stood out to me was the amazing customer service! I had to leave before 6 AM for work, and the front desk staff even offered to have breakfast ready early for me. That was so thoughtful and definitely appreciated! 🥰 I had a wonderful experience and would absolutely stay here again. Highly recommend! ❤️"

Quality Inn Sheboygan North I-43

8/10 Good

"clean room friendly staff"

Super 8 by Wyndham Sheboygan WI

10/10 Excellent

"Every thing was Clean, and the AC work very god I rest like queen after a long trip."

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.

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, 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.

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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. Blue Harbor Resort and Conference Center

14. Comfort Inn & Suites Sheboygan I-43

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

Blue Harbor Resort and Conference Center

Watershed Hotel

Grandstay Residential Suites Hotel - Sheboygan

Holiday Inn Express Sheboygan-Kohler by IHG

Harbor Winds Hotel

Comfort Inn & Suites Sheboygan I-43

The Oasis Hotel & Bar

Quality Inn Sheboygan North I-43

Super 8 by Wyndham Sheboygan WI

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

Explore a world of travel with Expedia