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

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

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

Robert

AED 427

AED 484 total

includes taxes & fees

11 Oct - 12 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 spacious indoor area with multiple seating arrangements, including chairs and sofas, and a bar area with shelves.

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

2. The American Club

1.9 km from Old Plank Road Trail Head

Ken

AED 1,837

AED 2,029 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

AED 841

AED 929 total

includes taxes & fees

1 Nov - 2 Nov

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

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

AED 336

AED 382 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk with a chair, a television, two lamps, and a large mirror.

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

5. Super 8 by Wyndham Sheboygan WI

1.2 km from Old Plank Road Trail Head

David

AED 294

AED 334 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

6. Home2 Suites By Hilton Sheboygan

4.9 km from Old Plank Road Trail Head

Susan

AED 528

AED 599 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

7. Fairfield Inn & Suites by Marriott Sheboygan

4.4 km from Old Plank Road Trail Head

Napolean

AED 459

AED 522 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A round glass table with two chairs, each with a black and white woven seat and backrest, and a white vase with white flowers on the table.

8. The Rochester Inn, A Historic Hotel

4.5 km from Old Plank Road Trail Head

Troy

AED 1,111

AED 1,235 total

includes taxes & fees

8 Nov - 9 Nov

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

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

9. Baymont by Wyndham Plymouth

14.7 km from Old Plank Road Trail Head

Paula

AED 453

AED 514 total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.

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

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

10. Holiday Inn Express Sheboygan-Kohler by IHG

3.9 km from Old Plank Road Trail Head

AED 466

AED 529 total

includes taxes & fees

8 Nov - 9 Nov

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

11. AmericInn by Wyndham Plymouth

16 km from Old Plank Road Trail Head

Amy

AED 372

AED 422 total

includes taxes & fees

1 Nov - 2 Nov

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

12. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Kristin

AED 441

AED 500 total

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

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

13. Harbor Winds Hotel

3.9 km from Old Plank Road Trail Head

Theresa

AED 364

AED 413 total

includes taxes & fees

8 Nov - 9 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 modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

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

14. Comfort Inn & Suites Sheboygan I-43

8.4 km from Old Plank Road Trail Head

Thomas

AED 291

AED 331 total

includes taxes & fees

3 Nov - 4 Nov

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

15. Blue Harbor Resort and Conference Center

4.3 km from Old Plank Road Trail Head

Alexis

AED 676

AED 864 total

includes taxes & fees

11 Oct - 12 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 pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.

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

16. Quality Inn Sheboygan North I-43

4.8 km from Old Plank Road Trail Head

Christine

AED 293

AED 333 total

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 bar area with a long counter, multiple stools, and a selection of beverages.

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

17. The Oasis Hotel & Bar

4.9 km from Old Plank Road Trail Head

Shane

AED 245

AED 271 total

includes taxes & fees

8 Nov - 9 Nov

18. Inn of Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Anonymous traveler

AED 3,673

AED 4,169 total

includes taxes & fees

9 Oct - 10 Oct

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

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.

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.

19. Plymouth Suites Hotel

17 km from Old Plank Road Trail Head

John

AED 357

AED 405 total

includes taxes & fees

11 Oct - 12 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 restaurant with multiple dining tables, chairs, and a bar area.

20. Wingate by Wyndham Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Joell

AED 314

AED 356 total

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 681 reviews	View
The American Club	9.6 Exceptional 268 reviews	View
Inn On Woodlake	9.4 Exceptional 290 reviews	View
La Quinta Inn by Wyndham Sheboygan	8.2 Very good 1,000 reviews	View
Super 8 by Wyndham Sheboygan WI	6.6 876 reviews	View

Top Old Plank Road Trail Head Hotel Reviews

Fairfield Inn & Suites by Marriott Sheboygan

10/10 Excellent

"Nicely kept hotel, great staff, rooms were great! ...And how can you beat happy hour with free beer and wine every day and free breakfast?! I would definitely stay there again."

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good

"😊"

Harbor Winds Hotel

10/10 Excellent

"Lovely boardwalk just out the breakfast/bar area along the water and, for our interest, leading on toward the Michael Kohler Art Museum. The receptionist/barman and general attendant was very helpful and charming."

Super 8 by Wyndham Sheboygan WI

8/10 Good

"The breakfast should have had a protein. It was too dark in my bathroom. Loved that there was no carpet on the floor in my room."

Quality Inn Sheboygan North I-43

8/10 Good

"The room was great. When going into hot tube it was hard to have a conversation with my partner cause kids where being so loud. The staff did nothing"

La Quinta Inn by Wyndham Sheboygan

8/10 Good

"Room was clean. Smelled like the perfume strippers wear. Staff was friendly and helpful. Sign said rooms not made up on Friday and Sunday unless requested. We stayed over and our room was not made up on Saturday, but trash removed. VERY convenient to Road America. Don’t know if restaurants are near, but there is a McDonald’s very close. Would stay here again."

Wingate by Wyndham Sheboygan

10/10 Excellent

"Clean room"

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

10/10 Excellent

"The house was clean and the view was amazing. Would stay again"

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"Clean property. Close to shopping centers."

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, 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.

Find hotels near Old Plank Road Trail Head, Sheboygan from AED 271

Change your mind

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. The Rochester Inn, A Historic Hotel

9. Baymont by Wyndham Plymouth

10. Holiday Inn Express Sheboygan-Kohler by IHG

11. AmericInn by Wyndham Plymouth

12. Grandstay Residential Suites Hotel - Sheboygan

13. Harbor Winds Hotel

14. Comfort Inn & Suites Sheboygan I-43

15. Blue Harbor Resort and Conference Center

16. Quality Inn Sheboygan North I-43

17. The Oasis Hotel & Bar

18. Inn of Sheboygan

19. Plymouth Suites Hotel

20. Wingate by Wyndham Sheboygan

Compare popular hotels close to Old Plank Road Trail Head

Top Old Plank Road Trail Head Hotel Reviews

Fairfield Inn & Suites by Marriott Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Harbor Winds Hotel

Super 8 by Wyndham Sheboygan WI

Quality Inn Sheboygan North I-43

La Quinta Inn by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Holiday Inn Express Sheboygan-Kohler by IHG

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