Hotels near Old Plank Road Trail Head Sheboygan

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Where to stay near Old Plank Road Trail Head?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night near Old Plank Road Trail Head on Hotels.com. These hotels close to Old Plank Road Trail Head consistently deliver on quality, location and traveler experience. Last updated on October 4, 2026.

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 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."

1. Watershed Hotel

2.9 km from Old Plank Road Trail Head

Jonathan

CNY875

CNY993 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

A coastal golf course with a view of the ocean.

2. The American Club

1.9 km from Old Plank Road Trail Head

Chris

CNY3,353

CNY3,705 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

3. La Quinta Inn by Wyndham Sheboygan

1.5 km from Old Plank Road Trail Head

Elia

CNY614

CNY697 total

includes taxes & fees

Nov 1 - Nov 2

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

Sarah

CNY537

CNY610 total

includes taxes & fees

Oct 5 - Oct 6

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

5. Home2 Suites By Hilton Sheboygan

4.9 km from Old Plank Road Trail Head

Kathy

CNY929

CNY1,055 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

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

6. The Rochester Inn, A Historic Hotel

4.5 km from Old Plank Road Trail Head

Ruby

CNY2,110

CNY2,346 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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

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

7. Baymont by Wyndham Plymouth

14.7 km from Old Plank Road Trail Head

Heather

CNY815

CNY925 total

includes taxes & fees

Nov 4 - Nov 5

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

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

8. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Denise

CNY805

CNY913 total

includes taxes & fees

Nov 1 - Nov 2

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.

9. AmericInn by Wyndham Plymouth

16 km from Old Plank Road Trail Head

Colleen

CNY678

CNY770 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

10. Holiday Inn Express Sheboygan-Kohler by IHG

3.9 km from Old Plank Road Trail Head

Mark

CNY986

CNY1,119 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

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

11. Harbor Winds Hotel

3.9 km from Old Plank Road Trail Head

Tiffanie

CNY609

CNY691 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

12. Comfort Inn & Suites Sheboygan I-43

8.4 km from Old Plank Road Trail Head

Pamela

CNY548

CNY622 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

13. Blue Harbor Resort and Conference Center

4.3 km from Old Plank Road Trail Head

Jessica

CNY1,234

CNY1,577 total

includes taxes & fees

Oct 5 - Oct 6

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

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

14. The Oasis Hotel & Bar

4.9 km from Old Plank Road Trail Head

Pamela

CNY477

CNY527 total

includes taxes & fees

Nov 1 - Nov 2

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

15. Quality Inn Sheboygan North I-43

4.8 km from Old Plank Road Trail Head

Lena

CNY564

CNY641 total

includes taxes & fees

Nov 1 - Nov 2

16. Inn of Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Gregory

CNY6,706

CNY7,612 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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.

17. Plymouth Suites Hotel

17 km from Old Plank Road Trail Head

Robert

CNY652

CNY740 total

includes taxes & fees

Oct 5 - Oct 6

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

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

18. Wingate by Wyndham Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Claudia

CNY626

CNY710 total

includes taxes & fees

Nov 1 - Nov 2

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

19. AmericInn by Wyndham Sheboygan

3.7 km from Old Plank Road Trail Head

Tom

CNY576

CNY653 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Compare popular hotels close to Old Plank Road Trail Head

Property	Property class	Guest rating
Watershed Hotel	9.8 Exceptional 673 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 Good 875 reviews	View
Home2 Suites By Hilton Sheboygan	9.6 Exceptional 144 reviews	View

Other landmarks near Old Plank Road Trail Head

The Waelderhaus

10.0/10 (2 reviews)

You might want to get your camera out and head to The Waelderhaus— just one of the landmarks located 0.4 mi (0.7 km) from central Kohler.

See properties

Sheboygan County Historical Museum

9.4/10 (13 reviews)

Sheboygan County Historical Museum is 1.8 mi (2.9 km) from central Sheboygan, why not stop by during your stay. If you want to experience more of the culture Sheboygan has to offer, head to Bookworm Gardens, Stefanie H. Weill Center for the Performing Arts, and Kohler Design Center.

See properties

Bookworm Gardens

Ready for an education in local botany? Bookworm Gardens should make your list of places to visit, located 2.2 mi (3.5 km) from central Sheboygan. Want to stretch your legs some more? Head to Old Plank Road Trail Head and Sheboygan Indian Mound Park, both nearby.

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Kohler Design Center

9.4/10 (53 reviews)

If visiting museums in Kohler are on your list, you might want to check out the upcoming exhibitions at Kohler Design Center, located in the heart of town. If you want to see more of the museums in Kohler, The Waelderhaus isn't far either.

See properties

Blackwolf Run

9.2/10 (39 reviews)

You might want to play some rounds at Blackwolf Run, located 0.9 mi (1.5 km) from central Kohler. If Blackwolf Run doesn't quite scratch your golfing itch, The Bull at Pinehurst Farms Golf Course is also nearby.

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St. Peter Claver Parish

9.0/10 (11 reviews)

St. Peter Claver Parish is just one of the landmarks located 0.8 mi (1.3 km) from central Sheboygan, so you might want to stop by for a few pics during your trip.

See properties

Deer Trace Mall

If you like shopping, take time out to go to Deer Trace Mall when in Sheboygan.

See properties

Above & Beyond Children's Museum

8.8/10 (22 reviews)

Downtown Sheboygan is home to Above & Beyond Children's Museum, so why not stop by during your stay in Sheboygan.

See properties

Frequently Asked Questions

What are the best hotels near Old Plank Road Trail Head?

Guests enjoy staying at La Quinta Inn by Wyndham Sheboygan, which is a hotel close to Old Plank Road Trail Head.
Also highly rated is The American Club, which is a short drive away.
You'll find 698 hotels, vacation rentals, and more lodging options to choose from in the surrounding area.

How much does it cost to stay in a hotel near Old Plank Road Trail Head?

Visit Hotels.com, enter your search criteria, and sort by price to see the lowest rates. You'll find a variety of room prices depending on when and where you plan to go.

Take a look at the lowest price per night from CNY476

Can I find hotels close to Old Plank Road Trail Head that are fully refundable?

Yes, many hotels offer refundable room reservations if you cancel prior to the cancellation deadline. To find refundable rates, select the "Fully refundable" filter when searching for hotels.

Both The American Club and La Quinta Inn by Wyndham Sheboygan are highly rated hotels close to Old Plank Road Trail Head that offer these rates.

What are the best romantic hotels near Old Plank Road Trail Head?

For a romantic stay, The American Club offers 3 restaurants, couples/private dining, and proposal/romance packages. It's a short 2-minute drive from Old Plank Road Trail Head.
Watershed Hotel is another great choice, and it's a short drive away.

What are the best hotels close to Old Plank Road Trail Head with free breakfast?

Begin your day with a free continental breakfast at La Quinta Inn by Wyndham Sheboygan, which is a short 2-minute drive from Old Plank Road Trail Head.
Inn On Woodlake is also a recommended place to stay with a free continental breakfast, and it's located a short drive away.

Which hotels near Old Plank Road Trail Head have rooms with great views?

Travelers can enjoy rooms with garden or courtyard views at The Rochester Inn, A Historic Hotel, which is a short 5-minute drive from Old Plank Road Trail Head.
Also recommended is The Osthoff Resort, which has rooms with garden or city views.

What are the best family hotels close to Old Plank Road Trail Head?

For travelers looking for a family-friendly stay, La Quinta Inn by Wyndham Sheboygan offers free cribs, free parking, and a free continental breakfast. Old Plank Road Trail Head is a short drive away.

What are the best luxury hotels near Old Plank Road Trail Head?

Indulge yourself when you stay at The American Club, which is a short 2-minute drive from Old Plank Road Trail Head and offers a full-service spa, a sauna, and 6 outdoor tennis courts.

What are the best hotels near Old Plank Road Trail Head with free parking?

Travelers looking to drive and park with ease should consider a stay at La Quinta Inn by Wyndham Sheboygan, which offers free parking. You'll be a short 2-minute drive from Old Plank Road Trail Head.
Another property that offers free parking is The American Club, which is a short drive away.

What are the best hotels near Old Plank Road Trail Head with a pool?

If swimming is at the top of your list, Home2 Suites By Hilton Sheboygan has an indoor pool. Old Plank Road Trail Head is a short 3-minute drive from the hotel.
Another great choice for a hotel with a pool is Blue Harbor Resort and Conference Center.

What cheap motels can I book close to Old Plank Road Trail Head?

To save on your stay near Old Plank Road Trail Head, take a look at Super 8 by Wyndham Sheboygan WI, which offers a free continental breakfast and parking.
Another affordable motel to consider is Inn of Sheboygan.

What are the best things to see and do around my hotel near Old Plank Road Trail Head?

Before or after your visit to Old Plank Road Trail Head, you can check out nearby sights like Whistling Straits Golf Course, Kohler-Andrae State Park, and Blackwolf Run.
The Bull at Pinehurst Farms Golf Course, Sheboygan South Pier, and Kohler Design Center are other places to visit in the area.

What are the best pet-friendly hotels close to Old Plank Road Trail Head?

Bring your beloved pet along when you stay at La Quinta Inn by Wyndham Sheboygan, which is a short 2-minute drive from Old Plank Road Trail Head.
Another pet-friendly spot is Inn On Woodlake.

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