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

Tisha

NT$4,248

NT$4,821 total

includes taxes & fees

Nov 2 - Nov 3

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

Ken

NT$16,301

NT$18,012 total

includes taxes & fees

Nov 1 - Nov 2

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

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

3. Inn On Woodlake

2.1 km from Old Plank Road Trail Head

MARTHA

NT$7,454

NT$8,237 total

includes taxes & fees

Nov 2 - Nov 3

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

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

4. La Quinta Inn by Wyndham Sheboygan

1.5 km from Old Plank Road Trail Head

Tony Michael Williams

NT$2,979

NT$3,381 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 bathroom with a sink, mirror, towel rack, and toiletries.

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

NT$2,465

NT$2,797 total

includes taxes & fees

Nov 11 - Nov 12

A hotel room with a grey sofa, two beds, a desk, and a painting on the wall.

6. Home2 Suites By Hilton Sheboygan

4.9 km from Old Plank Road Trail Head

Scott

NT$3,852

NT$4,372 total

includes taxes & fees

Nov 1 - Nov 2

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.

7. The Rochester Inn, A Historic Hotel

4.5 km from Old Plank Road Trail Head

Troy

NT$10,253

NT$11,401 total

includes taxes & fees

Nov 5 - Nov 6

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

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

8. Fairfield Inn & Suites by Marriott Sheboygan

4.4 km from Old Plank Road Trail Head

Lawrence

NT$4,078

NT$4,629 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

9. Baymont by Wyndham Plymouth

14.7 km from Old Plank Road Trail Head

Traci

NT$4,049

NT$4,596 total

includes taxes & fees

Nov 9 - Nov 10

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 lobby with a seating area, a reception desk, and artwork on the walls.

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

NT$3,717

NT$4,218 total

includes taxes & fees

Nov 1 - Nov 2

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

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

11. AmericInn by Wyndham Plymouth

16 km from Old Plank Road Trail Head

Thomas

NT$3,292

NT$3,737 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

12. Harbor Winds Hotel

3.9 km from Old Plank Road Trail Head

Theresa

NT$2,969

NT$3,370 total

includes taxes & fees

Nov 3 - Nov 4

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.

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

8.4 km from Old Plank Road Trail Head

Thomas

NT$2,465

NT$2,797 total

includes taxes & fees

Nov 19 - Nov 20

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

14. The Oasis Hotel & Bar

4.9 km from Old Plank Road Trail Head

Gregory

NT$2,607

NT$2,881 total

includes taxes & fees

Oct 25 - Oct 26

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

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

Christine

NT$2,601

NT$2,952 total

includes taxes & fees

Nov 1 - Nov 2

16. Inn of Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Anonymous traveler

NT$32,549

NT$36,943 total

includes taxes & fees

Nov 2 - Nov 3

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

17. Plymouth Suites Hotel

17 km from Old Plank Road Trail Head

John

NT$3,164

NT$3,591 total

includes taxes & fees

Oct 26 - Oct 27

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

18. Wingate by Wyndham Sheboygan

Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head

Jason

NT$2,783

NT$3,159 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

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

19. AmericInn by Wyndham Sheboygan

3.7 km from Old Plank Road Trail Head

Rebecca

NT$2,794

NT$3,172 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 700 reviews	View
The American Club	9.6 Exceptional 268 reviews	View
Inn On Woodlake	9.4 Exceptional 292 reviews	View
La Quinta Inn by Wyndham Sheboygan	8.2 Very good 1,000 reviews	View
Super 8 by Wyndham Sheboygan WI	6.6 877 reviews	View

Top Old Plank Road Trail Head Hotel Reviews

AmericInn by Wyndham Plymouth

10/10 Excellent

"Clean and quiet very comfortable bed. Breakfast was very good too!"

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good

"The room was clean, well equipped. Quiet. Breakfast was serviceable and tasty. The coffee was good! We enjoyed our time there. Would stay again! Very reasonable price for a 1 bedroom, kitchenette & whirlpool tub."

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent

"Love the pool area. Very convenient location. Have stayed in the past and will be back again"

Harbor Winds Hotel

10/10 Excellent

"Comfy new mattresses, protected WiFi, no styrofoam, good coffee, great walking location, awesome staff. Only downside: scented laundry detergent."

Quality Inn Sheboygan North I-43

8/10 Good

"Room was humid but was clean and maintained."

Baymont by Wyndham Plymouth

8/10 Good

"."

The Oasis Hotel & Bar

10/10 Excellent

"Bar inside of hotel. Pool and hot tub, could not beat it!"

Wingate by Wyndham Sheboygan

8/10 Good

"Was ok"

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."

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 NT$2,797

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

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. The Rochester Inn, A Historic Hotel

8. Fairfield Inn & Suites by Marriott Sheboygan

9. Baymont by Wyndham Plymouth

10. Holiday Inn Express Sheboygan-Kohler by IHG

11. AmericInn by Wyndham Plymouth

12. Harbor Winds Hotel

13. Comfort Inn & Suites Sheboygan I-43

14. The Oasis Hotel & Bar

15. Quality Inn Sheboygan North I-43

16. Inn of Sheboygan

17. Plymouth Suites Hotel

18. Wingate by Wyndham Sheboygan

19. AmericInn by Wyndham Sheboygan

Compare popular hotels close to Old Plank Road Trail Head

Top Old Plank Road Trail Head Hotel Reviews

AmericInn by Wyndham Plymouth

Grandstay Residential Suites Hotel - Sheboygan

Comfort Inn & Suites Sheboygan I-43

Harbor Winds Hotel

Quality Inn Sheboygan North I-43

Baymont by Wyndham Plymouth

The Oasis Hotel & Bar

Wingate by Wyndham Sheboygan

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

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