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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

Watershed Hotel
2.9 km from Old Plank Road Trail Head
United States
Stephan
CA $161
CA $182 total
includes taxes & fees
Oct 26 - Oct 27
Watershed Hotel
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 coastal golf course with a view of the ocean.
A modern bathroom with a large bathtub, a glass-enclosed fireplace, and a double sink vanity.

2. The American Club

The American Club
1.9 km from Old Plank Road Trail Head
United States
Ken
CA $707
CA $781 total
includes taxes & fees
Nov 4 - Nov 5
The American Club
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
A cozy living room with a fireplace, leather furniture, and a chandelier.
A coastal golf course with a view of the ocean.
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

Inn On Woodlake
2.1 km from Old Plank Road Trail Head
United States
MARTHA
CA $324
CA $358 total
includes taxes & fees
Nov 8 - Nov 9
Inn On Woodlake
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 modern living room with a sofa, armchairs, and a coffee table.

4. La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan
1.5 km from Old Plank Road Trail Head
United States
Tony Michael Williams
CA $130
CA $147 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn by Wyndham Sheboygan
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

Super 8 by Wyndham Sheboygan WI
1.2 km from Old Plank Road Trail Head
United States
David
CA $107
CA $122 total
includes taxes & fees
Nov 11 - Nov 12
Super 8 by Wyndham Sheboygan WI
A modern hotel building with a covered entrance and a parking lot.
Pool
Exterior
A hotel room with a grey sofa, two beds, a desk, and a painting on the wall.

6. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
4.9 km from Old Plank Road Trail Head
United States
Scott
CA $167
CA $190 total
includes taxes & fees
Nov 8 - Nov 9
Home2 Suites By Hilton Sheboygan
A two-story white building with green shutters, a front porch, and a staircase leading to the upper floor.
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.
A bedroom with a four-poster bed, a desk with a chair, a chandelier, and floral wallpaper.

7. The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel
4.5 km from Old Plank Road Trail Head
United States
Troy
CA $445
CA $495 total
includes taxes & fees
Oct 28 - Oct 29
The Rochester Inn, A Historic Hotel
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 reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

8. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
4.4 km from Old Plank Road Trail Head
United States
Lawrence
CA $178
CA $202 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Sheboygan
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 reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.

9. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
14.7 km from Old Plank Road Trail Head
United States
Paula
CA $177
CA $201 total
includes taxes & fees
Oct 18 - Oct 19
Baymont by Wyndham Plymouth
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.
A modern dining area with a central island, bar stools, and a sofa.
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.

10. Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
3.9 km from Old Plank Road Trail Head
United States
Ka
CA $162
CA $184 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Sheboygan-Kohler by IHG
Indoor pool
Lobby
Room
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

AmericInn by Wyndham Plymouth
16 km from Old Plank Road Trail Head
United States
Thomas
CA $143
CA $162 total
includes taxes & fees
Nov 4 - Nov 5
AmericInn by Wyndham Plymouth
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.

12. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head
United States
Kristin
CA $170
CA $193 total
includes taxes & fees
Nov 16 - Nov 17
Grandstay Residential Suites Hotel - Sheboygan
A kitchen with dark cabinets, a wooden countertop, and pendant lights.
A waterfront hotel with a prominent sign, a flagpole, and a reflection in the water.
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

Harbor Winds Hotel
3.9 km from Old Plank Road Trail Head
United States
Theresa
CA $117
CA $132 total
includes taxes & fees
Oct 25 - Oct 26
Harbor Winds Hotel
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.

14. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
8.4 km from Old Plank Road Trail Head
United States
Thomas
CA $114
CA $129 total
includes taxes & fees
Nov 9 - Nov 10
Comfort Inn & Suites Sheboygan I-43
A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.
A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.
A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.
A large, white building with a symmetrical facade and multiple balconies.

15. Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
4.3 km from Old Plank Road Trail Head
United States
Brittany
CA $260
CA $333 total
includes taxes & fees
Oct 18 - Oct 19
Blue Harbor Resort and Conference Center
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A spacious lobby with marble flooring, vending machines, and a staircase.
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.

16. The Oasis Hotel & Bar

The Oasis Hotel & Bar
4.9 km from Old Plank Road Trail Head
United States
Gregory
CA $101
CA $112 total
includes taxes & fees
Oct 25 - Oct 26
The Oasis Hotel & Bar
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.

17. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
4.8 km from Old Plank Road Trail Head
United States
Christine
CA $113
CA $128 total
includes taxes & fees
Nov 4 - Nov 5
Quality Inn Sheboygan North I-43
Restaurant
Room
Exterior
Lobby

18. Inn of Sheboygan

Inn of Sheboygan
Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head
United States
Anonymous traveller
CA $1,414
CA $1,605 total
includes taxes & fees
Oct 18 - Oct 19
Inn of Sheboygan
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 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.

19. Plymouth Suites Hotel

Plymouth Suites Hotel
17 km from Old Plank Road Trail Head
United States
John
CA $137
CA $156 total
includes taxes & fees
Oct 18 - Oct 19
Plymouth Suites Hotel
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.

20. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan, 3.9 km from Old Plank Road Trail Head
United States
Joell
CA $106
CA $120 total
includes taxes & fees
Oct 26 - Oct 27
Wingate by Wyndham Sheboygan
View all properties

Compare popular hotels close to Old Plank Road Trail Head

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.
Watershed Hotel
9.8
Exceptional
688 reviews
View
A large, historic building with multiple chimneys and a prominent American flag.
The American Club
9.6
Exceptional
268 reviews
View
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
Inn On Woodlake
9.4
Exceptional
291 reviews
View
A modern kitchen with a marble countertop, a coffee machine, and various food items displayed.
La Quinta Inn by Wyndham Sheboygan
8.2
Very good
1,000 reviews
View
A hotel room with two beds, a desk, and a window with a view of a parking lot.
Super 8 by Wyndham Sheboygan WI
6.6
876 reviews
View

Top Old Plank Road Trail Head Hotel Reviews

Watershed Hotel

Watershed Hotel

10/10 Excellent
"loved this hotel! peaceful, spotless, beautiful view and great staff - what more could you ask for!!!"
barbara 4-night trip
Posted 10 hours ago
Watershed Hotel
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"clean breakfast was the weak link."
Tom 2-night trip
Posted 2 days ago
Grandstay Residential Suites Hotel - Sheboygan
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"This is a gorgeous venue, with a balcony right on the shore of Lake Michigan. Everything was great, the main restaurant left a bit to be desired."
Russ 1-night trip
Posted 3 days ago
Blue Harbor Resort and Conference Center
Beach front luxury spacious villa !

Beach front luxury spacious villa !

10/10 Excellent
"Perfect for our family."
Thomas H. 2-night trip
Posted 4 days ago
Beach front luxury spacious villa !
Super 8 by Wyndham Sheboygan WI

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."
David 2-night trip
Posted 11 days ago
Super 8 by Wyndham Sheboygan WI
La Quinta Inn by Wyndham Sheboygan

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."
jeff 3-night trip
Posted 13 days ago
La Quinta Inn by Wyndham Sheboygan
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

10/10 Excellent
"Clean room"
Stefani 1-night trip
Posted 13 days ago
Wingate by Wyndham Sheboygan
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"Clean property. Close to shopping centers."
Ka 4-night trip
Posted 3 weeks ago
Holiday Inn Express Sheboygan-Kohler by IHG

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
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.

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