A wooden dock extending into a calm body of water, with boats docked nearby and a building with a red roof in the background.

Hotels with Swimming Pool in Oostburg, Wisconsin

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Check availability on Oostburg Hotels with Swimming Pool

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Oostburg hotels with a pool

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 bar area with wooden bar stools and a well-stocked liquor shelf.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

1. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
  • Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
P7,859
P8,920 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Sheboygan
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 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.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

2. Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
  • An indoor pool retreat with sunrise views of Lake Michigan beckons at this hotel in Sheboygan, where comfort meets lakeside charm.
P7,664
P8,699 total
includes taxes & fees
Oct 16 - Oct 17
Holiday Inn Express Sheboygan-Kohler by IHG
A family sitting by a poolside with chairs and a tiled wall in the background.
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.

3. AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
  • Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
P5,393
P6,121 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Sheboygan
An indoor swimming pool with clear water, tiled floor, and safety railings.
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.

4. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
  • Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
P5,041
P5,721 total
includes taxes & fees
Nov 9 - Nov 10
Comfort Inn & Suites Sheboygan I-43
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.
A spacious living area with a fireplace, a sofa, and a dining area in the background.
A hotel room with two beds, a sofa, a TV, and a dining table.
A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

5. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
P7,539
P8,556 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - Sheboygan
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 coastal golf course with a view of the ocean.
A cozy living room with a fireplace, leather furniture, and a chandelier.

6. Inn On Woodlake

Inn On Woodlake
Kohler
  • Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.
P14,386
P15,897 total
includes taxes & fees
Nov 1 - Nov 2
Inn On Woodlake
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

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
P7,859
P8,921 total
includes taxes & fees
Oct 13 - Oct 14
Baymont by Wyndham Plymouth
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.

8. The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
  • Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
P5,032
P5,560 total
includes taxes & fees
Oct 13 - Oct 14
The Oasis Hotel & Bar
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.
A modern hotel room with two beds, a desk, and a view of the outdoors.

9. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
  • Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
P9,024
P10,243 total
includes taxes & fees
Oct 25 - Oct 26
Home2 Suites By Hilton Sheboygan
A spa area with a pool, lounge chairs, and a seating area with a sofa and cushions.
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.

10. The American Club

The American Club
Kohler
  • Lakeside tennis resort with 10 courts and a full-service spa offers an active retreat on the shores of Lake Michigan.
P31,411
P34,709 total
includes taxes & fees
Nov 1 - Nov 2
The American Club
View all properties

Choose what matters most at hotels with a pool in Oostburg

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Oostburg Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"Very friendly staff. The property was clean except people smoking right by the entrance. Maybe move the receptical further away and dont allow smoking past the parking lot. Breakfast was ok. Suggest a bigger toaster or have 2. Coffee was always empty. Apple juice was watery. Our room had a bad oder. The fan didn't work in the bathroom. The beds were extremely hard and not comfortable. The couch seats were low compared to the armrests and were uncomfortable because it had a bed inside and the bars dug into your legs. The room layout was very nice. 2 separate bedrooms instead of 2 beds next to each other and they were separated by the living room. The price was fair for the room we booked. The pool is very small and not very deep. There was no hot tub, that was a bummer."
Angela M 2-night trip
Posted 1 day ago
Grandstay Residential Suites Hotel - Sheboygan
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

10/10 Excellent
"Clean rooms friendly staff."
John 7-night trip
Posted 3 days ago
Baymont by Wyndham Plymouth
The Harborview on Lake Michigan, an Ascend Collection Hotel

The Harborview on Lake Michigan, an Ascend Collection Hotel

10/10 Excellent
"Beautiful lake view & loved the pool area"
Christina 2-night trip
Posted 4 days ago
The Harborview on Lake Michigan, an Ascend Collection Hotel
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 7 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 8 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 9 days ago
Wingate by Wyndham Sheboygan
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"Perfect weekend getaway spent looking out the balcony at the beach waves!"
Alexis 1-night trip
Posted 2 weeks ago
Blue Harbor Resort and Conference Center

Frequently asked questions

What are some accommodations with pools in Oostburg?
Grandstay Residential Suites Hotel - Sheboygan: Aparthotel, 14-minute walk from Lake Michigan. Features daily, an indoor pool, and free self parking. Watershed Hotel: Hotel located near Lake Michigan. Features daily, an indoor pool, and free self parking. The American Club: Offers full, an indoor pool, and free self parking. AmericInn by Wyndham Sheboygan: Resort, 3-minute walk from Lake Michigan. Features a seasonal outdoor pool, an indoor pool, and free water-park access. Quality Inn Sheboygan North I-43: Offers a children's pool, an indoor pool, and buffet.
What is there to see and do in Oostburg?
Explore places like Lake Michigan while you're in Oostburg. Make a point to visit attractions like Bookworm Gardens and Blue Harbor Resort & Conference Center Water Park.
When is the best time to book a hotel with a pool in Oostburg?
Taking into account the local weather in Oostburg is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Oostburg are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.

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