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

Find Hotels with a Pool in Oostburg, WI from CA $121

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Oostburg Hotels with a Pool

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Oostburg hotels with a pool

1. 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.
CA $110
CA $125 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Inn & Suites Sheboygan I-43

2. 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.
CA $134
CA $152 total
includes taxes & fees
Sep 7 - Sep 8
AmericInn by Wyndham Sheboygan

3. 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.
CA $186
CA $211 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites by Marriott Sheboygan

4. 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.
CA $110
CA $121 total
includes taxes & fees
Sep 10 - Sep 11
The Oasis Hotel & Bar

5. 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.
CA $187
CA $212 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Sheboygan-Kohler by IHG

6. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
  • Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
CA $115
CA $130 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Sheboygan North I-43

7. 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.
CA $169
CA $192 total
includes taxes & fees
Sep 1 - Sep 2
Grandstay Residential Suites Hotel - Sheboygan

8. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
CA $112
CA $127 total
includes taxes & fees
Sep 27 - Sep 28
Wingate by Wyndham Sheboygan

9. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
CA $220
CA $250 total
includes taxes & fees
Sep 7 - Sep 8
Baymont by Wyndham Plymouth

10. 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.
CA $192
CA $218 total
includes taxes & fees
Sep 20 - Sep 21
Home2 Suites By Hilton Sheboygan
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

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

10/10 Excellent
"Great location near restaurants and dog friendly."
Christine 1-night trip
Posted 3 hours ago
Quality Inn Sheboygan North I-43
The Osthoff Resort

The Osthoff Resort

10/10 Excellent
"It is a hidden gem, besides the resort the town just a couple of blocks away, has several great eateries too."
Donald 4-night trip
Posted 3 days ago
The Osthoff Resort
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"The hot tub switch wouldn’t turn on one time and parts of its floor looked like it needed repainting soon but otherwise very clean and comfortable stay. The room even smelled fresh as you entered! Loved the purple glow of the outside sign at night."
Nancy 2-night trip
Posted 3 days ago
Comfort Inn & Suites Sheboygan I-43
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"The facility was clean and well maintained across the board. Excellent and generous dog walk area with appropriate disposal facility."
Michael 2-night trip
Posted 6 days ago
La Quinta Inn by Wyndham Sheboygan

Frequently asked questions

What are some accommodations with pools in Oostburg?
Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: Aparthotel, 14-minute walk from Lake Michigan. Provides daily, an indoor pool, and free self parking. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.: Hotel, 2-minute walk from Lake Michigan. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. August 23-30 now available at Beachdaze!: Hotel located near Lake Michigan. Offers daily, an indoor pool, and free self parking. Hot Tub + Theater + Full Arcade Private Estate: Offers daily, an indoor pool, and free self parking. Inviting, Rustic Beach front cottage on Beautiful Lake Michigan: Provides full, an indoor pool, and free self parking.
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 Luxembourg American Cultural Center 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.

Explore a world of travel with Expedia