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 in Oostburg

Q: What accommodations do travelers recommend in Oostburg?

Guests like Watershed Hotel , The American Club and AmericInn by Wyndham Sheboygan .

Where to?

Dates

November 2026

December 2026

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Where to stay in Oostburg?

A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

1. Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

$139 total

includes taxes & fees

Nov 27 - Nov 28

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

2. Comfort Inn & Suites Sheboygan I-43

Sheboygan

$89 total

includes taxes & fees

Nov 30 - Dec 1

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

3. AmericInn by Wyndham Sheboygan

Sheboygan

$96 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a dining area, wooden furniture, and pendant lighting.

4. Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan

$140 total

includes taxes & fees

Dec 6 - Dec 7

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.

5. Watershed Hotel

Sheboygan

$148 total

includes taxes & fees

Nov 12 - Nov 13

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

6. Harbor Winds Hotel

Sheboygan

$105 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

7. The Oasis Hotel & Bar

Sheboygan Falls

$89 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living area with a fireplace, a sofa, and a dining area in the background.

8. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

$136 total

includes taxes & fees

Nov 8 - Nov 9

A hotel lobby with a staircase, seating area, and a reception desk.

9. La Quinta Inn by Wyndham Sheboygan

Sheboygan

$104 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

10. Quality Inn Sheboygan North I-43

Sheboygan

$91 total

includes taxes & fees

Nov 15 - Nov 16

11. Home2 Suites By Hilton Sheboygan

Sheboygan

$134 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with two beds, a desk, and a window with a view of a parking lot.

12. Super 8 by Wyndham Sheboygan WI

Sheboygan

$90 total

includes taxes & fees

Nov 8 - Nov 9

13. AmericInn by Wyndham Plymouth

Plymouth

$115 total

includes taxes & fees

Nov 15 - Nov 16

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

14. Baymont by Wyndham Plymouth

Plymouth

$142 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with wooden cabinets, a dining table, and a coffee machine.

15. Belgium Inn & Suites

Belgium

$96 total

includes taxes & fees

Nov 11 - Nov 12

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

16. The Rochester Inn, A Historic Hotel

Sheboygan Falls

$286 total

includes taxes & fees

Nov 12 - Nov 13

An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

17. Wingate by Wyndham Sheboygan

Downtown Sheboygan

$99 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

18. Inn On Woodlake

Kohler

$253 total

includes taxes & fees

Nov 8 - Nov 9

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

19. Blue Harbor Resort and Conference Center

Sheboygan

$235 total

includes taxes & fees

Nov 8 - Nov 9

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

20. Plymouth Suites Hotel

Plymouth

$110 total

includes taxes & fees

Nov 8 - Nov 9

View all properties

Go beyond your typical stay in Oostburg

Top landmarks in Oostburg

Whispering Pines Amphitheater

Whispering Pines Amphitheater is 4.3 mi (6.9 km) from central Oostburg, why not stop by during your stay. If you want to experience more of the culture Oostburg has to offer, head to Kohler-Andrae State Park, Kohler Park Dunes State Natural Area, and James Tellen Woodland Sculpture Garden.

See properties

Learn more about Oostburg

Oostburg is well-known for its attractions such as Lake Michigan and Kohler-Andrae State Park.

See all hotels in Oostburg

Check out reviews of Oostburg hotels guests love

Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

10/10 Exceptional

My 6 year old daughter and I were taking our first "mother-daughter" vacation to Sheboygan for a few days. We were originally reserved to stay at a nearby hotel. That experience was a nightmare (extremely dirty hotel room, "upgraded" to another dirty room, terrible customer service, etc.) and it looked like I was going to have to cancel our trip and my daughter was very upset. At the last minute, there was an opening at Fairfield Inn that my husband was able to reserve for us. He had been...

Jenny

AmericInn by Wyndham Sheboygan

Sheboygan

10/10 Exceptional

Gina

Harbor Winds Hotel

Sheboygan

10/10 Exceptional

jim

The Rochester Inn, A Historic Hotel

Sheboygan Falls

10/10 Exceptional

Anonymous traveler

Baymont by Wyndham Plymouth

Plymouth

10/10 Exceptional

Anonymous traveler

Inn On Woodlake

Kohler

10/10 Exceptional

Dennis

AmericInn by Wyndham Plymouth

Plymouth

10/10 Exceptional

Rob

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

10/10 Exceptional

Adam

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

Siebkens Resort

Elkhart Lake

10/10 Exceptional

We wanted to take a night off in the country away from the Chicago area and our favorite two hour away place is Elkhart Lake, WI. We were upgraded to a 2 bedroom condo due to an issue in the reserved room. The condo had a fireplace, kitchen, a tremendous view of the lake, it was outstanding! We didn't expect the upgrade but the staff was so accommodating, what a delightful stay at Siebken's in Elkhart Lake, thank you!

Mary

A multi-story hotel with a docked boat, a waterfront view, and a clear sky.

The Harborview on Lake Michigan, an Ascend Collection Hotel

Port Washington

10/10 Exceptional

Tammy

Blue Harbor Resort and Conference Center

Sheboygan

10/10 Exceptional

Anonymous traveler

Frequently Asked Questions

What accommodations do travelers recommend in Oostburg?

Guests like Watershed Hotel, The American Club and AmericInn by Wyndham Sheboygan.

Can I book refundable accommodations in Oostburg?

If you're looking for the flexibility to change your plans to Oostburg, most accommodations provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Oostburg if I want a vacation home instead of a traditional hotel?

If you want a good alternative to a hotel, review our selection of 21 vacation homes. You can also consider one of the 8 cottages for your trip.

What will the weather in Oostburg be like during my trip?

August and July are typically the warmest months in Oostburg when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. June and April are the months with the most rain.

Why should I book my Oostburg accommodation with Hotels.com?

There are lots of reasons to book your Oostburg trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.