Oostburg Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Oostburg

The Harborview, Ascend Hotel Collection

The Harborview, Ascend Hotel Collection

3 out of 5
135 E Grand Ave, Port Washington, WI
Fully refundableReserve now, pay when you stay
The price is S$219 per night from 24 Aug to 25 Aug
S$219
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (532 reviews)
"Excellent harbor view"

Reviewed on 5 Aug, 2025

The Harborview, Ascend Hotel Collection
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 24 Aug to 25 Aug
S$223
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (953 reviews)
"Walkable to the beach, stores and restaurants."

Reviewed on 4 Aug, 2025

Grandstay Residential Suites Hotel - Sheboygan
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is S$243 per night from 10 Aug to 11 Aug
S$243
10 Aug - 11 Aug
includes taxes & fees
9.6/10 Exceptional! (370 reviews)
"Overall, this is a great property with very friendly staff, clean rooms, a nice river view and a great breakfast! Two suggestions would be adding pillows to ensure each guest has two, and adding perhaps a rug to help deplete noise from other rooms. While the rooms are very sleek, modern and clean, ..."

Reviewed on 4 Aug, 2025

Watershed Hotel
See all 534 properties in Oostburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Oostburg holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Oostburg costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Oostburg?
Plan your getaway for the off-peak season and you're likely to score cheap Oostburg holiday packages. Keep in mind that public holidays and major festivals and events can impact prices, so do a little research before booking.
How many days is enough for Oostburg?
The ideal duration for your Oostburg holiday depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to hit all the major attractions and explore some hidden spots along the way.
How to find the best Oostburg package deals?
Use Expedia's filters to help you find some unbeatable Oostburg package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Oostburg package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book an Oostburg holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can tailor your Oostburg trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Oostburg?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Oostburg getaway.
How to plan a trip to Oostburg?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to holiday in Oostburg.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will probably be the biggest expense during your trip to Oostburg.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Oostburg. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your accommodation and airfare: After you've nailed down your travel dates and duration, lock in the ideal Oostburg holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.