Winside Vacations from $1,012

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The Latest Winside vacation packages

Price found within the past 48 hours. Click for updated prices.
Knights Inn South Sioux City

Knights Inn South Sioux City

1.5 out of 5
Price was $1,169, price is now $1,012 per person
$1,012
per person
Dec 10 - Dec 14
found 9 hours ago
Roundtrip flight included
Honolulu (HNL) to Sioux City (SUX)
6/10 (123 reviews)
Ice machine broken, notified no more breakfast then to climb into a bed bug infestation

Reviewed on Jul 30, 2026

Stoney Creek Hotel Sioux City

Stoney Creek Hotel Sioux City

2.5 out of 5
Price was $1,355, price is now $1,153 per person
$1,153
per person
Dec 10 - Dec 14
found 9 hours ago
Roundtrip flight included
Honolulu (HNL) to Sioux City (SUX)
9/10 Wonderful! (2,322 reviews)

Days Inn by Wyndham Sioux City

Days Inn by Wyndham Sioux City

2 out of 5
Price was $1,222, price is now $1,050 per person
$1,050
per person
Dec 10 - Dec 14
found 9 hours ago
Roundtrip flight included
Honolulu (HNL) to Sioux City (SUX)
7.8/10 Good! (837 reviews)
The room was spotless and smelled very clean. The bathroom shined it was so clean. The a/c was very quiet. The pillows were amazing! I even snapped a pic of the tag so I can go on line and buy one! The staff was very helpful from check-in (want a main floor room instead of doing steps?) to check-out (when I told him the chain broke on the toilet). My grandson said the pool was very clean and warm! The property is bright and fresh and the renovation is great. The only thing lacking slightly was the breakfast - just biscuits and gravy and I don’t care for that. The ice machine could use a cleaning too. But I’m very impressed and will stay there again!!

Reviewed on Nov 8, 2026

Inn On Central

Inn On Central

3 out of 5
Price was $1,433, price is now $1,237 per person
$1,237
per person
Dec 10 - Dec 14
found 9 hours ago
Roundtrip flight included
Honolulu (HNL) to Sioux City (SUX)
9.6/10 Exceptional! (137 reviews)

Town & Country Motel

Town & Country Motel

2.5 out of 5
Price was $1,186, price is now $1,024 per person
$1,024
per person
Dec 10 - Dec 14
found 9 hours ago
Roundtrip flight included
Honolulu (HNL) to Sioux City (SUX)
6/10 (4 reviews)

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Winside Hotel Deals

New Victorian Inn Norfolk

New Victorian Inn Norfolk

2.5 out of 5
1001 Omaha Ave Norfolk NE
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Nov 15 to Nov 16
$100 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Clean room, comfortable beds and nice breakfast."

Reviewed on Nov 8, 2026

New Victorian Inn Norfolk
Norfolk Lodge & Suites, an Ascend Collection Hotel

Norfolk Lodge & Suites, an Ascend Collection Hotel

3 out of 5
4200 Norfolk Avenue Norfolk NE
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $167 total per night from Nov 22 to Nov 23
$167 total
Nov 22 - Nov 23
Total with taxes and fees
Norfolk Lodge & Suites, an Ascend Collection Hotel
Cobblestone Hotel & Suites - Wayne

Cobblestone Hotel & Suites - Wayne

2.5 out of 5
505 Tomar Dr Wayne NE
$95 nightly
The price is $109 total per night from Dec 1 to Dec 2
$109 total
Dec 1 - Dec 2
Total with taxes and fees
Cobblestone Hotel & Suites - Wayne
See all 32 properties in Winside
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.

Find the Best Winside Vacation Packages

Winside Essential Information

Language
English
Currency
U.S dollars
Population
430
Top Sights
Wayne County Museum, Wayne State College and Wayne County Courthouse

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Frequently asked questions

How much does a Winside vacation package cost?
You'll find cheap prices from $1,012 on Expedia for your Winside getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Winside costs.
What are the cheapest months to go to Winside?
If you're hoping to snag a cheap Winside vacation package, consider planning a trip in February, September and December. You'll typically find lower rates on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Winside?
Generally, a handful of days is enough to visit the main attractions during your Winside vacation. However, if you'd like to have more time to chill out or go on day trips, consider extending your itinerary.
How to find the best Winside package deals?
Bagging a cheap Winside package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Winside package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Winside vacation as a package?
You can enjoy significant savings on your next Winside getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Winside?
Secure fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Winside getaway.
Does Expedia offer Book Now, Pay Later Winside vacation packages?
Your Winside break is meant to be an escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.