Winside Vacations from $662

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The Latest Winside vacation packages

Price found within the past 48 hours. Click for updated prices.
Rodeway Inn Sergeant Bluff - Sioux City

Rodeway Inn Sergeant Bluff - Sioux City

2 out of 5
per person
Oct 3 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Sioux City (SUX)
5.8/10 (179 reviews)
Great Hotel, staff is nice and welcoming, rooms are very nice.

Reviewed on Nov 15, 2024

Hard Rock Hotel & Casino Sioux City

Hard Rock Hotel & Casino Sioux City

4 out of 5
per person
Oct 3 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Sioux City (SUX)
9.2/10 Wonderful! (1,001 reviews)
Interesting old building remade onto trendy rooms.

Reviewed on Jul 31, 2025

Cottonwood Inn and Conference Center

Cottonwood Inn and Conference Center

2.5 out of 5
per person
Oct 3 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Sioux City (SUX)
8.4/10 Very Good! (1,022 reviews)
Staff at front desk were great.

Reviewed on Jul 31, 2025

Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
per person
Oct 3 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Sioux City (SUX)
6.6/10 (543 reviews)
Staff was excellent. They were fast and efficient serving breakfast. The desk clerk was amazing. He was so efficient and professional. He went above and beyond. The only thing we didn’t like was the bathroom. The bathroom door was warped and would not shut. Also, the bathroom shower was not very clean.

Reviewed on Jul 26, 2025

Inn On Central

Inn On Central

3 out of 5
per person
Oct 3 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Sioux City (SUX)
9.6/10 Exceptional! (92 reviews)
The light in the bathroom needs to be repaired. Like a strobe light

Reviewed on Jul 18, 2025

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Winside Hotel Deals

Norfolk Country Inn & Suites

Norfolk Country Inn & Suites

2 out of 5
1201 South 13th Street, Norfolk, NE
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Aug 9 to Aug 10
$80 total
Aug 9 - Aug 10
Total includes taxes and fees
6.2/10 (999 reviews)
"The rooms were beautiful…bed was so comfortable. Shower had great pressure…Quiet. The grounds and outside are was rundown. But felt safe and comfortable."

Reviewed on Jul 28, 2025

Norfolk Country Inn & Suites
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
$115 nightly
The price is $129 total per night from Aug 3 to Aug 4
$129 total
Aug 3 - Aug 4
Total includes taxes and fees
8.4/10 Very Good! (1,000 reviews)
Clean, comfortable, and reasonably priced.
"Very spacious suite at a great price. Staff was nice, everything was clean, and breakfast was really good."

Reviewed on Jul 28, 2025

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

Norfolk Lodge & Suites, Ascend Hotel Collection

3 out of 5
4200 Norfolk Avenue, Norfolk, NE
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $181 total per night from Sep 1 to Sep 2
$181 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (609 reviews)
"This was my first time to have dinner at their restaurant - it was so delicious and the service was excellent. As always the atmosphere is so inviting and comfortable. Love this Lodge."

Reviewed on Jul 25, 2025

Norfolk Lodge & Suites, Ascend Hotel Collection
See all 28 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.

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Frequently asked questions

How much does a Winside vacation package cost?
You'll find cheap prices from $662 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.