Winter Vacations from $873

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The Latest Winter vacation packages

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Hurley - Ironwood

Econo Lodge Hurley - Ironwood

2.5 out of 5
Price was $925, price is now $873 per person
$873
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Ironwood (IWD)
7/10 Good! (222 reviews)
When we pulled up, we thought that the hotel had closed and was abandoned. Parking lot was huge with very few cars and took us a while to find the front desk. The people there were friendly enough, but it just felt like they were doing what they could keep everything together. The room was clean, but rundown. Would not recommend.

Reviewed on Aug 2, 2026

Magnuson Hotel Ironwood

Magnuson Hotel Ironwood

2 out of 5
Price was $958, price is now $882 per person
$882
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Ironwood (IWD)
6.2/10 (318 reviews)
no staff on site and shower had mold around the faucet and handle.

Reviewed on Jul 30, 2026

Indianhead Ironwood Motel

Indianhead Ironwood Motel

2.5 out of 5
Price was $956, price is now $882 per person
$882
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Ironwood (IWD)
8/10 Very Good! (329 reviews)

Snowriver Mountain Resort

Snowriver Mountain Resort

2.5 out of 5
Price was $1,066, price is now $1,001 per person
$1,001
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Ironwood (IWD)
8.2/10 Very Good! (326 reviews)

AmericInn by Wyndham Ironwood

AmericInn by Wyndham Ironwood

3 out of 5
Price was $1,369, price is now $1,290 per person
$1,290
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Ironwood (IWD)
9/10 Wonderful! (811 reviews)
Probably the most expensive, worst hotel experience I’ve had. You have to pickup each days’ linens, make up your own bed, and our key cards continually stopped working. Our room a/c unit smelled very musty and the carpet was weirdly damp. Pickings are slim in Ironwood for hotels, so imagine that is why they can get away with their prices.

Reviewed on Aug 5, 2026

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Stay near popular Winter attractions

Perch Lake

This pristine 129-acre lake in Wisconsin's Chequamegon National Forest boasts six fish species for anglers to pursue. Bring your own canoe to explore its clear waters surrounded by tranquil forest scenery.
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Winter Hotel Deals

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Winter WI
8.6/10 Excellent! (34 reviews)
"Perfect little cabin with a river view for our relaxing getaway! Had everything we needed."

Reviewed on Jul 20, 2026

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Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Winter WI
8.2/10 Very Good! (14 reviews)
"The cabin there was a broken window all duck taped and the bathe light did not work properly and the shower pressure was terrible and nothing for our granddaughter to play and no swim area and the fishing stunk. When we arrived I felt like we did belong cause the person didn't know who we were and ..."

Reviewed on Jul 22, 2026

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Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

Winter WI
10/10 Exceptional! (68 reviews)
"We rent someplace in the Winter area every year in October for a weeklong grouse hunt. This cabin was by far our favorite. It was exceptionally cleaned, well kept, well stocked, and well laid out. Chris was a fantastic and accommodating host and made sure everything was set for our arrival. I would ..."

Reviewed on Oct 29, 2025

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5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.
See all 662 properties in Winter
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 Winter Vacation Packages

Winter Essential Information

Language
English
Currency
U.S dollars
Population
310

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Frequently asked questions

How much does a Winter vacation package cost?
You can pick up a vacation package to this popular destination from $873 on Expedia. But how much your vacation to Winter costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winter?
February, September and November are the best times to search for cheap Winter vacation packages. Traveling in less busy months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Winter?
With a well-planned itinerary, you can easily hit the main Winter sights in a few days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Winter vacation for longer.
How to find the best Winter package deals?
Bagging a cheap Winter package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Winter package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Winter vacation as a package?
You can enjoy significant savings on your Winter escape by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winter?
If you've got your Winter travel dates locked in, book early to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Winter vacation packages?
Jet off on your dream trip to Winter with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.