Deals on vacations and trips to Winter

Save when you book Winter package deals

Choose two or more items and save on your trip:

Winter flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Magnuson Hotel Ironwood

Magnuson Hotel Ironwood

2 out of 5
Price was $771, price is now $714 per person
$714
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Kalamazoo (AZO) to Ironwood (IWD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage, laundry facilities, and concierge services are also on offer.
Davos Chalet

Davos Chalet

2 out of 5
Price was $934, price is now $837 per person
$837
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Kalamazoo (AZO) to Ironwood (IWD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like a communal living room and barbecue grills.
Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

2 out of 5
Price was $1,147, price is now $1,050 per person
$1,050
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Kalamazoo (AZO) to Ironwood (IWD)
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.
AmericInn by Wyndham Silver City

AmericInn by Wyndham Silver City

2.5 out of 5
Price was $1,021, price is now $938 per person
$938
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Kalamazoo (AZO) to Ironwood (IWD)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Indianhead Ironwood Motel

Indianhead Ironwood Motel

2.5 out of 5
Price was $780, price is now $722 per person
$722
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Kalamazoo (AZO) to Ironwood (IWD)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

Top Winter hotels deals

Great 4 Season Family Getaway! Quiet, yet full of Fun!

Great 4 Season Family Getaway! Quiet, yet full of Fun!

Winter WI
Get rates
This cabin features barbecue grills.
Kitchen
Air conditioning
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

Winter, Wisconsin WI
Get rates
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Rustic Cabin on Private Lake

Rustic Cabin on Private Lake

Winter WI
Get rates
This cabin features barbecue grills.
Kitchen
Pet friendly
Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

2.5 out of 5
15586 County Road B Hayward WI
Free Cancellation
$127 nightly
The price is $139 total per night
$139 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Quality Inn

Quality Inn

2.5 out of 5
700 West 9th Street Ladysmith WI
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the indoor pool and conveniences like a 24-hour front desk and free newspapers.
Pool
Breakfast included
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

Hayward WI
Get rates
This cabin features a garden, a picnic area, and barbecue grills.
Kitchen
Pet friendly
Don't see what you're looking for?
See all available properties in Winter
View all properties
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.

Popular places to visit

Lake Winter

Commune with nature and explore the great outdoors at Lake Winter during your travels in Winter.

Lake Winter

Perch Lake

Commune with nature and explore the great outdoors at Perch Lake during your travels in Winter.

Perch Lake

Fishtrap Lake

Commune with nature and explore the great outdoors at Fishtrap Lake during your travels in Winter.

Fishtrap Lake

Frequently asked questions

How much are vacation packages to Winter?
Treat yourself to a one-of-a-kind experience in Winter with a vacation package starting from just $714. Booking flights and hotels with Travelocity is a piece of cake. And even better, our package deals will leave you with more savings in your pocket for fun.
How long should my Winter vacation be?
Generally, 4 nights is how long the majority of people spend familiarizing themselves with Winter. Not sure if that'll be sufficient time to do everything on your must-do list? Stay another night or two and experience everything this place has to offer.
Where can I get the best vacation package deals for Winter?
With as many as 400 airlines and 1,000,000 hotels around the world, it's hard to top Travelocity. Scroll through our impressive range and create the perfect Winter vacation package. Don't you love it when vacation planning is that easy?
Why should I purchase my Winter vacation bundle via Travelocity?
From our 24/7 customer care to our range of terrific destinations, we're dedicated to giving you the vacation of a lifetime. All you have to do is to click and book — our Price Match Guarantee will ensure you score the best price.
Will I save money on my Winter car rental if I combine it with a hotel or flight?
Bundling your hotel, car and flight into a Winter vacation package is a surefire way to score an incredible deal. Plus, having your own rental car gives you freedom to find your way to all the landmarks you're itching to check out. Sitting 120 mi away from Winter, Xcel Energy Center is one attraction that should be on your agenda. Load up the car and make a day trip of it.
Where should I stay when visiting Winter?
If you're after somewhere to spend your nights, have a look at the Private, Pet Friendly Lakefront Cabin. It's the top choice for many travelers.

Photos of local treasures

Browse Winter vacation photos for more inspiration

Explore More Ways to Travel with Travelocity