Wisconsin Ski Vacation Packages
Best Wisconsin Ski packages
Price found within the past 48 hours. Click for updated prices.
Bluegreen Christmas Mountain Village, an Ascend Resort
Price was $718, price is now $593 per person
$593
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Madison (MSN)
Stay at this 3-star ski resort in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
We honestly really do love coming to this resort. This was our third stay, twice as Bluegreen owners, and this was the first time we have stayed since we gave up our ownership. But there is obviously a reason that we came back. We just love that it’s nestled in the woods, very quiet, the outdoor hot tub has always been a plus, especially in the mornings when it’s adult only swim. We have stayed in three of the different types of rooms and they have all been great. They’re spacious, clean, and have all the amenities you need to cook or have a relaxing night in by the fireplace. Mulligans is a great place for some food or a beer after a game of golf. There’s also a Starbucks for coffee in the morning and a small convenience store attached to it for other things that you might need. There’s also a lot of fun things for kids to do. We have done the mini golf and the paddle boating in the past, which is all included with your stay. And you also get discounts throughout town at certain restaurants and attractions. We will definitely be back!
Reviewed on Apr 14, 2024
Grand Geneva Resort & Spa
Save 100% on your flight
Price was $972, price is now $806 per person
$806
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
Stay at this 4-star spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions The Brute Golf Course and The Highlands Golf Course are located nearby.
Always enjoy my stay at Grand Geneva. My only complaint was the heat. Couldn’t get it to go lower. But everything else was wonderful.
Reviewed on Dec 17, 2024
Bluegreen Odyssey Dells
Price was $799, price is now $665 per person
$665
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Madison (MSN)
Stay at this 3.5-star family-friendly condo in Wisconsin Dells. Enjoy free water park access, a fitness center, and a 24-hour front desk. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Free Mt. Olympus passes. Staff in the reception was very nice. Place is clean and has a balcony.
Reviewed on Jul 21, 2024
3 night Wisconsin Ski vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Price was $517, price is now $399 per person
$399
per person
Oct 30 - Nov 2
found 10 hours ago
Roundtrip flight included
Wilkes-Barre (AVP) to Chicago (ORD)
Stay at this 3.5-star spa resort in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions The Highlands Golf Course and The Brute Golf Course are located nearby.
This hotel is perfect. In a quiet area but yet so close to downtown and other restaurants. Hotel is great, loved the kitchen area and the patio overlooking the golf course. The staff was also great and helpful.
Reviewed on Nov 22, 2024
Grand Geneva Resort & Spa
Price was $723, price is now $573 per person
$573
per person
Oct 30 - Nov 2
found 10 hours ago
Roundtrip flight included
Wilkes-Barre (AVP) to Chicago (ORD)
Stay at this 4-star spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions The Brute Golf Course and The Highlands Golf Course are located nearby.
Always enjoy my stay at Grand Geneva. My only complaint was the heat. Couldn’t get it to go lower. But everything else was wonderful.
Reviewed on Dec 17, 2024
Bella Vista Suites
Price was $541, price is now $433 per person
$433
per person
Oct 30 - Nov 2
found 10 hours ago
Roundtrip flight included
Wilkes-Barre (AVP) to Chicago (ORD)
Stay at this 3-star spa hotel in Lake Geneva. Enjoy a full-service spa, a marina, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gary Gygax Memorial and Lake Geneva Cruise Line are located nearby.
Nice location. Good property for the price.
Reviewed on Jun 2, 2024
4 night Wisconsin Ski vacation packages with flight
Price found within the past 48 hours. Click for updated prices.
The Cove Of Lake Geneva
Price was $647, price is now $541 per person
$541
per person
Nov 20 - Nov 24
found 16 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)
Stay at this 3.5-star family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Gary Gygax Memorial and Lake Geneva Cruise Line are located nearby.
Very friendly staff. Nice facilities close to everything
Reviewed on Jun 20, 2025
Grand Geneva Resort & Spa
Save 100% on your flight
Price was $972, price is now $806 per person
$806
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
Stay at this 4-star spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions The Brute Golf Course and The Highlands Golf Course are located nearby.
Always enjoy my stay at Grand Geneva. My only complaint was the heat. Couldn’t get it to go lower. But everything else was wonderful.
Reviewed on Dec 17, 2024
Lodge Geneva National
Save 100% on your flight
Price was $743, price is now $620 per person
$620
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
Stay at this 4-star golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Geneva Lake and Geneva National Golf Club are located nearby.
Nice place clean rooms.
Reviewed on Jul 28, 2025
5 night Wisconsin Ski vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.
Sunset Bay Resort
Price was $558, price is now $464 per person
$464
per person
Sep 24 - Sep 29
found 9 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
Book a stay at this beach hotel in Wisconsin Dells. Enjoy an outdoor pool, a private beach, and a sauna. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Noah's Ark Waterpark and Mt. Olympus Water and Theme Park are located nearby.
Best place in Wisconsin
Staff amazing
Reviewed on May 25, 2025
Bluegreen Odyssey Dells
Save 100% on your flight
Price was $779, price is now $532 per person
$532
per person
Sep 24 - Sep 29
found 9 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
Stay at this 3.5-star family-friendly condo in Wisconsin Dells. Enjoy free water park access, a fitness center, and a 24-hour front desk. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Free Mt. Olympus passes. Staff in the reception was very nice. Place is clean and has a balcony.
Reviewed on Jul 21, 2024
Bluegreen Christmas Mountain Village, an Ascend Resort
Save 100% on your flight
Price was $741, price is now $519 per person
$519
per person
Sep 24 - Sep 29
found 9 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
Stay at this 3-star ski resort in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
We honestly really do love coming to this resort. This was our third stay, twice as Bluegreen owners, and this was the first time we have stayed since we gave up our ownership. But there is obviously a reason that we came back. We just love that it’s nestled in the woods, very quiet, the outdoor hot tub has always been a plus, especially in the mornings when it’s adult only swim. We have stayed in three of the different types of rooms and they have all been great. They’re spacious, clean, and have all the amenities you need to cook or have a relaxing night in by the fireplace. Mulligans is a great place for some food or a beer after a game of golf. There’s also a Starbucks for coffee in the morning and a small convenience store attached to it for other things that you might need. There’s also a lot of fun things for kids to do. We have done the mini golf and the paddle boating in the past, which is all included with your stay. And you also get discounts throughout town at certain restaurants and attractions. We will definitely be back!
Reviewed on Apr 14, 2024
Ski hotels in Wisconsin
Days Inn by Wyndham Portage/Cascade Mountain area
North 5781 Kinney Road, Portage, WI
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $65 total per night
$65 total
Sep 22 - Sep 23
Total with taxes and fees
Guests of Days Inn by Wyndham Portage/Cascade Mountain area enjoy an indoor pool, free WiFi in public areas, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations. Additional amenities include laundry facilities, a TV in a common area, and an ATM.
Pool
Breakfast included
Best Western Plus Wausau Tower Inn
201 N 17th Ave, Wausau, WI
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $122 total per night
$122 total
Aug 28 - Aug 29
Total with taxes and fees
Renovated in 2021, Best Western Plus Wausau Tower Inn offers a gym, free WiFi in public areas, and a business center. A stay here includes free parking. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, an arcade/game room, and a terrace.
Breakfast included
Pet friendly
Best Western Plus Wausau/Rothschild Hotel
803 Industrial Park Avenue, Rothschild, WI
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $122 total per night
$122 total
Sep 2 - Sep 3
Total with taxes and fees
Guests of Best Western Plus Wausau/Rothschild Hotel have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
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.
Book ski vacations in Wisconsin
Carve up powder without carving up your bank account with Wisconsin ski vacation packages. Wake up to fresh snow and fresh coffee, and fall into plush pillowtops after a day on the slopes. The only thing better than your cozy hotel room will be the views of Wisconsin when you step outside it. Hitting the slopes has never been easier!
Reach peak greatness on your next getaway
You’re ready to bomb down black diamonds (or bunny slopes) and enjoy après-ski beverages by the lodge fireplace. With picture-perfect Wisconsin scenery and all the amenities you could want, it’ll be your most memorable ski vacation ever. And when you book with Orbitz, you get even more benefits:
- Bundle and save: Bundle your airfare and hotel with Wisconsin ski vacation packages, then bundle up and get out there. You’ll save enough cash to treat yourself to that VIP ski pass this year.
- Book the best hotels: At these top-rated hotels, you can add in that little extra something for your crew. From restaurants and buffets for fueling up to spa-like amenities for winding down, Wisconsin has it all.
- Travel your way: Bring the whole family, make it a friends weekend…you can even go solo. You’ll make plenty of new friends in Wisconsin, anyway! Rest assured you can always find the ski package that fits your travel style.
Don’t let planning Wisconsin ski vacations go downhill. Let Orbitz help you with the details so you can check your reservations off your to-do list. Then pack your ski suit and goggles, and we’ll see you at the top!
How much does it cost to fly to Wisconsin?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
PHX
Sky Harbor Intl.
MSP
Minneapolis - St. Paul Intl.
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
LAX
Los Angeles Intl.
MKE
General Mitchell Intl.
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
PHX
Sky Harbor Intl.
MSN
Dane County Regional
$138 Roundtrip, found 9 hours ago
$138
Roundtrip
found 9 hours ago
BOS
Logan Intl.
RFD
Greater Rockford
$139 Roundtrip, found 8 hours ago
$139
Roundtrip
found 8 hours ago
MCO
Orlando Intl.
MSN
Dane County Regional
$142 Roundtrip, found 6 hours ago
$142
Roundtrip
found 6 hours ago
AZA
Phoenix - Mesa Gateway
MSP
Minneapolis - St. Paul Intl.
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
BOS
Logan Intl.
MKE
General Mitchell Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
LAX
Los Angeles Intl.
MSP
Minneapolis - St. Paul Intl.
$154 Roundtrip, found 4 hours ago
$154
Roundtrip
found 4 hours ago
PHX
Sky Harbor Intl.
DLH
Duluth Intl.
$156 Roundtrip, found 5 days ago
$156
Roundtrip
found 5 days ago
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$158 Roundtrip, found 7 hours ago
$158
Roundtrip
found 7 hours ago
MCO
Orlando Intl.
MSP
Minneapolis - St. Paul Intl.
$167 Roundtrip, found 5 hours ago
$167
Roundtrip
found 5 hours ago
BOS
Logan Intl.
MSP
Minneapolis - St. Paul Intl.
$177 Roundtrip, found 10 hours ago
$177
Roundtrip
found 10 hours ago
MCO
Orlando Intl.
DLH
Duluth Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago