Wisconsin Ski Vacation Packages

Best Wisconsin Ski packages

Price found within the past 48 hours. Click for updated prices.
Lodge Geneva National

Lodge Geneva National

4 out of 5
Price was $336, price is now $266 per person
$266
per person
Nov 19 - Nov 22
found 15 hours ago
Roundtrip flight included
Dallas (DFW) 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.
The stay for our family of 4 was wonderful. The facility was clean and quiet, staff was well trained and attentive, I would definitely stay here again in the future.

Reviewed on Sep 1, 2025

Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $460, price is now $348 per person
$348
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this 3.5-star beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Lake Lawn Resort Marina and Delavan Historical Society are located nearby.
When we first checked in, I had to call housekeeping right away because the toilet wasn't cleaned and there were dirty towels in the tub. The walls are thin enough to hear conversations in the next room and the air conditioner was quite loud and inconsistent. I didn't find the beds comfortable. The big highlights are the poolside rooms, view of the lake and nice staff.

Reviewed on Sep 3, 2025

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $607, price is now $490 per person
$490
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

3 night Wisconsin Ski vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Lodge Geneva National

Lodge Geneva National

4 out of 5
Price was $336, price is now $266 per person
$266
per person
Nov 19 - Nov 22
found 15 hours ago
Roundtrip flight included
Dallas (DFW) 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.
The stay for our family of 4 was wonderful. The facility was clean and quiet, staff was well trained and attentive, I would definitely stay here again in the future.

Reviewed on Sep 1, 2025

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $466, price is now $380 per person
$380
per person
Nov 1 - Nov 4
found 15 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

Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
Lake Delton
Price was $454, price is now $380 per person
$380
per person
Nov 1 - Nov 4
found 15 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

4 night Wisconsin Ski vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $460, price is now $348 per person
$348
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this 3.5-star beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Lake Lawn Resort Marina and Delavan Historical Society are located nearby.
When we first checked in, I had to call housekeeping right away because the toilet wasn't cleaned and there were dirty towels in the tub. The walls are thin enough to hear conversations in the next room and the air conditioner was quite loud and inconsistent. I didn't find the beds comfortable. The big highlights are the poolside rooms, view of the lake and nice staff.

Reviewed on Sep 3, 2025

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $607, price is now $490 per person
$490
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
Lake Delton
Price was $554, price is now $456 per person
$456
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

5 night Wisconsin Ski vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Hartford WI

Super 8 by Wyndham Hartford WI

2 out of 5
Price was $897, price is now $552 per person
$552
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wisconsin Automotive Museum and Schaure Arts and Activities Center are located nearby.
My room was not clean.. I found a box of empty beer!!

Reviewed on Jun 29, 2025

Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
Price was $951, price is now $637 per person
$637
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Washington County Fair Grounds and Cabela's are located nearby.
It was perfectly located for a family visit. The property was clean and comfortable, accessible and the staff was excellent and accessible.

Reviewed on Sep 2, 2025

Country Inn & Suites by Radisson, West Bend, WI

Country Inn & Suites by Radisson, West Bend, WI

2.5 out of 5
Price was $953, price is now $639 per person
$639
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in West Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kettle Moraine Ice Center and Washington County Old Courthouse Museum are located nearby.
Visit friends and nice hotel

Reviewed on Nov 28, 2024

Ski vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Wausau

Days Inn & Suites by Wyndham Wausau

2.5 out of 5
Price was $788, price is now $695 per person
$695
per person
Nov 19 - Nov 25
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Mosinee (CWA)
Book a stay at this business-friendly hotel in Wausau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bluegill Bay County Park and Flax Lane Tot Lot are located nearby.
Everything was close by

Reviewed on Jun 15, 2025

La Quinta Inn by Wyndham Wausau

La Quinta Inn by Wyndham Wausau

3 out of 5
Price was $838, price is now $729 per person
$729
per person
Nov 19 - Nov 25
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Mosinee (CWA)
Stay at this 3-star business-friendly motel in Wausau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lil' Ole Winemaker Shoppe and Wausau Museum of Contemporary Art are located nearby.
Grout in and around the shower was gross.

Reviewed on Aug 17, 2025

bantr Grand Hotel Wausau - Rothschild

bantr Grand Hotel Wausau - Rothschild

3 out of 5
Price was $898, price is now $790 per person
$790
per person
Nov 19 - Nov 25
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Mosinee (CWA)
Stay at this 3-star business-friendly lodge in Rothschild. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cedar Creek Mall and Towering Pines Park are located nearby.
Not worth the price.

Reviewed on Apr 2, 2023

Ski hotels in Wisconsin

Days Inn by Wyndham Portage/Cascade Mountain area

Days Inn by Wyndham Portage/Cascade Mountain area

2 out of 5
North 5781 Kinney Road, Portage, WI
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $66 total per night
$66 total
Oct 19 - Oct 20
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 always at the ready. Additional amenities include laundry facilities and a TV in a common area.
Pool
Breakfast included
Best Western Plus Wausau Tower Inn

Best Western Plus Wausau Tower Inn

3 out of 5
201 N 17th Ave, Wausau, WI
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $132 total per night
$132 total
Oct 16 - Oct 17
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

Best Western Plus Wausau/Rothschild Hotel

2.5 out of 5
803 Industrial Park Avenue, Rothschild, WI
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $120 total per night
$120 total
Nov 2 - Nov 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
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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.

Sat, Nov 1 - Tue, Nov 4
DEN
Denver Intl.
MSP
Minneapolis - St. Paul Intl.
$64 Roundtrip, found 5 hours ago
$64
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Denver Intl. to Minneapolis - St. Paul Intl., returning Tue, Nov 4, priced at $64 found 5 hours ago
Sat, Oct 25 - Sat, Oct 25
DFW
Dallas-Fort Worth Intl.
MSP
Minneapolis - St. Paul Intl.
$74 Roundtrip, found 3 days ago
$74
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Oct 25 from Dallas-Fort Worth Intl. to Minneapolis - St. Paul Intl., returning Sat, Oct 25, priced at $74 found 3 days ago
Mon, Oct 27 - Mon, Nov 3
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Dallas-Fort Worth Intl. to Dane County Regional, returning Mon, Nov 3, priced at $118 found 1 day ago
Thu, Nov 13 - Mon, Nov 17
LAX
Los Angeles Intl.
MSN
Dane County Regional
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Los Angeles Intl. to Dane County Regional, returning Mon, Nov 17, priced at $120 found 1 day ago
Mon, Nov 3 - Mon, Nov 10
DEN
Denver Intl.
MSN
Dane County Regional
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Denver Intl. to Dane County Regional, returning Mon, Nov 10, priced at $127 found 1 day ago
Tue, Dec 9 - Wed, Dec 10
DFW
Dallas-Fort Worth Intl.
RFD
Greater Rockford
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Dec 9 from Dallas-Fort Worth Intl. to Greater Rockford, returning Wed, Dec 10, priced at $139 found 5 days ago
Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
MSP
Minneapolis - St. Paul Intl.
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Oct 31 from Los Angeles Intl. to Minneapolis - St. Paul Intl., returning Wed, Nov 12, priced at $144 found 1 day ago
Thu, Oct 23 - Thu, Oct 30
DFW
Dallas-Fort Worth Intl.
DLH
Duluth Intl.
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Sun Country Airlines flight, departing Thu, Oct 23 from Dallas-Fort Worth Intl. to Duluth Intl., returning Thu, Oct 30, priced at $147 just found
Sun, Nov 9 - Fri, Nov 14
DEN
Denver Intl.
DLH
Duluth Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Sun, Nov 9 from Denver Intl. to Duluth Intl., returning Fri, Nov 14, priced at $148 found 4 days ago
Mon, Nov 3 - Mon, Nov 10
DEN
Denver Intl.
MKE
General Mitchell Intl.
$160 Roundtrip, found 8 hours ago
$160
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Denver Intl. to General Mitchell Intl., returning Mon, Nov 10, priced at $160 found 8 hours ago
Thu, Nov 13 - Sat, Nov 15
LAX
Los Angeles Intl.
RFD
Greater Rockford
$162 Roundtrip, found 14 hours ago
$162
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Thu, Nov 13 from Los Angeles Intl. to Greater Rockford, returning Sat, Nov 15, priced at $162 found 14 hours ago
Sat, Nov 8 - Tue, Nov 11
DEN
Denver Intl.
RFD
Greater Rockford
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Nov 8 from Denver Intl. to Greater Rockford, returning Tue, Nov 11, priced at $171 found 2 days ago
Sat, Nov 15 - Tue, Nov 18
DEN
Denver Intl.
ATW
Appleton Intl.
$229 Roundtrip, found 16 hours ago
$229
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, Nov 15 from Denver Intl. to Appleton Intl., returning Tue, Nov 18, priced at $229 found 16 hours ago
Sat, Nov 15 - Tue, Nov 18
DEN
Denver Intl.
GRB
Austin Straubel Intl.
$255 Roundtrip, found 16 hours ago
$255
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, Nov 15 from Denver Intl. to Austin Straubel Intl., returning Tue, Nov 18, priced at $255 found 16 hours ago

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