Columbia County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Columbia County Vacation

When adventure calls, answer it with a customized vacation package to Columbia County. Wherever you're headed and whatever you plan to do, prepare to discover a destination with plenty to offer. Remember to include Portage and Columbus on your list of places to visit when organizing your trip to Columbia County. If you're ready to stop dreaming and start doing, Expedia will help turn your Columbia County vacation into reality.

Top Columbia County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Edge-O-Dells Resort - 21 and Older

Edge-O-Dells Resort - 21 and Older

2.5 out of 5
Price was CA $1,531, price is now CA $1,316 per person
CA $1,316
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.8/10 Excellent! (451 reviews)
They had a problem with the Internet I didn’t have for a little over a day so I called. They sent somebody to fix it then this morning I went to turn on the TV same issue. I rebooted the box like I was shown by staff and it did not work so that was frustrating and the room smelled very musky and almost like mildewy.

Reviewed on May 26, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was CA $2,027, price is now CA $1,702 per person
CA $1,702
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.8/10 Excellent! (11 reviews)
We LOVED our room!!! Bit expensive so id save up next time, but worth it!! It was beautiful 😍

Reviewed on May 25, 2026

Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was CA $2,223, price is now CA $1,875 per person
CA $1,875
per person
Jun 27 - Jul 4
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.6/10 Excellent! (1,004 reviews)
The room wasn’t very clean. They didn’t wipe any surfaces before we checked in. The nightstands were caked in dust. They only gave us one towel with four people on our reservation so I think they just forgot to replenish. The pullout sofa was very small. Not even the size of a twin bed, so that was unexpected. The location is fantastic and great that they offer parking. Lobby was welcoming, clean, and stylish. We were just very disappointed in the cleanliness and had us second guessing what else they didn’t clean or change out.

Reviewed on May 21, 2026

Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
Downtown Wisconsin Dells
Price was CA $1,792, price is now CA $1,537 per person
CA $1,537
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.4/10 Exceptional! (1,023 reviews)
Amber’s Inn and Suites was perfect for our family on our weekend getaway. Rooms were very clean and spacious. Front desk people were helpful and friendly. It is an older motel, but was quiet and a pleasant place. If ever visiting Wisconsin Dells please consider this place.

Reviewed on May 26, 2026

All Star Inn & Suites

All Star Inn & Suites

2 out of 5
Price was CA $1,611, price is now CA $1,382 per person
CA $1,382
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (740 reviews)
Great place to stay! Friendly staff and clean rooms! Will definitely be back.

Reviewed on May 18, 2026

Columbia County Hotel Deals

Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse

2.5 out of 5
1015 River Rd Wisconsin Dells WI
The price is CA $98 per night from Jun 3 to Jun 4
CA $98
CA $141 total
Jun 3 - Jun 4
includes taxes & fees
8.2/10 Very Good! (1,249 reviews)
"Free drinks for adults upon check in. Our room didn't have any shower gel in the bathroom."

Reviewed on May 26, 2026

Natura Vue Resort & Boathouse
Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
1113 Broadway Wisconsin Dells WI
The price is CA $98 per night from May 28 to May 29
CA $98
CA $110 total
May 28 - May 29
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Amber’s Inn and Suites was perfect for our family on our weekend getaway. Rooms were very clean and spacious. Front desk people were helpful and friendly. It is an older motel, but was quiet and a pleasant place. If ever visiting Wisconsin Dells please consider this place."

Reviewed on May 26, 2026

Amber's Inn & Suites
Black Hawk Motel and Suites

Black Hawk Motel and Suites

2 out of 5
720 Race Street Wisconsin Dells WI
The price is CA $105 per night from Jun 2 to Jun 3
CA $105
CA $118 total
Jun 2 - Jun 3
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)
"We had a great time it was very clean in the whole hotel everything was great the kids loved it it was very clean neat will be returning again thanks"

Reviewed on May 26, 2026

Black Hawk Motel and Suites
See all 1,960 properties in Columbia County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Columbia County vacation package cost?
Our Columbia County packages, which start at just CA $1,316, are the perfect way to save. Choose your preferred flights, hotels and rental cars to create a personalized escape.
How do I get a cheap travel package to Columbia County?
Creating your own Columbia County vacation package with Expedia is an easy way to save. We offer more than 550 airlines and 1,000,000 hotels all over the world. With such a broad range to select from, you'll have no worries creating your perfect escape.
What are the top hotels in Columbia County?
When it comes to hotels in Portage, The VUE Boutique Hotel & Boathouse and Quality Inn & Suites are two popular options. If you're also visiting Lodi, Comfort Suites Wisconsin Dells Area and Black Hawk Motel and Suites will make you feel right at home.
How far in advance should I book my Columbia County vacation?
It depends on the air carrier, but you can generally look up international flights on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travelers will sometimes nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia Columbia County travel package include?
Hotels, car rentals and flights — we bring you the best deals. All you have to do is figure out your ideal combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to craft an awesome Columbia County getaway.
What should I know before booking a Columbia County travel package?
When you book your flights, hotels and car rentals together, you'll score amazing discounts. Whether you're organizing a rural escape in a cottage or want to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Columbia County Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Columbia County vacation package?
Your situation can change in a flash, so yes, you can. You may be able to cancel or alter your Columbia County vacation package for free within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, airline or hotel may impose a fee. Need more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.