Helena Vacation Packages
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Top Helena Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Edge-O-Dells Resort - 21 and Older
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
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
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 1 day 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
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
Helena Hotel Deals
Don Q Inn
3658 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 31 to Jun 1
CA $109
CA $124 total
May 31 - Jun 1
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Cool place. We have no complaints. I would like to see new carpet and paint in the room we stayed in."
Reviewed on May 27, 2026
Dodgeville inn and suites
1308 n johns st Dodgeville WI
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from May 28 to May 29
CA $82
CA $93 total
May 28 - May 29
includes taxes & fees
7.4/10 Good! (21 reviews)
"Clean room, friendly/helpful staff & easy parking."
Reviewed on May 25, 2026
Cedarberry Inn
855 Phillips Blvd Sauk City WI
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from May 31 to Jun 1
CA $153
CA $171 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (641 reviews)
"Very friendly staff and hotel was very cozy!"
Reviewed on May 25, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
