Waubesa Beach Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Price found within the past 48 hours. Click for updated prices.
  • Jun 27 - Jul 4

    Edge-O-Dells Resort - 21 and Older + Flight

    Wisconsin Dells
    7 nights
    2.5 star property
    8.8/10 - Excellent (455 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 May 26, 2026
    Roundtrip Winnipeg (YWG) - Madison (MSN)
    YWG - MSN1 stop MSN - YWG1 stop
    CA $1,530
    CA $1,316
    per traveller
    found 1 day ago
    Edge-O-Dells Resort - 21 and Older
  • Jun 27 - Jul 4

    Dellshire Resort + Flight

    Wisconsin Dells
    7 nights
    3.5 star property
    9.0/10 - Wonderful (18 reviews)
    "We LOVED our room!!! Bit expensive so id save up next time, but worth it!! It was beautiful 😍"
    Reviewed May 25, 2026
    Roundtrip Winnipeg (YWG) - Madison (MSN)
    YWG - MSN1 stop MSN - YWG1 stop
    CA $2,027
    CA $1,702
    per traveller
    found 1 day ago
    Dellshire Resort
  • Jun 27 - Jul 4

    Hilton Madison Monona Terrace + Flight

    Downtown Madison
    7 nights
    4.0 star property
    8.6/10 - Excellent (1,005 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..."
    Reviewed May 21, 2026
    Roundtrip Winnipeg (YWG) - Madison (MSN)
    YWG - MSN1 stop MSN - YWG1 stop
    CA $2,223
    CA $1,875
    per traveller
    found 1 day ago
    Hilton Madison Monona Terrace
  • Jun 27 - Jul 4

    Amber's Inn & Suites + Flight

    Downtown Wisconsin Dells
    7 nights
    2.0 star property
    9.4/10 - Exceptional (1,007 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 May 26, 2026
    Roundtrip Winnipeg (YWG) - Madison (MSN)
    YWG - MSN1 stop MSN - YWG1 stop
    CA $1,792
    CA $1,537
    per traveller
    found 1 day ago
    Amber's Inn & Suites
  • Jun 27 - Jul 4

    All Star Inn & Suites + Flight

    Wisconsin Dells
    7 nights
    2.0 star property
    9.0/10 - Wonderful (740 reviews)
    "Great place to stay! Friendly staff and clean rooms! Will definitely be back."
    Reviewed May 18, 2026
    Roundtrip Winnipeg (YWG) - Madison (MSN)
    YWG - MSN1 stop MSN - YWG1 stop
    CA $1,611
    CA $1,382
    per traveller
    found 1 day ago
    All Star Inn & Suites

Waubesa Beach Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 31 to Jun 1
CA $173
CA $200 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (3,790 reviews)
"Room was clean, Staff was very nice, breakfast was good as was the bar. This hotel has a reasonable rate of $20/night to park in their attached garage. The view of the capital out our room window was a welcome surprise. This hotel has a very reasonable price point for the area."

Reviewed on May 27, 2026

The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jun 14 to Jun 15
CA $140
CA $161 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Really good"

Reviewed on May 27, 2026

DoubleTree by Hilton Madison East
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Jun 10 to Jun 11
CA $113
CA $130 total
Jun 10 - Jun 11
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"It was nice and clean. Wish there was microwave in the room"

Reviewed on May 26, 2026

Tru by Hilton Madison West, WI
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.

Frequently asked questions

How much does a Waubesa Beach vacation package cost?
Perhaps much less than you think — from just , actually! By combining hotels, flights and car rentals into a tailor-made travel package, your Waubesa Beach escape is only clicks away.
How do I get a cheap travel package to Waubesa Beach?
Our Waubesa Beach vacation packages mean plenty of savings for the savvy globetrotter. For the best deals, simply combine your flights, hotels and tours into one neat package. But bargain prices are only the start of your next unforgettable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties all over the world to choose from. Whatever your budget or style, there's a vacation package with your name on it.
Where should I stay in Waubesa Beach?
It makes sense to stay near the action. Many people book hotels around top sights, such as Lake Waubesa, Capital Springs State Recreation Area and Esther Beach.
How far in advance should I book my Waubesa Beach vacation?
You'll be rewarded with the biggest variety and the lowest prices by booking your adventure to Waubesa Beach nice and early. Air carriers usually advertise flight tickets around 12 months in advance, so start locking things in ASAP. Having said that, Expedia is dedicated to providing you with the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Waubesa Beach travel package include?
That depends on what you're after. If you're traveling by yourself, you might decide to bundle hotels and flights. Taking the whole family to Waubesa Beach? A travel package that includes rental cars, flights and hotels might be a better fit. Expedia gives you the freedom to tailor-make your travel package.
What should I know before booking a Waubesa Beach travel package?
When you book your hotels, flights and car rentals together, you'll nab great discounts. Whether you're organizing an island getaway in a villa or prefer to stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a Waubesa Beach Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Just pick your preferred carrier and put together your ideal Waubesa Beach vacation.
If I'm not able to travel, can I cancel my Waubesa Beach vacation package?
Yes, you can. We realize even the best-laid plans can fail, so we're here to help if you need to make changes to your Waubesa Beach vacation package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.