Waubesa Beach Vacation Packages

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Top Holiday Package Deals in Waubesa Beach

Price found within the past 48 hours. Click for updated prices.
All Star Inn & Suites

All Star Inn & Suites

2 out of 5
Price was CA $1,070, price is now CA $958 per person
CA $958
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (763 reviews)
Nice place. The room we were in was renovated and looked nice. My only complaint is there is a window in the back of the room by the ceiling with no curtain so it got very light in the room early in the morning, which kept waking me up. Kids enjoyed the outdoor pool. And we enjoyed the waterpark passes. Will look to stay here again!

Reviewed on Jul 7, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was CA $1,499, price is now CA $1,267 per person
CA $1,267
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.8/10 Excellent! (96 reviews)
Rooms are very large and super clean. The pool area is a little smaller especially if the hotel is full.

Reviewed on Jul 9, 2026

Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
Downtown Wisconsin Dells
Price was CA $1,185, price is now CA $1,043 per person
CA $1,043
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.4/10 Exceptional! (1,003 reviews)
The bed in our room was very uncomfortable.It seemed to sink in the middle.One of our questions was how was your kitchenette? We didn't have a kitchenette don't know if they have any rooms like that?

Reviewed on Jul 8, 2026

Best Western Ambassador Inn & Suites

Best Western Ambassador Inn & Suites

2.5 out of 5
Price was CA $1,399, price is now CA $1,238 per person
CA $1,238
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.6/10 Excellent! (1,005 reviews)
Everything was fine, I have nothing to complain about

Reviewed on Jul 6, 2026

Baraboo RV Resort

Baraboo RV Resort

2 out of 5
Price was CA $1,086, price is now CA $1,000 per person
CA $1,000
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
10/10 Exceptional! (7 reviews)
Showers and bathrooms could have been a little cleaner.

Reviewed on Jul 5, 2026

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
The price is CA $179 per night from Jul 12 to Jul 13
CA $179
CA $207 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (3,971 reviews)
"Pool and hot tub were nice, and they let me have a late checkout. Wish there was a continental breakfast, and the in-room coffee was pretty bad, and not enough for a 4-person room."

Reviewed on Jul 9, 2026

The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
The price is CA $147 per night from Jul 12 to Jul 13
CA $147
CA $170 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"Parking is a challenge, but the hotel is great! Restaurant was good and delivered to my room quick & easy!! Would stay here again!"

Reviewed on Jul 9, 2026

Best Western Plus InnTowner Madison
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 12 to Jul 13
CA $99
CA $115 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,354 reviews)
"Great stay near Madison! The hotel is in a quiet, mostly business area so traffic was very light and it was quiet. Check in was easy and the front desk staff were pleasant. The room itself was a bit outdated but it was large, clean and the bed was comfy. It's close to several restaurants and a nice ..."

Reviewed on Jul 9, 2026

Baymont by Wyndham Madison West/Middleton WI West
See all 394 properties in Waubesa Beach
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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Frequently asked questions

How much does a Waubesa Beach vacation package cost?
Perhaps much less than you think — from just CA $958, 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

Murmurs of Mourning & Murder: Madison Ghost Tour

Murmurs of Mourning & Murder: Madison Ghost Tour

CA $45
per adult
Murmurs of Mourning & Murder: Madison Ghost Tour
Downtown Madison Sightseeing & History with Self-Guided Audio Tour

Downtown Madison Sightseeing & History with Self-Guided Audio Tour

CA $15
per traveller
100% of travellers recommend
Downtown Madison Sightseeing & History with Self-Guided Audio Tour
See all activities in Madison
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.