Arena Vacation Packages

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Arena Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Madison West Middleton

Courtyard by Marriott Madison West Middleton

3 out of 5
Price was CA $1,250, price is now CA $1,165 per person
CA $1,165
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,000 reviews)
Clean, quiet, hot tub was nice, enjoyed fire pit. Very nice everywhere in hotel

Reviewed on Jul 1, 2026

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was CA $2,304, price is now CA $2,080 per person
CA $2,080
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.4/10 Exceptional! (3,912 reviews)
Great stay! The room was clean, comfortable, and quiet. The hotel was in a fantastic location, making it easy to walk to restaurants and explore downtown Madison. The staff was friendly and helpful, and everything was well maintained. We’d definitely stay here again!

Reviewed on Jul 12, 2026

Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East

3 out of 5
Price was CA $1,273, price is now CA $1,171 per person
CA $1,171
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,004 reviews)
Clean. Convenient.

Reviewed on Jul 11, 2026

Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
Price was CA $1,351, price is now CA $1,252 per person
CA $1,252
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
8.8/10 Excellent! (1,001 reviews)
The only thing bad was. The fan on AC only worked on low. The freezer on the refrigerator was caked with frost. Other than that it was a very nice place. We didn’t eat breakfast because it cost much extra.

Reviewed on Jul 12, 2026

AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

3 out of 5
Monona
Price was CA $1,321, price is now CA $1,226 per person
CA $1,226
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,006 reviews)
I had a very nice stay. The room was very clean, large and comfortable. Breakfast was plentiful and fresh. I’ll be stay here again, when I visit Madison.

Reviewed on Jul 13, 2026

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Arena Hotel Deals

Spring Valley Inn

Spring Valley Inn

2.5 out of 5
6279 County Road C Arena WI
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Jul 20 to Jul 21
CA $259
CA $273 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (431 reviews)
"A few minutes drive out of town in some lovely woods, nice indoor pool with sauna and steam rooms, nice little exercise room, good bar if you don't feel like going into town, great staff. Great for families, I definitely hope to come back here."

Reviewed on Jul 12, 2026

Spring Valley Inn
Barnhouse! 2 Pools, 9 Hole Mini-Golf Course, Indoor Park, Movie Theater, Arcade

Barnhouse! 2 Pools, 9 Hole Mini-Golf Course, Indoor Park, Movie Theater, Arcade

Arena WI
9.4/10 Exceptional! (28 reviews)
"We had a fantastic stay at Big Sky Barnhouse in Arena, Wisconsin. It was the perfect place for our group to spend quality time together. Since all the grandkids are older, the arcade, movie theater, and hot tub were huge hits and kept everyone entertained throughout the week.One of the best parts ..."

Reviewed on Jun 15, 2026

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Barnhouse! 2 Pools, 9 Hole Mini-Golf Course, Indoor Park, Movie Theater, Arcade
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Arena WI
10/10 Exceptional! (11 reviews)
"The hosts were amazing! They reached out and asked us how things were going and if we needed anything within 12 hours of us arriving. We let them know the place was beautiful and that the only complaint would be the pool was a little chilly and within the hour somebody came out to raise the temp. ..."

Reviewed on Jun 10, 2026

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Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
See all 236 properties in Arena
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 an Arena vacation package cost?
You can pick up a vacation package to this top destination from CA $1,165 on Expedia. But how much your vacation to Arena costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Arena?
To score cheap Arena vacation packages, organize your trip outside of peak periods like public holidays and major events. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Arena?
The ideal duration of your Arena vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to go to all the top sights and discover some hidden spots along the way.
How to find the best Arena package deals?
Use Expedia's filters to find some of the best Arena package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Arena package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book an Arena vacation as a package?
You can enjoy significant savings on your Arena break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Arena?
Secure amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Arena escape.
How to plan a trip to Arena?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Arena.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Arena.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to get to in Arena. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Arena vacation package.

Explore a world of travel with Expedia

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