Arena Vacations from $457

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The Latest Arena vacation packages

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Tamarack

Club Wyndham Tamarack

3.5 out of 5
Price was $596, price is now $457 per person
$457
per person
Sep 30 - Oct 4
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9.4/10 Exceptional! (24 reviews)
The room was spotless and it was nice to relax with the fireplace. Also enjoyed saving money by buying and cooking our own meals.

Reviewed on May 12, 2026

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Save 100% on your flight
Price was $1,793, price is now $1,266 per person
$1,266
per person
Sep 30 - Oct 4
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9.4/10 Exceptional! (3,912 reviews)
It was fine

Reviewed on Jul 7, 2026

Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Save 100% on your flight
Price was $2,005, price is now $1,436 per person
$1,436
per person
Sep 30 - Oct 4
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
The Graduate is fortunate that they have a fantastic location, because the hotel itself is run down and badly needs a renovation. The lobby and rooms badly need to be upgraded, and I imagine the owners could then get top dollar.

Reviewed on Jun 25, 2026

Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West

2.5 out of 5
Price was $870, price is now $655 per person
$655
per person
Sep 30 - Oct 4
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
8.6/10 Excellent! (1,021 reviews)
Checked in very late and did express checkout. Had a safe and comfortable stay

Reviewed on Jul 5, 2026

Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East

3 out of 5
Price was $919, price is now $702 per person
$702
per person
Sep 30 - Oct 4
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9.2/10 Wonderful! (1,004 reviews)
It was as expected and I was not disappointed

Reviewed on Jul 3, 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
$183 nightly
The price is $193 total per night from Jul 13 to Jul 14
$193 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (425 reviews)
"We had a very pleasant stay. Great amenities and the breakfast was very good,"

Reviewed on Jul 3, 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.

Find the Best Arena Vacation Packages

Arena Essential Information

Language
English
Currency
U.S dollars
Population
830

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Frequently asked questions

How much does an Arena vacation package cost?
You can snap up a vacation package to this destination from $457 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?
You can usually find lower prices and greater availability in December, January and February. Check out our cheap Arena vacation packages and you could land some great off-season discounts.
How many days is enough for Arena?
With a well-organized itinerary, you can easily visit the main Arena attractions in a few days. But if you prefer to discover hidden gems or take day trips, think about booking your Arena vacation for longer.
How to find the best Arena package deals?
Use Expedia's handy filters to help you find some fabulous Arena package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Arena package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an Arena vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Arena vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Arena?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Arena break.
Does Expedia offer Book Now, Pay Later Arena vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Arena break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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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.