Cross Plains Vacations from $499

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Your Cross Plains Vacation

Put together a custom vacation package to Cross Plains and prepare to experience this exciting city how you want. Think about spending some time in the neighborhood of Shorewood Hills, which is good for golfing and lots more. When it's time to venture out and explore, be sure to put Pleasant View Golf Course and Cross Plains State Park on the itinerary for your trip to Cross Plains. Don't delay visiting this destination any longer. Your perfect Cross Plains vacation is a few quick clicks away with Expedia.

The Latest Cross Plains vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Madison East Interstate I-90

Comfort Inn & Suites Madison East Interstate I-90

2.5 out of 5
Price was $540, price is now $499 per person
$499
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Madison (MSN)
8.8/10 Excellent! (580 reviews)
Clean room staff was great. Shower made a lot of noise. My grandson would not even use it.

Reviewed on Feb 1, 2026

The Speckled Hen Inn B&B

The Speckled Hen Inn B&B

4 out of 5
Price was $1,025, price is now $891 per person
$891
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9.8/10 Exceptional! (9 reviews)
The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $667, price is now $605 per person
$605
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Madison (MSN)
9.2/10 Wonderful! (1,003 reviews)
The location the facilities the stuff all amazing !

Reviewed on Jan 16, 2026

Cambria Hotel Madison East

Cambria Hotel Madison East

3 out of 5
Price was $650, price is now $594 per person
$594
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
8.8/10 Excellent! (1,004 reviews)
It was our first time staying in Cambria. Will definitely be back. It was extremely convenient for us because I had surgery at the hospital.

Reviewed on Jan 21, 2026

Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown

3 out of 5
Downtown Madison
Price was $770, price is now $710 per person
$710
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9.4/10 Exceptional! (805 reviews)
It is always welcoming, great staff.

Reviewed on Feb 2, 2026

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Cross Plains 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
$139 nightly
The price is $161 total per night from Feb 8 to Feb 9
$161 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (3,478 reviews)
Everything was good.

Reviewed on Jan 30, 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
$106 nightly
The price is $122 total per night from Feb 4 to Feb 5
$122 total
Feb 4 - Feb 5
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Cookies are delicious.

Reviewed on Jan 25, 2026

DoubleTree by Hilton Madison East
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Feb 11 to Feb 12
$87 total
Feb 11 - Feb 12
Total with taxes and fees
8.2/10 Very Good! (1,409 reviews)
Great room set up, clean and comfortable

Reviewed on Jan 23, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
See all 476 properties in Cross Plains
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 Cross Plains Vacation Packages

Cross Plains Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
4,000
Top Sights
Cave of The Mounds National Natural Landmark, Wollersheim Winery and Blue Mound State Park

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Frequently asked questions

How much does a Cross Plains vacation package cost?
Offering great value package deals from $499 on Expedia, you'll be surprised at how little a vacation to Cross Plains costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cross Plains?
If you'd like to snag a cheap Cross Plains vacation package, consider planning a trip in November, December and January. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Cross Plains?
With a well-organized itinerary, you can easily tick off the top Cross Plains sights in a few days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Cross Plains vacation for longer.
How to find the best Cross Plains package deals?
Landing a cheap Cross Plains package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Cross Plains package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Cross Plains vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel 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 have the freedom to create a customized Cross Plains vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Cross Plains?
If you have your Cross Plains travel dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Cross Plains vacation packages?
Your Cross Plains getaway should be an escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.