Wilton Vacations from $963

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The Latest Wilton vacation packages

Price found within the past 48 hours. Click for updated prices.
Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $1,135, price is now $963 per person
$963
per person
Jan 16 - Jan 19
found 5 hours ago
Roundtrip flight included
Billings (BIL) to La Crosse (LSE)
9.4/10 Exceptional! (1,003 reviews)
Room was very clean. Staff was friendly.

Reviewed on Dec 8, 2025

The Charmant Hotel

The Charmant Hotel

4 out of 5
Historic Downtown La Crosse
Price was $1,195, price is now $1,065 per person
$1,065
per person
Jan 16 - Jan 19
found 5 hours ago
Roundtrip flight included
Billings (BIL) to La Crosse (LSE)
9.6/10 Exceptional! (1,002 reviews)
Great staff, wonderful room

Reviewed on Dec 16, 2025

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $1,130, price is now $1,012 per person
$1,012
per person
Jan 16 - Jan 19
found 5 hours ago
Roundtrip flight included
Billings (BIL) to La Crosse (LSE)
9/10 Wonderful! (1,028 reviews)
Great location & nice large suite

Reviewed on Dec 15, 2025

Country Inn & Suites by Radisson, Sparta, WI

Country Inn & Suites by Radisson, Sparta, WI

2.5 out of 5
Price was $1,105, price is now $991 per person
$991
per person
Jan 16 - Jan 19
found 5 hours ago
Roundtrip flight included
Billings (BIL) to La Crosse (LSE)
7.6/10 Good! (225 reviews)
Last time I stayed there it was great this time. It was still good, but I wanted to use the fridge and then get very cold. The water took forever to heat up for the shower, but that also might be because it was colder outside.

Reviewed on Nov 20, 2025

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $1,126, price is now $1,013 per person
$1,013
per person
Jan 16 - Jan 19
found 5 hours ago
Roundtrip flight included
Billings (BIL) to La Crosse (LSE)
9/10 Wonderful! (1,577 reviews)
Always enjoy staying at Stoney Creek when visiting the La Crosse area!

Reviewed on Dec 16, 2025

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Wilton Hotel Deals

Driftless Area Country House: large deck, spring fed creek, Amish area

Driftless Area Country House: large deck, spring fed creek, Amish area

Wilton WI
10/10 Exceptional! (84 reviews)
There is always plenty of everything needed from the kitchen to bathrooms including just regular supplies for use. Such as coffee, spices and kitchen supplies along with soaps needed for dishes and bathrooms too. We use this home for a girls getaway and it works perfectly for us. Thank you Kim

Reviewed on Sep 29, 2025

Get rates
Driftless Area Country House: large deck, spring fed creek, Amish area
Microtel Inn & Suites by Wyndham Tomah

Microtel Inn & Suites by Wyndham Tomah

2 out of 5
115 W Andres St Tomah WI
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $65 total per night from Dec 20 to Dec 21
$65 total
Dec 20 - Dec 21
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
The hotel was clean, quiant, and welcoming. The staff was nice and accommodating. Initially, I didn't have the correct remote to control my TV, but the young man on duty that evening went out of his way to locate one for me. He also was kind enough to provide extra towels when I requested them. The ...

Reviewed on Dec 10, 2025

Microtel Inn & Suites by Wyndham Tomah
Three Bears Waterpark Resort Near Tomah, Ascend Collection Hotel

Three Bears Waterpark Resort Near Tomah, Ascend Collection Hotel

3 out of 5
701 Yogi Circle Warrens WI
Fully refundable
$104 nightly
The price is $109 total per night from Jan 6 to Jan 7
$109 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
7.4/10 Good! (636 reviews)
There is no microwave in the room! There was no way of us heating up food to eat. Thank goodness for Jessica and Erica who was able to help us out since there was a microwave at the front lobby. Thank you, Erica! Thank you, Jessica, she was there again our second night stay. Also, poor Michael who ...

Reviewed on Nov 30, 2025

Three Bears Waterpark Resort Near Tomah, Ascend Collection Hotel
See all 253 properties in Wilton
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 Wilton Vacation Packages

Wilton Essential Information

Language
English
Currency
U.S dollars
Population
510
Top Sights
Wildcat Mountain State Park and Area Community Theatre

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Frequently asked questions

How much does a Wilton vacation package cost?
You can grab a vacation package to this top destination from $963 on Expedia. However, how much your vacation to Wilton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Wilton?
You can typically find lower rates and greater availability in November, December and January. Take a look at our cheap Wilton vacation packages and you could land some excellent off-season deals.
How many days is enough for Wilton?
With a well-organized travel plan, you can easily visit the main Wilton attractions in a handful of days. But if you prefer to venture off the beaten track or take day trips, consider booking your Wilton vacation for longer.
How to find the best Wilton package deals?
Begin your search for a Wilton package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Wilton package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wilton escape underway.
Is it cheaper to book a Wilton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Wilton vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Wilton?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Wilton break.
Does Expedia offer Book Now, Pay Later Wilton vacation packages?
Your Wilton trip should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.