Wilton Vacations from $630

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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 $763, price is now $630 per person
$630
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to La Crosse (LSE)
9.4/10 Exceptional! (1,001 reviews)
Great staff and clean property. Quick to help with any concerns or questions.

Reviewed on Apr 29, 2026

Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

3 out of 5
Historic Downtown La Crosse
Price was $1,338, price is now $994 per person
$994
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to La Crosse (LSE)
10/10 Exceptional! (91 reviews)
The Hatchery was such a great stay!! Adorable boutique hotel with stylish decor, comfortable amenities, and an overall amazing place. Super easy check in, extra perks like a Victrola in the room with vibing records paired with it, free snacks in the common area (coffee, scones, bags of chips, sodas, etc), great water pressure, and many more!!

Reviewed on Mar 8, 2026

The Charmant Hotel

The Charmant Hotel

4 out of 5
Historic Downtown La Crosse
Price was $1,096, price is now $913 per person
$913
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to La Crosse (LSE)
9.6/10 Exceptional! (1,008 reviews)
Charmant has friendly staff and great breakfast food! The coffee bar space is relaxing too! Love the room set up and bathroom layout!

Reviewed on Apr 25, 2026

Pearl Street Hotel & Suites

Pearl Street Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $1,304, price is now $1,127 per person
$1,127
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to La Crosse (LSE)
8/10 Very Good! (447 reviews)
Parking kiosk was messed up and ended up getting parking ticket on windshield in the AM

Reviewed on Apr 29, 2026

Home2 Suites by Hilton La Crosse

Home2 Suites by Hilton La Crosse

3 out of 5
Historic Downtown La Crosse
Price was $788, price is now $693 per person
$693
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to La Crosse (LSE)
9.4/10 Exceptional! (866 reviews)
Breakfast looked greasy . Did not eat

Reviewed on Apr 18, 2026

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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! (89 reviews)
The house was well equipped and stocked with plenty of all the things we needed to be comfortable during our stay.

Reviewed on Apr 6, 2026

Get rates
Driftless Area Country House: large deck, spring fed creek, Amish area
Cranberry Country Lodge

Cranberry Country Lodge

2 out of 5
319 Wittig Road Tomah WI
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $117 total per night from May 3 to May 4
$117 total
May 3 - May 4
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The room was clean. Bathroom was as well. The bed was very comfortable. I was traveling alone and slept all night. I felt very safe. It is in a nice area. I will stay here agian in a few weeks on my way back home.

Reviewed on Apr 22, 2026

Cranberry Country Lodge
Red Roof Inn & Suites Tomah

Red Roof Inn & Suites Tomah

2.5 out of 5
2005 N Superior Ave Tomah WI
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $76 total per night from May 5 to May 6
$76 total
May 5 - May 6
Total with taxes and fees
7.6/10 Good! (498 reviews)
Room had a musty odor. Shower gel dispenser empty. Some stains on towels and bedding. AC worked fine. Checkout staff was friendly.

Reviewed on Apr 27, 2026

Red Roof Inn & Suites Tomah
See all 275 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 $630 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.