Wilton Vacations from $629

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The Latest Wilton vacation packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham La Crosse/Onalaska

Baymont by Wyndham La Crosse/Onalaska

2.5 out of 5
Price was $682, price is now $629 per person
$629
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
8.2/10 Very Good! (1,003 reviews)
Pretty clean room. Awesome shower temp and pressure. Breakfast kind of gross. Undercooked sausages and old brown bananas.

Reviewed on Jan 11, 2026

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $854, price is now $723 per person
$723
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9.4/10 Exceptional! (1,003 reviews)
Room was very nice! Elevator button for the 1st floor was out. Making it difficult with luggage. You have to go to the LL and then walk upstairs to 1st floor lobby area. Breakfast was good. Clean hotel.

Reviewed on Jan 12, 2026

The Charmant Hotel

The Charmant Hotel

4 out of 5
Historic Downtown La Crosse
Price was $892, price is now $815 per person
$815
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9.6/10 Exceptional! (1,002 reviews)
Friendly, helpful staff. Fun amenities.

Reviewed on Jan 11, 2026

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $772, price is now $708 per person
$708
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9/10 Wonderful! (1,028 reviews)
Clean room, staff and walkable!

Reviewed on Jan 11, 2026

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $773, price is now $710 per person
$710
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Savannah (SAV) to La Crosse (LSE)
9/10 Wonderful! (1,577 reviews)
Room was comfortable. Love the warm feel of the building. I have to note that the bathroom sink was slow draining and shower head either needed cleaning or replacement. There was also a seam in the corridor hallways that was turned up and a tripping hazard.

Reviewed on Jan 12, 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! (85 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
AmericInn by Wyndham Mauston

AmericInn by Wyndham Mauston

2 out of 5
1011 Gateway Avenue Mauston WI
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Jan 19 to Jan 20
$80 total
Jan 19 - Jan 20
Total with taxes and fees
8/10 Very Good! (201 reviews)
It was ok.

Reviewed on Jan 3, 2026

AmericInn by Wyndham Mauston
Cranberry Country Lodge

Cranberry Country Lodge

2 out of 5
319 Wittig Road Tomah WI
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $136 total per night from Jan 15 to Jan 16
$136 total
Jan 15 - Jan 16
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Clean rooms, friendly staff, enjoyed the stay.

Reviewed on Jan 6, 2026

Cranberry Country Lodge
See all 251 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 $629 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.