Wilton Vacations from $763
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The Latest Wilton vacation packages
Price found within the past 48 hours. Click for updated prices.
Pearl Street Hotel & Suites
Historic Downtown La Crosse
$1,833
per person
Dec 4 - Dec 11
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to La Crosse (LSE)
8/10 Very Good! (586 reviews)
This hotel is currently being renovated over to a large, franchise hotel chain... Too bad ~ I'm sure it will be overly priced with it's prime location :(
Reviewed on Sep 21, 2026
The Charmant Hotel
Historic Downtown La Crosse
$1,058
per person
Dec 4 - Dec 11
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to La Crosse (LSE)
9.6/10 Exceptional! (1,000 reviews)
The staff was incredible, the room was extremely clean and well kept and we loved the decor.
We would definitely recommend this hotel to any and everyone we discuss it with. A must stay!
Reviewed on Sep 21, 2026
Wilton Hotel Deals
Best Western Tomah Hotel
1017 E McCoy Boulevard Tomah WI
Fully refundableReserve now, pay when you stay
$86 nightly
$98 total
Sep 29 - Sep 30
Total with taxes and fees
8.4/10 Very Good! (657 reviews)
"Was a fantastic day. The convenience of Perkins right there was amazing. Absolutely loved the clean dog park area in the center of the hotel. The pool area was clean, quiet very relaxing."
Reviewed on Sep 14, 2026
Cranberry Country Lodge
319 Wittig Road Tomah WI
Fully refundableReserve now, pay when you stay
$90 nightly
$102 total
Oct 22 - Oct 23
Total with taxes and fees
The Lodge at Mauston
104 Lodge Lane Mauston WI
Fully refundableReserve now, pay when you stay
$123 nightly
$136 total
Sep 23 - Sep 24
Total with taxes and fees
9.6/10 Exceptional! (508 reviews)
"Nice, well kept place. Affordable restaurant with decent food."
Reviewed on Sep 20, 2026
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 $763 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.
