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Top Upson hotels

Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.

Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.

Upson WI
This chalet features ski-in/ski-out access, a garden, and barbecue grills.
Davos is the best!
"Great place for a large group to stay at Whitecap. Easy ski in/ski out access with lots of amenities. Large shared space and plenty of private rooms with bathrooms. Great stay."

Reviewed on Feb 19, 2025

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Opens in a new windowCharming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.
Twin Peaks - House 2

Twin Peaks - House 2

Upson WI
This vacation home features ski-in/ski-out access and laundry facilities.
"Such a cute and cozy place to stay. Everything was clean and comfortable and our request for salt for the icy conditions outside were met immediately. We will be back to stay here!!"

Reviewed on Jan 2, 2026

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Opens in a new windowTwin Peaks - House 2
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Upson WI
$1,645 nightly
The price is $1,735 total per night from Jul 25 to Jul 26
$1,735 total
Jul 25 - Jul 26
Total with taxes and fees
Stay at this chalet in Upson. Enjoy air conditioning. Popular attractions Weber Lake and Weber Lake Park are located nearby.
Winter Fun
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement."

Reviewed on Mar 24, 2025

Opens in a new windowSpacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Sleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly

Sleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly

Upson WI
Ski-in/ski-out access and an indoor pool are featured at this smoke-free cabin. A hot tub, a sauna, and barbecue grills are also on offer.
"Ski slopes were right off the deck. A lot of comfy beds for a big group. We enjoyed the fireplace, sauna and large dining room table for a group. The ski hill had a lot of different runs for all levels. We enjoyed our stay!"

Reviewed on Mar 8, 2026

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Opens in a new windowSleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly
Whitecap Mountains Resort

Whitecap Mountains Resort

2 out of 5
9106 W County Rd E Upson WI
$148 nightly
The price is $156 total per night from Aug 2 to Aug 3
$156 total
Aug 2 - Aug 3
Total with taxes and fees
Ski-in/ski-out access and a restaurant are featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available ...
"Every thing was great but the pool and hot tub were down which is why I booked there so disappointing."

Reviewed on Jul 23, 2026

Opens in a new windowWhitecap Mountains Resort
Davos Chalet

Davos Chalet

2 out of 5
11889N Meadow Ln Upson WI
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $144 total per night from Jul 28 to Jul 29
$144 total
Jul 28 - Jul 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and ...
Opens in a new windowDavos Chalet
ENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort

ENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort

Upson WI
Ski-in/ski-out access and an indoor pool are featured at this smoke-free vacation home. There's a hot tub on site, and laundry facilities and barbecue grills ...
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Opens in a new windowENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort
Spacious 20-bedroom chalet in marvelous Whitecap Ski Resort.

Spacious 20-bedroom chalet in marvelous Whitecap Ski Resort.

Upson WI
A gym is available at this chalet.
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Opens in a new windowSpacious 20-bedroom chalet in marvelous Whitecap Ski Resort.
Mineshaft Chalets Side #2

Mineshaft Chalets Side #2

Upson WI
This vacation home features ski-in/ski-out access, a sauna, and barbecue grills.
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Opens in a new windowMineshaft Chalets Side #2
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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.

Frequently asked questions

What are the top kid-friendly hotels in Upson?
Family vacations are where you make the best memories, but traveling with little ones can be difficult. These kid-friendly Upson hotels come with perks that aim to keep guests of all ages comfortable and happy: Your gang will enjoy staying at Whitecap Golf course is open this year! Explore the waterfalls!. Animal viewing activities and a firepit are just a couple of the things that help make this hotel an attractive option. Alternatively, spend your Upson getaway at Ski-in/out 3 Bdrm Chalet w sauna on slopes, lake & golf course - Sleeps 8. Take advantage of a swimming pool, a firepit and more here.
Where can I find cheap hotels in Upson?
At Travelocity you'll find really nice hotels in Upson at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Upson rather than in Upson. We may find you even better rates, too.
How do I find the best Upson hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Upson then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Upson?
The cheapest hotel in Upson is $144. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Upson?
There are 437 hotels in Upson on Travelocity.
What are the best hotels in Upson?
Upson has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Upson for you!
When is the best time to visit Upson?
If you want the joy of a fun-filled trip in peak season, visit Upson during May, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, November and December.
When is the cheapest time to stay in Upson?
Based on historic data is usually the cheapest month to visit Upson. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Upson?
There are multiple hotels in Upson that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Upson. We have plenty of kid-friendly hotels in Upson to choose from on Travelocity!
Why book a hotel in Upson through Travelocity?
Because we have the top hotels in Upson! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Upson on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Upson hotel reviews by fellow wanderers

Quality Inn Ironwood

Quality Inn Ironwood

5 out of 5
Posted 12 hours ago
Travelocity Verified Review
"Good value! Beds comfy! All you need and breakfast was good!"
A verified traveler stayed at Quality Inn Ironwood
Quality Inn Ironwood

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