Book Hotels in Upson, WI

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Upson hotels

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

Get rates
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 Oct 14 to Oct 15
$1,735 total
Oct 14 - Oct 15
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
Mineshaft Chalets Side #2

Mineshaft Chalets Side #2

Upson WI
This vacation home features ski-in/ski-out access, a sauna, and barbecue grills.
"Excellent place for all the family and friends to spread out but still under one roof! Everything we could ask for at a home away from home!"

Reviewed on Sep 8, 2026

Get rates
Opens in a new windowMineshaft Chalets Side #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.
"Great base camp for our UTV experience in the Northwoods. Would book in the future. Plenty of truck and trailer parking."

Reviewed on Sep 21, 2026

Get rates
Opens in a new windowSleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly
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 ...
"Property was great ! Family really enjoyed the getaway. Host responded pretty quickly which was very helpful !"

Reviewed on Sep 6, 2026

Get rates
Opens in a new windowENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort
Davos Chalet

Davos Chalet

2 out of 5
11889N Meadow Ln Upson WI
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $166 total per night from Nov 11 to Nov 12
$166 total
Nov 11 - Nov 12
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 ...
"Clean room and a good bed. It was dark and motel was hard to find. They need better signs and directions where to park."

Reviewed on Oct 12, 2026

Opens in a new windowDavos Chalet
Whitecap Mountains Resort

Whitecap Mountains Resort

2 out of 5
9106 W County Rd E Upson WI
$194 nightly
The price is $204 total per night from Oct 14 to Oct 15
$204 total
Oct 14 - Oct 15
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 ...
"All staff were super accommodating and very friendly. The restaurant on site has really good food. We stayed 4 nights and ate there 3 times."

Reviewed on Oct 12, 2026

Opens in a new windowWhitecap 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.
Get rates
Opens in a new windowSpacious 20-bedroom chalet in marvelous Whitecap Ski Resort.
LAKEFRONT 5-bedroom Chateau Getaway at Whitecap Mountains Resort Units 2 & 4

LAKEFRONT 5-bedroom Chateau Getaway at Whitecap Mountains Resort Units 2 & 4

Upson WI
Ski-in/ski-out access and a hot tub are featured at this smoke-free vacation home. A sauna and barbecue grills are also provided.
Get rates
Opens in a new windowLAKEFRONT 5-bedroom Chateau Getaway at Whitecap Mountains Resort Units 2 & 4
Don't see what you're looking for?
See all available properties in Upson
View all properties
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 $166. 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 443 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

Whitecap Mountains Resort

Whitecap Mountains Resort

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"All staff were super accommodating and very friendly. The restaurant on site has really good food. We stayed 4 nights and ate there 3 times."
A verified traveler stayed at Whitecap Mountains Resort
Whitecap Mountains Resort

Explore More Ways to Travel with Travelocity