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Top Upson hotels

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

2 out of 5
Upson WI
$1,645 nightly
The price is $1,735 total per night from Feb 19 to Feb 20
$1,735 total
Feb 19 - Feb 20
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
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.
Ski-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8

Ski-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8

Upson WI
Ski-in/ski-out access and an indoor pool are featured at this smoke-free chalet. A hot tub and a garden are also provided.
The host was excellent and made sure we were comfortable! Would definitely stay here again.

Reviewed on Jan 15, 2026

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Opens in a new windowSki-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8
Mineshaft Chalets Side #2

Mineshaft Chalets Side #2

Upson WI
This vacation home features ski-in/ski-out access, a sauna, and barbecue grills.
Cozy cabin
We enjoyed our stay. But it was a tight fit (not sure there are enough beds) for 18 people. Cabin was clean and cozy. Loved having the two kitchens. One downfall, a board and skis were stolen from the outside area of the cabin when we were there. We didn’t expect that from such a desolate area, and ...

Reviewed on Jan 5, 2025

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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.
Our host Chris was great! Very prompt with answers to any questions I had and the condo was immaculate. We had an awesome time and hope to be back! Everything we expected.

Reviewed on Feb 14, 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
AmericInn by Wyndham Ironwood

AmericInn by Wyndham Ironwood

2.5 out of 5
1117 E Cloverland Dr Ironwood MI
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $182 total per night from Mar 16 to Mar 17
$182 total
Mar 16 - Mar 17
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the ...
Clean room, Great access to snomobile trail. Would stay again.

Reviewed on Jan 29, 2026

Opens in a new windowAmericInn by Wyndham Ironwood
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 Feb 19 to Feb 20
$144 total
Feb 19 - Feb 20
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 ...
It was such a beauitful place to stay especially with the fall colors. There were community snacks including s’mores which was such a great surprise!

Reviewed on Oct 22, 2025

Opens in a new windowDavos Chalet
Whitecap Mountains Resort

Whitecap Mountains Resort

2 out of 5
9106 W County Rd E Upson WI
$174 nightly
The price is $184 total per night from Feb 19 to Feb 20
$184 total
Feb 19 - Feb 20
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 ...
We had a great stay at Whitecap. The 3 Queen Suite was perfect for our group, plus our dog Murphy. It was very clean and ready upon our arrival. They did their best to keep lifts open and skiing available despite the very very cold temps. The staff was friendly and Denali was a highlighted staff ...

Reviewed on Jan 26, 2026

Opens in a new windowWhitecap Mountains Resort
Indianhead Ironwood Motel

Indianhead Ironwood Motel

2.5 out of 5
823 E Cloverland Dr Ironwood MI
$72 nightly
The price is $80 total per night from Feb 22 to Feb 23
$80 total
Feb 22 - Feb 23
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.
The sauna was wonderful. Nice to have 3 beds as an option for our family of 5.

Reviewed on Feb 9, 2026

Opens in a new windowIndianhead Ironwood Motel
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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 $80. 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 431 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

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

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Our host Chris was great! Very prompt with answers to any questions I had and the condo was immaculate. We had an awesome time and hope to be back! Everything we expected."
A verified traveler stayed at 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

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