Title: The Best Upson, WI Chalets from $469 | Expedia.com [Upson Travel Guide](https://expedia.com/Upson.dx3000462096)[Hotels in Upson](https://expedia.com/Upson-Hotels.d3000462096.Travel-Guide-Hotels)[Vacation Rentals in Upson](https://expedia.com/Upson-Vacation-Rentals.d3000462096.Travel-Guide-VacationRentals)[Flights to Upson](https://expedia.com/Cheap-Flights-To-Upson.d3000462096.Travel-Guide-Flights)[Car Rentals in Upson](https://expedia.com/Car-Rentals-In-Upson.d3000462096.Car-Rental-Guide)[Upson Vacation Packages](https://expedia.com/Upson.d3000462096.Destination-Travel-Guides) ![Upson Falls in Upson Wisconsin ](https://images.trvl-media.com/place/3000462096/1936084e-d780-4627-9228-d6515a6f2be6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000462096/1936084e-d780-4627-9228-d6515a6f2be6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000462096&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=3000462096&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=3000462096&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=3000462096&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upson chalets ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110710000/110704600/110704522/b6ac1a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110710000/110704600/110704522/656868d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110710000/110704600/110704522/a52fe05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110704600/110704522/1879cb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Snuggery @ Whitecap \~ Ensuite Sauna [](https://www.expedia.com/Upson-Hotels-The-Snuggery-Whitecap-Ski-Resort.h110704522.Hotel-Information) Upson 9.4/10 Exceptional (3 reviews) "Location was great!! The spiral stairs to tje kitchen was a surprise but we made do. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie O. $445 nightly $469 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Upson-Hotels-The-Snuggery-Whitecap-Ski-Resort.h110704522.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108780000/108775300/108775240/15d9d869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108780000/108775300/108775240/d5285d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108780000/108775300/108775240/bd3af196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108780000/108775300/108775240/bb6d11bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2 [](https://www.expedia.com/Upson-Hotels-Spacious-9-Bedroom-Chalet-With-WiFi-And-AC-In-Delightful-Upson-Floor-2.h108775240.Hotel-Information) Upson 10/10 Exceptional (1 review) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy H. $1,627 nightly $1,716 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Upson-Hotels-Spacious-9-Bedroom-Chalet-With-WiFi-And-AC-In-Delightful-Upson-Floor-2.h108775240.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89470000/89465400/89465307/dab045cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89470000/89465400/89465307/5f2244e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, offices](https://images.trvl-media.com/lodging/90000000/89470000/89465400/89465307/15a98b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89470000/89465400/89465307/53924896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Log Cabin Getaway at The Hannu Haus [](https://www.expedia.com/Ironwood-Hotels-The-Hannu-Haus-Summar.h89465307.Hotel-Information) Ironwood Township 9.8/10 Exceptional (24 reviews) "My husband and I rented this house for a relaxing birthday weekend away from MN and thoroughly enjoyed the spacious, beautiful log cabin house with a hot tub off the master suites bedroom that was absolutely perfect! We will definitely be staying here again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candi D. $714 nightly $740 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Ironwood-Hotels-The-Hannu-Haus-Summar.h89465307.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12®ionId=3000462096&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CABIN) Chalets [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CHALET) Cottages [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VILLA) Condos [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Upson%2C+Wisconsin%2C+United+States+of+America®ionId=3000462096&latLong=46.369202%2C-90.407785&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=APARTMENT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpson-Chalets.d3000462096-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpson-Chalets.d3000462096-aaChalets.Travel-Guide-Accommodation) ## Top Upson Hotel Reviews ![Quality Inn Ironwood](https://images.trvl-media.com/lodging/1000000/30000/25100/25066/701589a8_y.jpg) ### Quality Inn Ironwood 10/10 Excellent "Nice location " [](https://expedia.com/Ironwood-Hotels-Quality-Inn.h25066.Hotel-Information) ![Great Northern Hotel](https://images.trvl-media.com/lodging/11000000/10540000/10532700/10532607/c315fbf6_y.jpg) ### Great Northern Hotel 10/10 Excellent "Always amazing when staying there. Awesome snowmobile destination they have everything you need and the perfect location " [](https://expedia.com/Mercer-Hotels-Great-Northern-Motel.h10532607.Hotel-Information) ![Whitecap Mountains Resort](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/8196f156_y.jpg) ### Whitecap Mountains Resort 10/10 Excellent "The setting was beautiful. The hotel was clean and homey with friendly staff. We will be coming back. " [](https://expedia.com/Upson-Hotels-Whitecap-Mountains-Resort.h103488532.Hotel-Information) ![AmericInn by Wyndham Ironwood](https://images.trvl-media.com/lodging/1000000/670000/661900/661838/897e93a3_y.jpg) ### AmericInn by Wyndham Ironwood 10/10 Excellent "." [](https://expedia.com/Ironwood-Hotels-AmericInn-By-Wyndham-Ironwood.h661838.Hotel-Information) ![Black River Retreat (Dog Friendly!)](https://images.trvl-media.com/lodging/34000000/33510000/33500900/33500821/af9d1620_y.jpg) ### Black River Retreat (Dog Friendly!) 10/10 Excellent "Very cool little cabin. More than enough space for 3\. 2 minutes to Powderhorn. Awesome time." [](https://expedia.com/Ironwood-Hotels-Black-River-Retreat.h33500821.Hotel-Information) ![Days Inn by Wyndham Hurley](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/8e04574c_y.jpg) ### Days Inn by Wyndham Hurley 8/10 Good "Stayed while on a ski trip to the area. Hotel was clean and quiet and clise to downtown restaurants and bars" [](https://expedia.com/Hurley-Hotels-Days-Inn-By-Wyndham-Hurley.h25374.Hotel-Information) ![Magnuson Hotel Ironwood](https://images.trvl-media.com/lodging/1000000/900000/897900/897860/5e2259c1_y.jpg) ### Magnuson Hotel Ironwood 10/10 Excellent "Stayed there many times. Great place" [](https://expedia.com/Ironwood-Hotels-Rodeway-Inn.h897860.Hotel-Information) ![Davos Chalet](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/4ed62f91_y.jpg) ### Davos Chalet 8/10 Good "The room was spotless and warm and inviting " [](https://expedia.com/Upson-Hotels-Davos-Chalet.h108440799.Hotel-Information) ## Find out more about Upson ## Upson Chalets information | Number of reviews | 28 | | ----------------- | ---------- | | Accommodation | 19 Chalets | | Lowest Price | $469 | | Highest Price | $1,716 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Whitecap Mountains ](https://www.expedia.com/Whitecap-Mountains-Hotels.0-l553248635030581492-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Iron Belt ](https://www.expedia.com/Iron-Belt-Cabins.d3000461787-aaCabins.Travel-Guide-Accommodation) - [Iron Belt Hotels ](https://www.expedia.com/Iron-Belt-Hotels.d3000461787.Travel-Guide-Hotels) - 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