Hot Upson Chalet Rates

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Featured Chalets in Upson

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
When you a stay at this chalet in Upson, you'll be next to a golf course, just steps from Weber Lake and Weber Lake Park.
Opens in a new windowSki-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8
A-Frame - Near Ski Resort, Trails, FirePit, sauna

A-Frame - Near Ski Resort, Trails, FirePit, sauna

Bessemer MI
With a stay at this chalet in Bessemer, you'll be within a 5-minute walk of Ottawa National Forest and Big Powderhorn Mountain Resort.
Opens in a new windowA-Frame - Near Ski Resort, Trails, FirePit, sauna
Mineshaft Chalets Side #1

Mineshaft Chalets Side #1

Upson WI
With a stay at this chalet in Upson, you'll be next to a golf course, just a 1-minute walk from Weber Lake and 5 minutes by foot from Whitecap Mountains.
Opens in a new windowMineshaft Chalets Side #1
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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
The price is AU$2,938 per night from 16 Jan to 17 Jan
AU$2,938
16 Jan - 17 Jan 2026
includes taxes & fees
With a stay at this chalet in Upson, you'll be within a 5-minute walk of Weber Lake and Weber Lake Park.
Opens in a new windowSpacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Stunning Log Cabin Getaway at The Hannu Haus

Stunning Log Cabin Getaway at The Hannu Haus

Ironwood Township MI
The price is AU$1,126 per night from 17 Dec to 18 Dec
AU$1,126
17 Dec - 18 Dec
includes taxes & fees
With a stay at this chalet in Ironwood, you'll be in the mountains, just a 1-minute walk from Ottawa National Forest and 10 minutes by foot from Airport ...
Opens in a new windowStunning Log Cabin Getaway at The Hannu Haus
Big Chalet with hot tub on Big Powderhorn Mountain

Big Chalet with hot tub on Big Powderhorn Mountain

Bessemer MI
With a stay at this chalet in Bessemer, you'll be within a 5-minute walk of Ottawa National Forest and Big Powderhorn Mountain Resort.
Opens in a new windowBig Chalet with hot tub on Big Powderhorn Mountain
Cozy creekside cabin near Big Powderhorn's Lift #1 & Recreational Trail #2!!

Cozy creekside cabin near Big Powderhorn's Lift #1 & Recreational Trail #2!!

Bessemer MI
With a stay at this chalet in Bessemer, you'll be on a river, just steps from Ottawa National Forest and a 4-minute drive from Big Powderhorn Mountain ...
Opens in a new windowCozy creekside cabin near Big Powderhorn's Lift #1 & Recreational Trail #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
Located in Upson, this chalet is on a lake, within a 5-minute walk of Weber Lake and Weber Lake Park.
Opens in a new windowCharming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.
Alpenhaus Upper Summa

Alpenhaus Upper Summa

2 out of 5
Upson Wisconsin
Located in Upson, this chalet is in a rural location, within a 15-minute walk of Weber Lake Park and Whitecap Mountains.
Opens in a new windowAlpenhaus Upper Summa
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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.

Upson Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Upson.

A budget chalet hotel in Upson is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Upson, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Upson have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Upson out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Upson chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Upson, and it’s time to make it happen.

Upson Chalets essential information

Accommodation
19 Chalets
Lowest Price
AU$224
Highest Price
AU$2,938
Popular accommodation
Ski-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8, A-Frame - Near Ski Resort, Trails, FirePit, sauna, Mineshaft Chalets Side #1, Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2, Stunning Log Cabin Getaway at The Hannu Haus, Big Chalet with hot tub on Big Powderhorn Mountain, Cozy creekside cabin near Big Powderhorn's Lift #1 & Recreational Trail #2!!, Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC., Alpenhaus Upper Summa

Top trending hotels in Upson

Whitecap Mountains Resort

Whitecap Mountains Resort

2 out of 5
9106 W County Rd E Upson WI
The price is AU$355 per night from 17 Dec to 18 Dec
AU$355
17 Dec - 18 Dec
includes taxes & fees
With a stay at Whitecap Mountains Resort in Upson, you'll be 15.2 mi (24.5 km) from Lake Superior and 19.1 mi (30.8 km) from Potato River Falls.
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
The price is AU$224 per night from 7 Jan to 8 Jan
AU$224
7 Jan - 8 Jan 2026
includes taxes & fees
With a stay at Davos Chalet in Upson, you'll be 0.4 mi (0.6 km) from Whitecap Mountains and 15.3 mi (24.6 km) from Lake Superior.
Opens in a new windowDavos Chalet
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
Located in Upson, this cabin is on a lake, within a 5-minute walk of Weber Lake Park and Whitecap Mountains.
Opens in a new windowSleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly
Save an average of 15% on thousands of hotels when you're signed in
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
The price is AU$2,938 per night from 16 Jan to 17 Jan
AU$2,938
16 Jan - 17 Jan 2026
includes taxes & fees
With a stay at this chalet in Upson, you'll be within a 5-minute walk of Weber Lake and Weber Lake Park.
Opens in a new windowSpacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.