Upson Vacation Packages 2026

Top Upson hotels deals

Whitecap Mountains Resort

9106 W County Rd E Upson WI

$168 nightly

$177 total

Sep 18 - Sep 19

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 on site. Enjoy the indoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Davos Chalet

11889N Meadow Ln Upson WI

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$124 total

Oct 5 - Oct 6

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 conveniences like a communal living room and barbecue grills.

Pet friendly

Parking included

ENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort

Upson WI

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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 are also offered.

Pool

Hot Tub

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

Upson WI

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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.

Pool

Hot Tub

Spacious 20-bedroom chalet in marvelous Whitecap Ski Resort.

Upson WI

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A gym is available at this chalet.

Pet friendly

Air conditioning

LAKEFRONT 5-bedroom Chateau Getaway at Whitecap Mountains Resort Units 1 & 3

Upson WI

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Ski-in/ski-out access and a hot tub are featured at this smoke-free vacation home. There's a sauna on site, and laundry facilities and barbecue grills are also offered.

Pool

Hot Tub

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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.

Stay near popular Upson attractions

Whitecap Mountains

9.0/10 (26 reviews)

Hit the slopes in Upson with a visit to Whitecap Mountains. You can enjoy the coffeehouses while in the area.

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Frequently asked questions

How much are vacation packages to Upson?

is all you need to spend for a wonderful escape in Upson. Bundle your hotel and flights into a vacation package with Travelocity and watch the savings grow. With prices this good, there's never been a better time to travel.

Where can I get the best vacation package deals for Upson?

Travelocity is here to help you find an awesome Upson package deal. With as many as 400 airlines and 1,000,000 properties around the world, you're sure to be able to craft the perfect itinerary.

Why should I purchase my Upson vacation package with Travelocity?

From amazing destinations to thrilling experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also make sure you're taken care of during your getaway. And don't fret if you find a better price on your booking, we'll match it. That's our Price Match Guarantee.

Can I save on my Upson car rental if I bundle it with a hotel or flight?

You certainly can with our Upson vacation packages. With one of these, there are plenty of ways to stretch your travel budget further. Combine any two or more car, flight, hotel and tour bookings and watch the savings start to grow. With your own ride, all the main sights in and around Upson are just a road trip away.

Which airport is best for Upson?

Gogebic County Airport (IWD) is the gateway for visitors jetting to Upson. Once you land, you'll find yourself 17 mi northeast of the downtown area.

Where should I stay when visiting Upson?

If you're after a place to spend your nights, have a look at the Rendezvous Cabin @ Whitecap ~ Ensuite Sauna!. It's the top choice for many travelers.