Upson Packages (Flight + Hotel)

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Top hotels in Upson

Whitecap Mountains Resort

Whitecap Mountains Resort

2 out of 5
9106 W County Rd E Upson WI
The price is ฿5,538 per night from 4 Nov to 5 Nov
฿5,538
฿6,890 total
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very good! (266 reviews)
"Love the pool and hot tub, restaurant was great, and enjoyed the evening fires."

Reviewed on 2 Nov 2026

Whitecap 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 ฿5,200 per night from 5 Nov to 6 Nov
฿5,200
฿5,486 total
5 Nov - 6 Nov
includes taxes & fees
Davos Chalet
Indianhead Ironwood Motel

Indianhead Ironwood Motel

2.5 out of 5
823 E Cloverland Dr Ironwood MI
The price is ฿3,004 per night from 9 Nov to 10 Nov
฿3,004
฿3,365 total
9 Nov - 10 Nov
includes taxes & fees
8/10 Very good! (394 reviews)
"The room was very cold and wasn’t heating up. I asked for more blankets and the staff was happy to provide them. They have a 500 watt heater in the room to help warm it up. I don’t mind sleeping in a cold room but initially it was a little uncomfortable. The temperature did increase from 61 degrees ..."

Reviewed on 2 Nov 2026

Indianhead Ironwood Motel
See all 438 properties in Upson
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 cafes while in the area.
See properties

Frequently asked questions

How much does a Upson holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Upson costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Upson?
To score cheap Upson holiday packages, plan your trip outside of peak periods such as public holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Upson?
The ideal duration for your Upson holiday depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to tick off all the main sights and explore some hidden treasures along the way.
How to find the best Upson package deals?
Landing a cheap Upson package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Upson package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Upson holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels individually. Better still, you can customise your Upson escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Upson?
If you're planning an impromptu Upson holiday, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Upson?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Upson.
  2. Set a budget: Factor in expenses such as flights, food and transportation when working out how much to put aside for your trip to Upson. Then, select a property that matches your budget, whether that's a low-cost stay or a more luxurious getaway.
  3. Decide how many days away: Start by compiling a list of the attractions you want to experience in Upson. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Upson holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.