Upson Holidays

Photo by Frank Livermore

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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 S$175 per night from 20 Jul to 21 Jul
S$175
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (114 reviews)
"We we in the area for the first time and stumbled across Whitecap Mountain. Such a fun option! Out-of-season, so not much happening. But, the staff was great and the room was terrific! We hope to be back in the Fall!"

Reviewed on 12 Jul, 2025

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 S$146 per night from 20 Jul to 21 Jul
S$146
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (31 reviews)
Great stay
"Very difficult to find. Difficult for motion impaired. Excellent kitchen facility. Fantastic common room."

Reviewed on 14 Jul, 2025

Davos Chalet
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
The price is S$269 per night from 17 Aug to 18 Aug
S$269
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (692 reviews)
Best place weve stayed this trip
"The night worker was so helpful and friendly. Everything was new and first class. Pool, hottub, sauna - perfect after a long roadtrip. Brrakfast was great and used the partnership with the amazing gym close by."

Reviewed on 10 Jul, 2025

AmericInn by Wyndham Ironwood
See all 401 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.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.