Upson Trips (flight + hotel)

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 P6,841 per night from Aug 12 to Aug 13
P6,841
P8,897 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very Good! (140 reviews)
"Very quiet. Out of the way. Clean and confortable."

Reviewed on Aug 10, 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 P5,652 per night from Sep 1 to Sep 2
P5,652
P5,963 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (49 reviews)
"Renovated chalet with open lounge, kitchen and game room with sauna. Lake availability with kayaks and bikes. Fire pit and scenic views from large deck. Quiet solitude."

Reviewed on Aug 11, 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 P8,170 per night from Aug 24 to Aug 25
P8,170
P9,070 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (704 reviews)
"Marcy was super friendly and informative at check in."

Reviewed on Aug 7, 2025

AmericInn by Wyndham Ironwood
See all 402 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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 vacation 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 vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels individually. Better still, you can customize 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 vacation package to Upson?
If you're planning an impromptu Upson vacation, 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 vacation package.

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