Upson Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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$201 per night from 14 Jul to 15 Jul
S$201
14 Jul - 15 Jul
includes taxes & fees
8.6/10 Excellent! (196 reviews)
"Staff was very personable"

Reviewed on 9 Jul, 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 S$178 per night from 26 Jul to 27 Jul
S$178
26 Jul - 27 Jul
includes taxes & fees
8.6/10 Excellent! (101 reviews)
"Very cozy little room with a beautiful view of the lake. The common area is very nice place to hang out too. Loved the stay"

Reviewed on 7 Jul, 2026

Davos Chalet
Quality Inn Ironwood

Quality Inn Ironwood

2.5 out of 5
210 E Cloverland Dr Ironwood MI
Fully refundable
The price is S$220 per night from 26 Jul to 27 Jul
S$220
26 Jul - 27 Jul
includes taxes & fees
8.6/10 Excellent! (594 reviews)
"Booked as a last-minute stay when our other plan didn’t work out. Couldn’t have made a better choice. We were very happy with the staff the location, service, pool, hot tub, and breakfast."

Reviewed on 4 Jul, 2026

Quality Inn Ironwood
See all 442 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.

Explore a world of travel with Expedia

* 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.