Upland Holidays

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Your Upland Holiday

When you book an Upland holiday package, it's easy to enjoy your adventure to the fullest. Discover the sights and sounds of this fun-filled city knowing that all your travel arrangements have been organised in advance. In the mood for a bit of sightseeing? A trip to Upland wouldn't be complete without checking out Taylor University, Walnut Creek Golf Courses and other major attractions. A few clicks is all it takes to build a tailored Upland holiday on Expedia.

Upland Holiday

Upland Essential Information

Language
English
Currency
U.S dollars
Population
3,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
The Quilters Hall of Fame, Taylor University and Indiana Wesleyan University

Our pick of the best Upland Hotel Deals

mi casa es TU casa (WEST)

mi casa es TU casa (WEST)

Upland IN
The price is AU$214 per night from 2 Nov to 3 Nov
AU$214
2 Nov - 3 Nov
includes taxes & fees
10/10 Exceptional! (19 reviews)
"Great location and just so cute. We stay here whenever we can."

Reviewed on 31 Aug 2026

mi casa es TU casa (WEST)
mi casa es TU casa (Center)

mi casa es TU casa (Center)

Upland IN
The price is AU$327 per night from 2 Nov to 3 Nov
AU$327
2 Nov - 3 Nov
includes taxes & fees
10/10 Exceptional! (12 reviews)
"The house was clean. The pictures describe it perfectly. There are two bedrooms each with a king size bed. One bed was a little firmer. The other bed a little softer. Both were comfortable for the people who chose them. Plenty of towels and wash clothes in the bathroom. The water pressure was great ..."

Reviewed on 6 Sept 2026

mi casa es TU casa (Center)
Trojan Hideaway on First Street

Trojan Hideaway on First Street

Upland IN
The price is AU$343 per night from 9 Nov to 10 Nov
AU$343
9 Nov - 10 Nov
includes taxes & fees
10/10 Exceptional! (14 reviews)
STAY ON FIRST STREET 10/11 TO 10/14
"My kids and I had a very pleasant stay at the house. It worked out perfectly while we visited my daughter at Taylor. Very convenient for both my daughter and us. The bed in the master was VERY comfortable, I slept really well because of that. Thanks to Austin for accommodating my requests. We shall ..."

Reviewed on 16 Oct 2026

Trojan Hideaway on First Street
See all 144 properties in Upland
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Stay near popular Upland attractions

Taylor University

9.2/10 (37 reviews)
Founded in 1846, Taylor University blends rigorous academics with Christian faith in a close-knit community. Visitors can experience chapel services and explore the historic architecture amid green spaces.
See properties

Frequently asked questions

How much does an Upland holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Upland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Upland?
January, February and March are great times to search for cheap Upland holiday packages. Opting to travel in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for Upland?
The ideal length for your Upland holiday depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to hit all the main attractions and explore some hidden treasures along the way.
How to find the best Upland package deals?
Landing a cheap Upland package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Upland package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Upland holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a tailored Upland holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Upland?
If you have your Upland holiday dates locked in, book early to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Upland?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the activities available will also help you decide when to escape to Upland.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodation will probably be the largest expense during your trip to Upland.
  3. Work out your trip length: Consider how long you'd like to spend discovering Upland. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've nailed down your trip dates and duration, book the right Upland holiday package for you.

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