Upland Vacations

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

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

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

Find the Best Upland Vacation Packages

Upland Hotel Deals

Trojan Hideaway on First Street

Trojan Hideaway on First Street

Upland IN
The price is ￥15,686 per night from Aug 17 to Aug 18
￥15,686
￥38,177 total
Aug 17 - Aug 18
includes taxes & fees
10/10 Exceptional! (11 reviews)
"Perfect for my mother in law and her sister!"

Reviewed on Jul 30, 2025

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

mi casa es TU casa (WEST)

Upland IN
The price is ￥13,599 per night from Aug 9 to Aug 10
￥13,599
￥23,479 total
Aug 9 - Aug 10
includes taxes & fees
10/10 Exceptional! (17 reviews)
"Clean and well furnished"

Reviewed on Jun 30, 2026

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

mi casa es TU casa (Center)

Upland IN
The price is ￥22,949 per night from Aug 9 to Aug 10
￥22,949
￥36,230 total
Aug 9 - Aug 10
includes taxes & fees
10/10 Exceptional! (11 reviews)
"Stocked with everything we needed, clean, comfortable, great neighborhood super close to campus, loved the yard!"

Reviewed on Jun 11, 2026

mi casa es TU casa (Center)
See all 136 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.

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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation 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 vacation 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," "Traveler 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 traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Upland vacation as a package?
Expedia vacation 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 vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Upland?
If you have your Upland vacation 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 traveling 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 accommodations 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 accommodations and airfare: After you've nailed down your trip dates and duration, book the right Upland vacation package for you.

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