Upland Holidays

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Upland Holiday

Our pick of the best Upland Hotel Deals

Trojan Hideaway on First Street

Trojan Hideaway on First Street

Upland IN
NZ$385
9 Aug - 10 Aug
includes taxes & fees
10/10 Exceptional! (11 reviews)
"Perfect for my mother in law and her sister!"

Reviewed on 30 July 2025

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

mi casa es TU casa (WEST)

Upland IN
NZ$254
9 Aug - 10 Aug
includes taxes & fees
10/10 Exceptional! (17 reviews)
"Clean and well furnished"

Reviewed on 30 June 2026

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

mi casa es TU casa (Center)

Upland IN
NZ$389
12 Aug - 13 Aug
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 11 June 2026

mi casa es TU casa (Center)
See all 138 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.
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The Lakefront

This serene lakefront park in Upland offers scenic water views along well-maintained pathways for walkers and runners. Enjoy the peaceful atmosphere while exploring areas perfect for outdoor relaxation.
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Taylor Wilderness

You can take time to visit Taylor Wilderness during your travels to Upland.
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Zondervan Library

Zondervan Library houses over 160,000 books and media items for Taylor University's academic community. Visitors can enjoy peaceful study spaces and access research materials with a Community Borrower's Card.
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Upland Park

Upland Park offers basketball courts, playgrounds, and shelters in a welcoming community setting. Bring sports equipment and a picnic to enjoy this local recreational hub with family and friends.
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Modelle Metcalf Visual Arts Center Scuplture Garden

This tranquil outdoor gallery showcases contemporary sculptures amid Taylor University's landscaped grounds. Combine your visit with the indoor Metcalf Gallery to experience both natural beauty and artistic expression.
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Upland Library

This community-centered library offers a rich collection through the Evergreen Indiana Library Consortium. Join weekly events like Brick Builders for LEGO enthusiasts or Storytime sessions for a true local experience.
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Reade Quad

After visiting Reade Quad, make a plan to see the other sights and activities in Upland.
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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.

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.