Upland Vacations from $260
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Your Upland Vacation
With a vacation package to Upland, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before you depart, so you can get on with discovering this fantastic city. Every good trip to Upland just has to include some sightseeing. Where to first? Taylor University and Walnut Creek Golf Courses are leading attractions. Don't put off exploring this city any longer. Your perfect Upland vacation is just a few clicks away with Expedia.
The Latest Upland vacation packages
Price found within the past 48 hours. Click for updated prices.
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.
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.
Taylor Wilderness
You can take time to visit Taylor Wilderness during your travels to Upland.
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.
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.
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.
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.
Reade Quad
After visiting Reade Quad, make a plan to see the other sights and activities in Upland.
Upland Hotel Deals
Trojan Hideaway on First Street
Upland IN
$212 nightly
$226 total
Aug 9 - Aug 10
Total with taxes and fees
10/10 Exceptional! (11 reviews)
"Perfect for my mother in law and her sister!"
Reviewed on Jul 30, 2025
mi casa es TU casa (WEST)
Upland IN
$136 nightly
$149 total
Aug 9 - Aug 10
Total with taxes and fees
10/10 Exceptional! (17 reviews)
"Clean and well furnished"
Reviewed on Jun 30, 2026
mi casa es TU casa (Center)
Upland IN
$210 nightly
$230 total
Aug 9 - Aug 10
Total with taxes and 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
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.
Find the Best Upland Vacation Packages
Upland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,800 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | The Quilters Hall of Fame, Indiana Wesleyan University and Taylor University |
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Frequently asked questions
How much does an Upland vacation package cost?
Offering excellent value package deals from $260 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, March and December are great times to look for cheap Upland vacation packages. Opting to travel in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Upland?
With a well-organized travel plan, you can easily tick off the main Upland sights in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Upland vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Upland vacation packages?
Your Upland getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.