Upland Vacations from $494

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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.
Crowne Plaza Indianapolis-Airport by IHG

Crowne Plaza Indianapolis-Airport by IHG

3.5 out of 5
Wayne
Price was $652, price is now $494 per person
$494
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
8.6/10 Excellent! (1,007 reviews)
My room was hot when I arrived. I went to dinner thinking it would cool down, but it did not. I called the front desk, an engineer came and said he fixed it. I went to sleep cool, but in the middle of the night, the air quit cooling - just the fan blew air. It was not worth asking again. I had a flight to catch.

Reviewed on Aug 14, 2025

InterContinental Indianapolis by IHG

InterContinental Indianapolis by IHG

4 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $1,270, price is now $882 per person
$882
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
9.4/10 Exceptional! (52 reviews)
Really nice hotel!!!

Reviewed on Aug 17, 2025

Hampton Inn Indianapolis Downtown IUPUI

Hampton Inn Indianapolis Downtown IUPUI

2.5 out of 5
Downtown Indianapolis
Price was $712, price is now $526 per person
$526
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
8.8/10 Excellent! (657 reviews)
super staff, fast elevators, clean

Reviewed on Aug 19, 2025

Homewood Suites by Hilton Indianapolis Downtown IUPUI

Homewood Suites by Hilton Indianapolis Downtown IUPUI

3 out of 5
Downtown Indianapolis
Price was $757, price is now $567 per person
$567
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
9.2/10 Wonderful! (558 reviews)
Very friendly & helpful staff.

Reviewed on Aug 15, 2025

Holiday Inn Indianapolis Downtown by IHG

Holiday Inn Indianapolis Downtown by IHG

3 out of 5
Downtown Indianapolis
Price was $728, price is now $552 per person
$552
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
8/10 Very Good! (1,004 reviews)
Nice stay for the football game

Reviewed on Aug 17, 2025

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Discover the most popular places to visit in Upland

Taylor University

Enjoy the collegiate vibe at Taylor University during your visit to Upland.

Taylor University

Upland Hotel Deals

mi casa es TU casa (Center)

mi casa es TU casa (Center)

2 out of 5
Upland
$203 nightly
The price is $223 total per night from Aug 24 to Aug 25
$223 total
Aug 24 - Aug 25
Total includes taxes and fees
10/10 Exceptional! (3 reviews)
"Beautiful remodel, comfortable and cute. We will be back!"

Reviewed on Aug 16, 2025

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

Trojan Hideaway on First Street

Upland
10/10 Exceptional! (10 reviews)
"Perfect for my mother in law and her sister!"

Reviewed on Jul 30, 2025

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

mi casa es TU casa (WEST)

2 out of 5
Upland
$135 nightly
The price is $148 total per night from Aug 25 to Aug 26
$148 total
Aug 25 - Aug 26
Total includes taxes and fees
9.6/10 Exceptional! (6 reviews)
Convenient, clean, simple
"Impeccable property, perfect for a visit to Taylor University. This unit is small but has everything you need for an overnight stay. Hope to visit again!"

Reviewed on May 5, 2025

mi casa es TU casa (WEST)
See all 113 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.

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Frequently asked questions

How much does an Upland vacation package cost?
Offering excellent value package deals from $494 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.