Upland Vacations from $347

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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.
Hampton Inn Indianapolis-N.E./Castleton

Hampton Inn Indianapolis-N.E./Castleton

2.5 out of 5
Castleton
Save 100% on your flight
Price was $536, price is now $347 per person
$347
per person
Oct 8 - Oct 15
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
7.2/10 Good! (180 reviews)
Unfortunately, wouldn't stay there again

Reviewed on Aug 19, 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $1,010, price is now $656 per person
$656
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
New York (LGA) to Indianapolis (IND)
9.8/10 Exceptional! (1,553 reviews)
Very new, clean, fancy boutique hotel, within walking distance of loads of things to do and eat

Reviewed on Aug 19, 2025

Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
Save 100% on your flight
Price was $692, price is now $458 per person
$458
per person
Oct 8 - Oct 15
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
7.8/10 Good! (1,009 reviews)
I LOVED the complimentary happy hour drinks and the complimentary breakfast. The spread was the biggest I have ever saw at a hotel. It was delicious as well. The elevators all ran smoothly, the staff were all attentive and helpful. Loved the bartender, she had great energy. I also appreciated the size of the televisions in the room. I work for USPS and always stay here and recommend here to my colleagues when in the area for training! The only negative I experienced was that normally the beds are more comfortable than this time.

Reviewed on Aug 22, 2025

InterContinental Indianapolis by IHG

InterContinental Indianapolis by IHG

4 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $927, price is now $631 per person
$631
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
New York (LGA) to Indianapolis (IND)
9.4/10 Exceptional! (67 reviews)
Really nice hotel!!!

Reviewed on Aug 17, 2025

The Landing Apartments Indianapolis

The Landing Apartments Indianapolis

4 out of 5
Save 100% on your flight
Price was $920, price is now $634 per person
$634
per person
Sep 22 - Sep 27
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
9/10 Wonderful! (32 reviews)
Communic communication about how to get into the apartment was not clear.

Reviewed on Aug 21, 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 with 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 (EAST)

mi casa es TU casa (EAST)

2 out of 5
Upland
$165 nightly
The price is $183 total per night from Aug 24 to Aug 25
$183 total
Aug 24 - Aug 25
Total with taxes and fees
"Had a pleasant overnight stay while helping my daughter move into TU. Unit was as described. Clean and comfortable. As mentioned, the units are separated by a wall and I did occasionally hear the visitors next door, but it wasn’t problematic. Bath had provided shampoo and conditioner, as well as ..."

Reviewed on Aug 17, 2025

mi casa es TU casa (EAST)
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 $347 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.