Upland Vacations from $318

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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.
Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

4 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $439, price is now $318 per person
$318
per person
Feb 13 - Feb 16
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Indianapolis (IND)
9.2/10 Wonderful! (333 reviews)
The rooms are exceptionally beautiful and clean. The check in process was one of the fastest check in’s ever and such an easy process. The staff is very friendly and helpful. 5 stars for sure.

Reviewed on Dec 26, 2025

 Landing Apartments Downtown Fortville

 Landing Apartments Downtown Fortville

3 out of 5
Save 100% on your flight
Price was $1,499, price is now $1,061 per person
$1,061
per person
Apr 2 - Apr 7
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
No reviews
Comfort Inn & Suites Indianapolis Northwest - College Park

Comfort Inn & Suites Indianapolis Northwest - College Park

2.5 out of 5
College Park
Save 100% on your flight
Price was $832, price is now $590 per person
$590
per person
Apr 2 - Apr 7
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
7.2/10 Good! (338 reviews)
This place was so good

Reviewed on Nov 19, 2025

Sleep Inn Indianapolis East

Sleep Inn Indianapolis East

2.5 out of 5
Save 100% on your flight
Price was $848, price is now $605 per person
$605
per person
Apr 2 - Apr 7
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
8/10 Very Good! (1,473 reviews)
Quiet and convenient

Reviewed on Jan 2, 2026

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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 (WEST)

mi casa es TU casa (WEST)

2 out of 5
Upland IN
$136 nightly
The price is $149 total per night from Jan 12 to Jan 13
$149 total
Jan 12 - Jan 13
Total with taxes and fees
9.8/10 Exceptional! (14 reviews)
The place is perfect for a visit to Taylor University. It is clean, comfortable and cozy.

Reviewed on Nov 9, 2025

mi casa es TU casa (WEST)
mi casa es TU casa (EAST)

mi casa es TU casa (EAST)

2 out of 5
Upland IN
10/10 Exceptional! (4 reviews)
Very clean. Seemingly everything I would need was provided.

Reviewed on Dec 14, 2025

Get rates
mi casa es TU casa (EAST)
mi casa es TU casa (Center)

mi casa es TU casa (Center)

2 out of 5
Upland IN
$206 nightly
The price is $226 total per night from Jan 12 to Jan 13
$226 total
Jan 12 - Jan 13
Total with taxes and fees
10/10 Exceptional! (7 reviews)
This is a wonderful place. It is tastefully decorated, had comfortable furniture and everything one needs for a cozy stay. It is very conveniently located for a visit to Taylor University and the hosts are responsive.

Reviewed on Nov 19, 2025

mi casa es TU casa (Center)
See all 131 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.

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 $318 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.