Upland Vacations from $829

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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.
The Westin Indianapolis

The Westin Indianapolis

4 out of 5
Downtown Indianapolis
Price was $1,038, price is now $829 per person
$829
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
8.8/10 Excellent! (1,000 reviews)
The room and all areas of the hotel were kept very clean and looked very new. I saw no signs of wear (torn carpeting, chipped paint, etc.). All staff members were very friendly and helpful. The hotel is right across the street from the state capitol building (I highly suggest touring it!) and within easy walking distance of museums and the public library. I would definitely stay here again!

Reviewed on May 31, 2026

Spacious 5-Bedroom Blue Bungalow

Spacious 5-Bedroom Blue Bungalow

3 out of 5
Save 100% on your flight
Price was $2,664, price is now $1,951 per person
$1,951
per person
Jul 21 - Jul 26
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
No reviews
The Landing Apartments Indianapolis

The Landing Apartments Indianapolis

4 out of 5
Price was $1,326, price is now $1,026 per person
$1,026
per person
Jul 21 - Jul 26
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
8.8/10 Excellent! (42 reviews)
I love it is very secure and really good when u have kids thank you so much

Reviewed on Apr 14, 2026

The Alexander

The Alexander

4 out of 5
Downtown Indianapolis
Price was $1,270, price is now $1,002 per person
$1,002
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
8.8/10 Excellent! (1,001 reviews)
We had a great night. The bar was so fun and the staff was great!

Reviewed on May 23, 2026

Motel 6 Indianapolis, IN - Southport

Motel 6 Indianapolis, IN - Southport

2 out of 5
Price was $1,323, price is now $1,077 per person
$1,077
per person
Jul 21 - Jul 26
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
6.6/10 (1,003 reviews)
Stayed here 2 years ago and was ok. Definitely has gone downhill. Hallways smelled like a wet dog. Don’t stay here if you’re not into pets.

Reviewed on May 25, 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)

Upland IN
$136 nightly
The price is $149 total per night from Jun 1 to Jun 2
$149 total
Jun 1 - Jun 2
Total with taxes and fees
10/10 Exceptional! (16 reviews)
"Wonderful, restful stay. Thank you!"

Reviewed on Apr 12, 2026

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

mi casa es TU casa (Center)

Upland IN
$208 nightly
The price is $228 total per night from Jun 7 to Jun 8
$228 total
Jun 7 - Jun 8
Total with taxes and fees
10/10 Exceptional! (11 reviews)
"Great stay"

Reviewed on May 4, 2026

mi casa es TU casa (Center)
Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University

2 out of 5
3509 N Everbrook Ln Muncie IN
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $68 total per night from Jun 28 to Jun 29
$68 total
Jun 28 - Jun 29
Total with taxes and fees
6.8/10 (927 reviews)
"Good staff all around"

Reviewed on May 14, 2026

Days Inn by Wyndham Muncie -Ball State University
See all 133 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 $829 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.

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.