Upland Vacation Packages
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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.
Top Upland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Alexander, Autograph Collection
Downtown Indianapolis
CA $1,305
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
8.8/10 Excellent! (1,003 reviews)
More expensive isn’t always better. The check-in process was not easy and they were not prepared for the number of people checking into their rooms. Long lines and short tempered workers do not pair well. Overall, my room was decent. The beds were nice but the room wasn’t completely clean. Breakfast the next day took 45 minutes to serve and was ice cold and very expensive. I asked for another breakfast and was told that it would take another hour to get it replaced. Also that they were having a hard time keeping up and serving all of the people in the hotel. Needless to say I was very disappointed by this hotel and wouldn’t stay there again. I expected better from Marriott.
Reviewed on Oct 15, 2026
Home2 Suites by Hilton Indianapolis Downtown
Downtown Indianapolis
CA $1,219
per person
Dec 18 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
8.8/10 Excellent! (1,008 reviews)
I was told my truck couldn’t be valeted because it wouldn’t fit. The truck was not over 7’ for the garage. We were not given any other instructions for parking other than to find a meter. That should be advised before the stay. The hotel does not provide a garage for you to park in either. The front desk couldn’t help me because “valet was a 3rd party company” then why are they hired for your hotel if they can’t help me and you can’t either. Beds were also not comfortable. Just not a good experience overall by staff.
Reviewed on Oct 16, 2026
Best Western Plus Indianapolis North at Pyramids
College Park
CA $1,153
per person
Dec 18 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
8/10 Very good! (1,009 reviews)
This place is hands down the nicest Best Western I have ever stayed in. 5 Stars across the board. Highly recommended.
Reviewed on Oct 16, 2026
Ready to book your vacation to Upland?
Upland Hotel Deals
mi casa es TU casa (WEST)
Upland IN
CA $122
CA $211 total
Oct 19 - Oct 20
includes taxes & fees
10/10 Exceptional! (19 reviews)
"Great location and just so cute. We stay here whenever we can."
Reviewed on Aug 31, 2026
mi casa es TU casa (Center)
Upland IN
CA $206
CA $321 total
Oct 19 - Oct 20
includes taxes & fees
10/10 Exceptional! (12 reviews)
"The house was clean. The pictures describe it perfectly. There are two bedrooms each with a king size bed. One bed was a little firmer. The other bed a little softer. Both were comfortable for the people who chose them. Plenty of towels and wash clothes in the bathroom. The water pressure was great ..."
Reviewed on Sep 6, 2026
Trojan Hideaway on First Street
Upland IN
CA $125
CA $315 total
Oct 18 - Oct 19
includes taxes & fees
10/10 Exceptional! (14 reviews)
STAY ON FIRST STREET 10/11 TO 10/14
"My kids and I had a very pleasant stay at the house. It worked out perfectly while we visited my daughter at Taylor. Very convenient for both my daughter and us. The bed in the master was VERY comfortable, I slept really well because of that. Thanks to Austin for accommodating my requests. We shall ..."
Reviewed on Oct 16, 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.
Stay near popular Upland attractions
Taylor University
9.2/10 (37 reviews)
Enjoy the collegiate vibe at Taylor University during your visit to Upland.
Zondervan Library
After visiting Zondervan Library, make a plan to see the other sights and activities in Upland.
The Lakefront
The Lakefront is just one of the places to see in Upland, so why not enjoy the other things to explore during your travels?
Upland Library
Upland Library is just one of the places to see in Upland, so why not enjoy the other things to explore during your travels?
Reade Quad
After visiting Reade Quad, make a plan to see the other sights and activities in Upland.
Upland Depot
After visiting Upland Depot, make a plan to see the other sights and activities in Upland.
Upland Park
After visiting Upland Park, make a plan to see the other sights and activities in Upland.
Mitchell Theatre
You can make plans for a show at Mitchell Theatre during your stay in Upland.
Frequently asked questions
How much does an Upland vacation package cost?
You can snap up a vacation package to this top destination from CA $1,000 on Expedia. However, how much your vacation to Upland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Upland?
If you're looking to snag a cheap Upland vacation package, consider visiting in January, February and March. You'll typically find better rates on hotels and airfares during these months — perfect for budget-conscious travellers.
How many days is enough for Upland?
With a well-planned schedule, you can easily visit the top Upland sights in a handful of days. But if you prefer to discover hidden gems or go on day tours, consider booking your Upland vacation for longer.
How to find the best Upland package deals?
Start your search for an Upland package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Upland package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Upland escape underway.
Is it cheaper to book an Upland vacation as a package?
You can enjoy significant savings on your Upland getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Upland?
If you've got your Upland travel dates confirmed, book as soon as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Upland?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Upland.
- Budget wisely: Besides the cost of your stay, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could arise during your trip to Upland.
- Decide how long to go for: Now that you know more about Upland, you can work out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose an Upland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
