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 $1,331
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
8.8/10 Excellent! (1,000 reviews)
Staff was rude, Called asked for extra towels and bath robes. Lady kept hanging up before I finished talking. Robes were very old and outdated. Breakfast menu very limited. This hotel lost its spark. Poorly maintained. Front desk needs to be more polite. And let people finish talking before hanging up. Disappointing.
Reviewed on Sep 24, 2026
Landing Furnished Apartments Near Northside
Near Northside
CA $1,285
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
8.8/10 Excellent! (8 reviews)
First of all there are no employees at the property. There is NO immediate help. I stayed for four days. I had to call a toll free number and wait for an operator to ask for more toilet paper on day 2 and then never got it before I left. The tv was busted in one of the bedrooms. They text me a code to get into the room, not the building. So after a 15-20 minute phone call I was able to get into the building. The property has approx 50+ 2BR 2BA apts on each floor. There are only 2 elevators right in the middle of the property with 25 apts or more on each side to the left or right. In other words, if you like walking a football field to your room, you’ll love this place. The rooms and bathrooms were very nice (xcept 4 the one TV). Every drawer was labeled with its contents in every room just in case you don’t know where something goes. Oh yea, forget about extra towels - there is a washer and dryer in the apts so you have to clean your own. Don’t forget the detergent because it’s not provided. One more fyi, since your entire stay revolves around the app and no one’s on site to help, if you lose your phone, you’ll never get back in your room again on your own. I hope I’ve been a big help in your decision to stay away from this dreadful place.
Reviewed on Aug 16, 2026
Ready to book your vacation to Upland?
Upland Hotel Deals
Trojan Hideaway on First Street
Upland IN
CA $125
CA $320 total
Sep 28 - Sep 29
includes taxes & fees
10/10 Exceptional! (11 reviews)
"Perfect for my mother in law and her sister!"
Reviewed on Jul 30, 2025
mi casa es TU casa (WEST)
Upland IN
CA $122
CA $211 total
Sep 30 - Oct 1
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 $324 total
Sep 27 - Sep 28
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
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.
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?
Zondervan Library
After visiting Zondervan Library, make a plan to see the other sights and activities in Upland.
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?
Modelle Metcalf Visual Arts Center Scuplture Garden
Enjoy an outing to Modelle Metcalf Visual Arts Center Scuplture Garden during your stay in Upland.
Prayer Pavilion
Prayer Pavilion is just one of the places to see in Upland, so why not enjoy the other things to explore during your travels?
Art Quad
After visiting Art Quad, 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.
Frequently asked questions
How much does an Upland vacation package cost?
You can snap up a vacation package to this top destination from CA $1,139 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.
