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.
La Quinta Inn & Suites by Wyndham Indianapolis Downtown

La Quinta Inn & Suites by Wyndham Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Price was CA $1,329, price is now CA $1,248 per person
CA $1,248
per person
Jan 14 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Indianapolis (IND)
7/10 Good! (1,014 reviews)
Parking was ample, great location, a little loud if you get a room facing Washington. The breakfast was standard hotel breakfast, but the eggs seemed a bit crumbly and most of the pancakes in the chafing tray had formed one big lump. Good stay overall, but certainly some room for improvement.

Reviewed on Nov 10, 2026

The village

The village

4 out of 5
Near Westside
Price was CA $2,275, price is now CA $2,028 per person
CA $2,028
per person
Jan 14 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Indianapolis (IND)
8/10 Very good! (47 reviews)
I received the instructions very clearly before arrival, which made everything super smooth.

Reviewed on Apr 21, 2026

The Alexander, Autograph Collection

The Alexander, Autograph Collection

4 out of 5
Downtown Indianapolis
Price was CA $1,849, price is now CA $1,691 per person
CA $1,691
per person
Jan 14 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Indianapolis (IND)
8.8/10 Excellent! (1,001 reviews)
Solid hotel, well kept and good staff. Close enough to walk to Lucas Oil stadium and Indy Convention center.

Reviewed on Nov 9, 2026

Home2 Suites by Hilton Indianapolis Downtown

Home2 Suites by Hilton Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Price was CA $1,740, price is now CA $1,594 per person
CA $1,594
per person
Jan 14 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Indianapolis (IND)
8.8/10 Excellent! (1,005 reviews)
Very beautiful property..Great location as we were attending an event at gainbridge...the room was amazing! The breakfast was awesome also!

Reviewed on Nov 9, 2026

Ready to book your vacation to Upland?

 

Choose your dates

Upland Hotel Deals

mi casa es TU casa (WEST)

mi casa es TU casa (WEST)

Upland IN
The price is CA $122 per night from Nov 16 to Nov 17
CA $122
CA $187 total
Nov 16 - Nov 17
includes taxes & fees
10/10 Exceptional! (20 reviews)
"Great little property. Clean, modern and everything we needed"

Reviewed on Oct 19, 2026

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

mi casa es TU casa (Center)

Upland IN
The price is CA $206 per night from Nov 16 to Nov 17
CA $206
CA $298 total
Nov 16 - Nov 17
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

mi casa es TU casa (Center)
Trojan Hideaway on First Street

Trojan Hideaway on First Street

Upland IN
The price is CA $125 per night from Nov 12 to Nov 13
CA $125
CA $303 total
Nov 12 - Nov 13
includes taxes & fees
Trojan Hideaway on First Street
See all 140 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.
All Inclusive Vacations
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Beach Vacations
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Stay near popular Upland attractions

Taylor University

9.2/10 (37 reviews)
Enjoy the collegiate vibe at Taylor University during your visit to Upland.
See properties

Frequently asked questions

How much does an Upland vacation package cost?
You can snap up a vacation package to this top destination from CA $1,248 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.