Name: Trojan Hideaway on First Street
Price range: CA $112
Rating: 10

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.

Holiday Inn Express Hotel & Suites Greenwood by IHG

CA $1,226

per person

Jun 17 - Jun 21

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Indianapolis (IND)

9/10 Wonderful! (1,012 reviews)

Great place off the expressway. Staff were great!

Reviewed on Apr 10, 2026

Ironworks Hotel Indy

CA $1,546

per person

Jun 17 - Jun 21

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Indianapolis (IND)

9.8/10 Exceptional! (1,855 reviews)

Rize is a great restaurant! The only additional requests I would ask is that a small personal fridge be an option, or an option to clean the mini bar since it’s not weighted. As well as an option to include a microwave in the room. Though not all stays are extended beyond a day or two, families still love to stay here and may be staying for a few days. This would support those extended stays, just as options to be added into the room, or in the mini bars case, the fridge to be cleared.

Reviewed on Apr 10, 2026

Omni Severin Hotel

Downtown Indianapolis

CA $1,420

per person

Jun 17 - Jun 21

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Indianapolis (IND)

9.4/10 Exceptional! (899 reviews)

I really enjoyed my stay at the Omni. The hotel is aesthetically pleasing (great for pictures) and very clean. The staff was wonderful and friendly. The food I had at 8 Notch, which is a breakfast/ lunch style restaurant downstairs, was good. I will definitely stay here in the future.

Reviewed on Apr 1, 2026

Bottleworks Hotel

Downtown Indianapolis

CA $1,826

per person

Jun 17 - Jun 21

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Indianapolis (IND)

9.8/10 Exceptional! (1,849 reviews)

This is a great hotel with fabulous staff!

Reviewed on Apr 10, 2026

Cowboy Bunkhouse hot tub Lake Farm Nature

CA $3,553

per person

May 23 - May 25

found 19 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Indianapolis (IND)

No reviews

Ready to book your vacation to Upland?

Choose your dates

Upland Hotel Deals

mi casa es TU casa (WEST)

Upland IN

CA $120

CA $206 total

Apr 15 - Apr 16

includes taxes & fees

10/10 Exceptional! (15 reviews)

Super convenient location. Clean, comfortable and easy check in process. Nicely appointed. Will definitely stay here again!

Reviewed on Mar 19, 2026

mi casa es TU casa (Center)

Upland IN

CA $201

CA $320 total

Apr 28 - Apr 29

includes taxes & fees

9.8/10 Exceptional! (9 reviews)

We walked in the door, and what a relief after a long drive! The apartment is beautifully done and super clean. Comfortable seating, great beds and bedding, towels, and kitchen equipment (some of the best knives and pots and pans we've ever had). The one challenge was the bathroom lighting. Difficult ...

Reviewed on Mar 24, 2026

Trojan Hideaway on First Street

Upland IN

CA $112

CA $302 total

Apr 14 - Apr 15

includes taxes & fees

10/10 Exceptional! (11 reviews)

Perfect for my mother in law and her sister!

Reviewed on Jul 30, 2025

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.