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.
Wingate by Wyndham Indianapolis Airport Plainfield
Home2 Suites by Hilton Indianapolis Downtown
Conrad Indianapolis
Staybridge Suites Indianapolis-Fishers by IHG
Ironworks Hotel Indy

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Upland Hotel Deals

Trojan Hideaway on First Street

Trojan Hideaway on First Street

Upland IN
The price is CA $134 per night from Jun 3 to Jun 4
CA $134
CA $326 total
Jun 3 - Jun 4
includes taxes & fees
10/10 Exceptional! (11 reviews)
Perfect for my mother in law and her sister!

Reviewed on Jul 30, 2025

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

mi casa es TU casa (WEST)

Upland IN
The price is CA $118 per night from May 17 to May 18
CA $118
CA $204 total
May 17 - May 18
includes taxes & 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
The price is CA $199 per night from May 17 to May 18
CA $199
CA $313 total
May 17 - May 18
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

mi casa es TU casa (Center)
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.