Upland Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Upland

Hotel Garber

Hotel Garber

3 out of 5
346 N Webster St, Red Cloud, NE
Fully refundableReserve now, pay when you stay
The price is S$232 per night from 24 Aug to 25 Aug
S$232
24 Aug - 25 Aug
includes taxes & fees
10/10 Exceptional! (9 reviews)
Fantastic!
"Incredibly friendly staff and a wonderfully renovated hotel. My pup and I were welcomed and had fun exploring around town."

Reviewed on 5 Aug, 2025

Hotel Garber
Drop Tyne Lodge

Drop Tyne Lodge

2.5 out of 5
104 16th Ave, Franklin, NE
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 14 Sept to 15 Sept
S$122
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (85 reviews)
"Very clean, nice facilities, friendly staff, These are the kinds of places you hope continue in business. Thank you"

Reviewed on 6 Jul, 2025

Drop Tyne Lodge
Cozy Bladen Countryside Hideaway w/ Fire Pit!

Cozy Bladen Countryside Hideaway w/ Fire Pit!

3 out of 5
Bladen
Get rates
Cozy Bladen Countryside Hideaway w/ Fire Pit!
See all 18 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.

Frequently asked questions

How much does an Upland holiday package cost?
You'll find cheap prices on Expedia for your Upland break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Upland costs.
What are the cheapest months to go to Upland?
If you're hoping to score a cheap Upland holiday package, consider visiting in January, February and October. You're likely to find lower rates on accommodation and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Upland?
With a well-organised schedule, you can easily visit the most popular Upland sights in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your Upland holiday 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 style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Upland package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Upland escape off to a flying start.
Is it cheaper to book an Upland holiday as a package?
You can enjoy significant savings on your Upland retreat by booking a personalised holiday package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Upland?
If you're planning an impromptu Upland trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Upland?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Upland.
  2. Set a budget: Consider costs such as flights, meals and transportation when working out how much to set aside for your trip to Upland. Then, choose a property that suits your budget, whether that's a wallet-friendly stay or a more upscale retreat.
  3. Set the duration of your trip: Start by listing all the attractions you want to get to in Upland. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick an Upland holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.