Enterprise Holidays

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Enterprise Holiday

Our pick of the best Enterprise Hotel Deals

SureStay Plus by Best Western Enterprise

SureStay Plus by Best Western Enterprise

2.5 out of 5
1200 Highland Avenue Enterprise OR
Fully refundableReserve now, pay when you stay
The price is NZ$398 per night from 3 Aug to 4 Aug
NZ$398
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (656 reviews)
"Good times"

Reviewed on 1 July 2026

SureStay Plus by Best Western Enterprise
The Ponderosa Motel

The Ponderosa Motel

2.5 out of 5
12 E Greenwood St Enterprise OR
Fully refundableReserve now, pay when you stay
The price is NZ$320 per night from 5 July to 6 July
NZ$320
5 July - 6 July
includes taxes & fees
8.6/10 Excellent! (375 reviews)
"Very nice staff and clean, comfortable rooms. Affordable too!"

Reviewed on 30 June 2026

The Ponderosa Motel
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

Enterprise OR
The price is NZ$473 per night from 7 July to 8 July
NZ$473
7 July - 8 July
includes taxes & fees
8.4/10 Very good! (16 reviews)
"It was cozy, just the right size for what we needed, nice neighborhood,"

Reviewed on 26 June 2026

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
See all 336 properties in Enterprise
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 Enterprise attractions

Red Hill Lookout

8.6/10 (10 reviews)
Perched high in the Wallowa-Whitman National Forest, Red Hill Lookout offers sweeping panoramas of forested mountains and valleys. Accessible via gravel roads from June through September.
See properties

Frequently asked questions

How much does an Enterprise holiday package cost?
You'll find cheap prices on Expedia for your Enterprise break. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Enterprise costs.
What are the cheapest months to go to Enterprise?
If you're looking to book a cheap Enterprise holiday package, consider travelling in January, March and April. You'll typically find lower rates on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Enterprise?
Generally, a handful of days is enough to see the main sights during your Enterprise holiday. But if you prefer to have some time to kick back or take day trips, consider extending your trip.
How to find the best Enterprise package deals?
Begin your search for an Enterprise package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Enterprise package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Enterprise escape underway.
Is it cheaper to book an Enterprise holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Enterprise holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Enterprise?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Enterprise adventure.
How to plan a trip to Enterprise?

  1. Choose when to go: Check your diary and pack your bags. Your favourite time of year and the activities available will also help you decide when to escape to Enterprise.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to save for your trip to Enterprise. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Work out your trip length: Think about how much time you want to spend exploring Enterprise. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose an Enterprise holiday package that brings all your bookings together.

Explore a world of travel with Expedia

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