Enterprise Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Enterprise Holiday
Our pick of the best Enterprise Hotel Deals
The Ponderosa Motel
12 E Greenwood St Enterprise OR
Fully refundableReserve now, pay when you stay
NZ$289
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (388 reviews)
"Clean rooms."
Reviewed on 13 Aug 2026
SureStay Plus by Best Western Enterprise
1200 Highland Avenue Enterprise OR
Fully refundableReserve now, pay when you stay
NZ$301
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (673 reviews)
"The continental breakfast was the same every day, I wish there was a variety."
Reviewed on 11 Aug 2026
Peaceful log cabin retreat with wildlife, mountain and lake views
Joseph Oregon
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.
Chief Joseph Canyon Creek Trail
9.4/10 (22 reviews)
This alpine trail rewards hikers with sweeping vistas of Wallowa Lake and Eagle Cap Wilderness. Traverse through wildflower-dotted meadows in mid-June for the most spectacular natural displays.
Enterprise Public Library
This 1914 Carnegie-funded library showcases American Renaissance architecture with decorative brickwork and stone elements. Enjoy the serene, well-lit reading rooms that have maintained their original charm.
Alpine Meadows Golf Course
7.8/10 (9 reviews)
Nestled against the stunning Wallowa Mountains, this historic 9-hole course features Trout Creek winding through its fairways. Enjoy challenging undulating greens while soaking in panoramic mountain views.
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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
