Enterprise Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in 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 3.951.007 ₫ per night from 6 Jul to 7 Jul
3.951.007 ₫
4.405.425 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (298 reviews)
"Only there for one night. check in was easy, nice rooms. Good location for our needs."

Reviewed on 27 Jun 2025

The Ponderosa Motel
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 5.035.966 ₫ per night from 13 Jul to 14 Jul
5.035.966 ₫
5.615.102 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9.2/10 Wonderful! (571 reviews)
"We've stayed at this location each time we've visited the Wallowas & Joseph. The staff is very helpful & courteous. The rooms are clean & the breakfast offered a good variety."

Reviewed on 29 Jun 2025

SureStay Plus by Best Western Enterprise
The Marcus Whitman Hotel and Conference Center
The Marcus Whitman Hotel and Conference Center
3.5 out of 5
6 West Rose Street, Walla Walla, WA
Fully refundableReserve now, pay when you stay
The price is 3.370.899 ₫ per night from 6 Jul to 7 Jul
3.370.899 ₫
4.469.969 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,018 reviews)
"Love the remodel!!!"

Reviewed on 1 Jul 2025

The Marcus Whitman Hotel and Conference Center
See all 306 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.

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.

Popular places to visit

Red Hill Lookout

Learn about the local history of Enterprise with a stop at Red Hill Lookout. Wander the lakeside or discover the mountain views in this family-friendly area.

Red Hill Lookout

Chief Joseph Canyon Creek Trail

Explore the great outdoors at Chief Joseph Canyon Creek Trail, a lovely green space in Flora. Make some time to visit the monuments while you're in the area.

Chief Joseph Canyon Creek Trail

Alpine Meadows Golf Course

Enjoy a round of golf in Enterprise at Alpine Meadows Golf Course. Amble around this family-friendly area's lakeside or seek out the hiking trails.

Alpine Meadows Golf Course