Enterprise Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Enterprise

SureStay Plus by Best Western Enterprise

SureStay Plus by Best Western Enterprise

2.5 out of 5
1200 Highland Avenue Enterprise OR
The price is 5.351.032 ₫ per night from 2 Aug to 3 Aug
5.351.032 ₫
5.966.401 ₫ total
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (660 reviews)
"The front desk and breakfast staff were very kind and helpful. The person who cleaned our room tossed fresh towels on the back of our toilet, left an empty trashcan on a table for us, I guess to empty our own trash, and didn’t replenish our coffee supplies. The front desk was closed from 10p to 6a ..."

Reviewed on 11 Jul 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 4.710.147 ₫ per night from 20 Jul to 21 Jul
4.710.147 ₫
5.251.788 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (377 reviews)
"A vintage motel, clean rooms, comfortable bed, friendly staff. The motel fits its surroundings in the beautiful Wallowa Mountains."

Reviewed on 5 Jul 2026

The Ponderosa Motel
The FINCH

The FINCH

2.5 out of 5
325 East Main Street Walla Walla WA
Fully refundableReserve now, pay when you stay
The price is 2.973.773 ₫ per night from 12 Aug to 13 Aug
2.973.773 ₫
3.382.627 ₫ total
12 Aug - 13 Aug
includes taxes & fees
9.6/10 Exceptional! (1,022 reviews)
"The entire stay was wonderful, from the glass of wine on arrival and the helpful staff to the cute room and the lawn games in the courtyard! Would definitely stay again when in the area."

Reviewed on 14 Jul 2026

The FINCH
See all 332 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.

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