Enterprise Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Find the Best Enterprise Vacation Packages

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 ￥33,121 per night from Aug 9 to Aug 10
￥33,121
￥36,930 total
Aug 9 - Aug 10
includes taxes & fees
SureStay Plus by Best Western Enterprise
The Ponderosa Motel

The Ponderosa Motel

2.5 out of 5
12 E Greenwood St Enterprise OR
The price is ￥29,154 per night from Jul 30 to Jul 31
￥29,154
￥32,507 total
Jul 30 - Jul 31
includes taxes & fees
8.6/10 Excellent! (378 reviews)
"Room was clean, bed very comfortable. Front desk very knowledgeable of surrounding restaurants and gave great recommendations. Pet-friendly."

Reviewed on Jul 21, 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 ￥27,321 per night from Jul 29 to Jul 30
￥27,321
￥48,116 total
Jul 29 - Jul 30
includes taxes & fees
8.4/10 Very Good! (17 reviews)
"This place brought me back to my Grandmas house. The old wooden cabinets, front & back porch. It brought back wonderful memories. We did have a problem with the shower head….very hard to wash up & hold the shower head! This needs to be fixed. BEWARE…do not shut the door to the kitchen it will lock ..."

Reviewed on Jul 20, 2026

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
See all 330 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 vacation 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 vacation to Enterprise costs.
What are the cheapest months to go to Enterprise?
If you're looking to book a cheap Enterprise vacation package, consider traveling 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 vacation. 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 vacation as a package?
Expedia vacation 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 vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 favorite 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 vacation 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.