Enterprise Vacation Packages 2026

Name: Peaceful log cabin retreat with wildlife, mountain and lake views
Rating: 7

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Your Enterprise Vacation

Reserve a Enterprise vacation package and concentrate on what matters — having fun. No more planning headaches, just more free time to uncover what's special about this lively city, such as its friendly locals and rural countryside. Fill your spare time with tours of Wallowa River, Wallowa County Museum and Alpine Meadows Golf Course, some of the top attractions you just have to see during your trip to Enterprise. Whoever you're escaping with and whatever you want to spend, your ultimate Enterprise vacation is just a few clicks away with Expedia.

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.

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Enterprise Hotel Deals

The Ponderosa Motel

12 E Greenwood St Enterprise OR

Fully refundableReserve now, pay when you stay

$113 nightly

$126 total

Nov 26 - Nov 27

Total with taxes and fees

SureStay Plus by Best Western Enterprise

1200 Highland Avenue Enterprise OR

Fully refundableReserve now, pay when you stay

$122 nightly

$136 total

Nov 11 - Nov 12

Total with taxes and fees

9.2/10 Wonderful! (693 reviews)

"I was disappointed that the pool was too cool to enjoy. The hot tub jets were not functioning and were not functioning several months ago either. They are two of my main reasons for choosing this hotel. Oatmeal packets were available but water was too cold to dissolve the cereal and no microwave ..."

Reviewed on Oct 24, 2026

Peaceful log cabin retreat with wildlife, mountain and lake views

Joseph OR

7/10 Good! (2 reviews)

"It is a beautiful home with magnificent views. Lovely furniture. However, when we arrived there were dead flies throughout the home. We spent the first two hours we were there vacuuming up the flies. Dishwasher was broken and dirty dishes were left inside it. Two bags of linen inside the front door. ..."

Reviewed on Oct 11, 2026

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See all 328 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.

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Enterprise Essential Information

Language	English
Currency	U.S dollars
Population	1,950
Max Temp Winter	35ºF
Max Temp Summer	80ºF
Top Sights	Wallowa Lake State Park, Wallowa Lake Tramway and Wallowa County Museum

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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 October, November and December. You'll usually find lower rates on airfares and hotels during these months — ideal for budget-conscious travelers.

How many days is enough for Enterprise?

The ideal length of your Enterprise vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to hit all the main attractions and discover some hidden spots along the way.

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.

Does Expedia offer Book Now, Pay Later Enterprise vacation packages?

Your Enterprise break is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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

Enterprise Vacations

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