Enterprise Vacation Packages 2025/2026

Name: Custom-built log home w/ gas grill, free WiFi, deck, and private location
Rating: 8.6

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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.

Discover the most popular places to visit in Enterprise

Red Hill Lookout

Learn about the local history of Enterprise when you take a trip to Red Hill Lookout. Wander the lakeside or discover the mountain views in this family-friendly area.

Chief Joseph Canyon Creek Trail

Explore the great outdoors at Chief Joseph Canyon Creek Trail, a lovely green space in Enterprise. Stroll along the lakeside or discover the mountain views in this family-friendly area.

Enterprise Hotel Deals

SureStay Plus by Best Western Enterprise

1200 Highland Avenue Enterprise OR

Fully refundableReserve now, pay when you stay

$122 nightly

$136 total

Nov 30 - Dec 1

Total with taxes and fees

9.2/10 Wonderful! (620 reviews)

My favorit hotel. It has a beautiful, well maintained pool and hot tub. The views from the dining room are spectacular. It is quiet and we have always had good interactions with the staff. It is clean and well kept but the broken lock on the back door is worrisome and the faucet in the batroom was ...

Reviewed on Oct 24, 2025

The Ponderosa Motel

12 E Greenwood St Enterprise OR

Fully refundableReserve now, pay when you stay

$114 nightly

$128 total

Nov 24 - Nov 25

Total with taxes and fees

8.6/10 Excellent! (356 reviews)

Nice place with great service

Reviewed on Nov 20, 2025

Custom-built log home w/ gas grill, free WiFi, deck, and private location

Joseph OR

8.6/10 Excellent! (15 reviews)

Quiet cabin in the Mountains

Reviewed on Oct 12, 2025

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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.

Find the Best Enterprise Vacation Packages

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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