Enterprise Vacations from $931
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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.
The Latest Enterprise vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Inn Pendleton I-84
$931
per person
Nov 6 - Nov 13
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Pendleton (PDT)
7.6/10 Good! (304 reviews)
Clean room. The bed was ok, very springy. Upgraded in room amenities such as toothbrush and toothpaste which was great. Easy to walk to nearby restaurants. The front desk person was nice. Typical continental breakfast that was good. Outside a little run down.
Reviewed on Oct 5, 2026
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.
Enterprise Public Library
This 1914 Carnegie-funded library showcases American Renaissance architecture with decorative brickwork and stone elements. Enjoy the serene, well-lit reading rooms that have maintained their original charm.
Chief Joseph Canyon Creek Trail
9.4/10 (22 reviews)
This alpine trail rewards hikers with sweeping vistas of Wallowa Lake and Eagle Cap Wilderness. Traverse through wildflower-dotted meadows in mid-June for the most spectacular natural displays.
Alpine Meadows Golf Course
7.8/10 (9 reviews)
Nestled against the stunning Wallowa Mountains, this historic 9-hole course features Trout Creek winding through its fairways. Enjoy challenging undulating greens while soaking in panoramic mountain views.
Enterprise Hotel Deals
SureStay Plus by Best Western Enterprise
1200 Highland Avenue Enterprise OR
Fully refundableReserve now, pay when you stay
$128 nightly
$143 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (686 reviews)
"This is the best option in the area."
Reviewed on Oct 2, 2026
The Ponderosa Motel
12 E Greenwood St Enterprise OR
Fully refundableReserve now, pay when you stay
$112 nightly
$125 total
Oct 18 - Oct 19
Total with taxes and fees
8.8/10 Excellent! (404 reviews)
"This was a delightful motel to stop at as we traversed Oregon. The staff was welcoming and charming. Our room was spacious and clean. It was conveniently located in town and we felt very safe."
Reviewed on Oct 6, 2026
Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
Enterprise OR
$261 nightly
$279 total
Oct 18 - Oct 19
Total with taxes and fees
10/10 Exceptional! (7 reviews)
"Loved the location! the kitchen could have used a few more amenities (larger cutting board, salad/sandwich plates and filters for the coffee pot), but nothing we couldn't work around."
Reviewed on Jun 12, 2026
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 from $931 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.
Explore a world of travel with Expedia
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- Visit Joseph
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- Wallowa Lake Tramway
- Eagle Cap Wilderness Pack Station
- Ferguson Ridge Ski Area
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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.
