Enterprise Vacations from $966

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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.
La Grande Inn

La Grande Inn

2.5 out of 5
Price was $995, price is now $966 per person
$966
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Pendleton (PDT)
6.8/10 (1,007 reviews)

Hotel Inn Pendleton I-84

Hotel Inn Pendleton I-84

2.5 out of 5
Price was $1,035, price is now $995 per person
$995
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Pendleton (PDT)
7.6/10 Good! (320 reviews)

Red Lion Hotel Pendleton

Red Lion Hotel Pendleton

3 out of 5
Price was $1,039, price is now $1,012 per person
$1,012
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Pendleton (PDT)
7.4/10 Good! (1,133 reviews)

Motolodge

Motolodge

2 out of 5
Price was $1,021, price is now $997 per person
$997
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Pendleton (PDT)
9/10 Wonderful! (913 reviews)

Best Western Hermiston Inn

Best Western Hermiston Inn

2.5 out of 5
Price was $1,050, price is now $1,033 per person
$1,033
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Pendleton (PDT)
8.8/10 Excellent! (456 reviews)
Clean room. Good hot breakfast with a variety of protein and other foods. Kind staff. Great experience.

Reviewed on Nov 10, 2026

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See all available trips from Columbus to Enterprise
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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

Enterprise Hotel Deals

The Ponderosa Motel

The Ponderosa Motel

2.5 out of 5
12 E Greenwood St Enterprise OR
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $129 total per night from Nov 14 to Nov 15
$129 total
Nov 14 - Nov 15
Total with taxes and fees
The Ponderosa Motel
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
$124 nightly
The price is $138 total per night from Nov 19 to Nov 20
$138 total
Nov 19 - Nov 20
Total with taxes and fees
SureStay Plus by Best Western Enterprise
Peaceful log cabin retreat with wildlife, mountain and lake views

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

Get rates
Peaceful log cabin retreat with wildlife, mountain and lake views
See all 327 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 from $966 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.