Enterprise Vacations

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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 AED 449 per night from Apr 4 to Apr 5
AED 449
AED 501 total
includes taxes & fees
4 Apr - 5 Apr
9.2/10 Wonderful! (550 reviews)
"The view was amazing..........and the lady at the front desk was super nice"

Reviewed on 26 March 2025

SureStay Plus by Best Western Enterprise
Lakefront lodge with amazing view, private dock, rec room - dog-friendly
Lakefront lodge with amazing view, private dock, rec room - dog-friendly
Joseph
9.6/10 Exceptional! (21 reviews)
Vacasa Cabin 7
"The stay was amazing and very relaxing. Cabin had all the amenities needed. Highly recommend staying here. Was a challenge getting out even with a 4 wheel drive and chains. Had to be winched out. Was able to leave the truck at the top of the drive way only down fall was that we had to pack everything ..."

Reviewed on 17 February 2025

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Lakefront lodge with amazing view, private dock, rec room - dog-friendly
The Ponderosa Motel
The Ponderosa Motel
2.5 out of 5
12 E Greenwood St, Enterprise, OR
Fully refundableReserve now, pay when you stay
The price is AED 420 per night from Mar 29 to Mar 30
AED 420
AED 469 total
includes taxes & fees
29 Mar - 30 Mar
8.4/10 Very Good! (285 reviews)
The Best Owners
"The owners keep me coming back. They're two lovely people who always check to see if they can do anything to help your stay."

Reviewed on 25 February 2025

The Ponderosa Motel
See all 310 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.

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 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.

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.

Red Hill Lookout

Alpine Meadows Golf Course

4/5(3 reviews)

Enjoy a round of golf in Enterprise at Alpine Meadows Golf Course. Amble around this family-friendly area's lakeside, or seek out the hiking trails.

Alpine Meadows Golf Course

Chief Joseph Canyon Creek Trail

Explore the great outdoors at Chief Joseph Canyon Creek Trail, a lovely green space in Flora. Make some time to visit the monuments while you're in the area.

Chief Joseph Canyon Creek Trail