Enterprise Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Ready to book your vacation to Enterprise?

 

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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 CA $289 per night from Aug 2 to Aug 3
CA $289
CA $323 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (656 reviews)
"Good times"

Reviewed on Jul 1, 2026

SureStay Plus by Best Western Enterprise
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 CA $232 per night from Jul 12 to Jul 13
CA $232
CA $259 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (375 reviews)
"Very nice staff and clean, comfortable rooms. Affordable too!"

Reviewed on Jun 30, 2026

The Ponderosa Motel
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

Enterprise OR
The price is CA $214 per night from Jul 7 to Jul 8
CA $214
CA $388 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very good! (16 reviews)
"It was cozy, just the right size for what we needed, nice neighborhood,"

Reviewed on Jun 26, 2026

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
See all 333 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Enterprise attractions

Red Hill Lookout

8.6/10 (10 reviews)
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.
See properties

Frequently asked questions

How much does an Enterprise vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Enterprise costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Enterprise?
January, March and April are great times to search for cheap Enterprise vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Enterprise?
With a well-planned itinerary, you can easily hit the top Enterprise attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Enterprise vacation for longer.
How to find the best Enterprise package deals?
Landing a cheap Enterprise package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Enterprise package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Enterprise vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights separately. Better still, you can customize your Enterprise getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Enterprise?
If you're planning a spontaneous Enterprise adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Enterprise?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to visit Enterprise.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will probably be the biggest expense during your trip to Enterprise.
  3. Decide how long to go away for: Now that you're up to speed on Enterprise, you can work out the perfect length of your break. Pull together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick an Enterprise vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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