Enterprise Vacation Packages

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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.

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Enterprise Hotel Deals

The Ponderosa Motel

The Ponderosa Motel

12 E Greenwood St Enterprise OR
Fully refundableReserve now, pay when you stay
CA $144
CA $161 total
Oct 18 - Oct 19
includes taxes & fees
8.6/10 Excellent! (396 reviews)
"Fine for a basic motel."

Reviewed on Sep 13, 2026

The Ponderosa Motel
SureStay Plus by Best Western Enterprise

SureStay Plus by Best Western Enterprise

1200 Highland Avenue Enterprise OR
Fully refundableReserve now, pay when you stay
CA $186
CA $207 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (682 reviews)
"This place was surprising for a budget hotel. The room was nice, the parking was easy, the pool and hot tub were great. We took advantage of the onsite laundry. They had quarters and detergent available at the front desk. There's a microwave in the room, so heating up a quick dinner there saved a ..."

Reviewed on Sep 16, 2026

SureStay Plus by Best Western Enterprise
Golden Saddle lakefront log home-Wallowa Lake

Golden Saddle lakefront log home-Wallowa Lake

Joseph OR
9.8/10 Exceptional! (8 reviews)
"This was a great cabin that was very well stocked and plenty of room for the family to spread out. Can’t wait to be back in July."

Reviewed on Sep 14, 2026

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Golden Saddle lakefront log home-Wallowa Lake
See all 332 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.
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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.
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Chief Joseph Canyon Creek Trail

9.4/10 (22 reviews)
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.
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Alpine Meadows Golf Course

7.8/10 (9 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.
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Enterprise Public Library

Enterprise Public Library is just one of the places to see in Enterprise, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or discover the mountain views in this family-friendly area.
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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.

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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.