Deals on vacations and trips to Enterprise

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Top Enterprise hotels deals

The Ponderosa Motel

The Ponderosa Motel

2.5 out of 5
12 E Greenwood St Enterprise OR
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $183 total per night
$183 total
Jun 7 - Jun 8
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
SureStay Plus by Best Western Enterprise

SureStay Plus by Best Western Enterprise

2.5 out of 5
1200 Highland Avenue Enterprise OR
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $197 total per night
$197 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. Enjoy the sauna and conveniences like a terrace and laundry facilities.
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

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

Enterprise OR
$228 nightly
The price is $254 total per night
$254 total
Jun 9 - Jun 10
Total with taxes and fees
A garden is available at this vacation home.
Wood Den rustic lake cabin, deck & mountain views

Wood Den rustic lake cabin, deck & mountain views

Joseph OR
Get rates
This cabin features barbecue grills.
Park 66 Event Venue with Gorgeous View

Park 66 Event Venue with Gorgeous View

Enterprise OR
$2,214 nightly
The price is $2,370 total per night
$2,370 total
Jun 7 - Jun 8
Total with taxes and fees
This vacation home features barbecue grills.
Juniper Cabin. Private cabin with majestic views and clear stargazing dome!

Juniper Cabin. Private cabin with majestic views and clear stargazing dome!

Enterprise OR
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A garden is available at this cabin.
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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.

Popular places to visit

Breathtaking colorful red and white clay fossil beds with a beautiful semi desert background with big white clouds and a blue sky at the John Day Fossil Beds Painted Cove Trail in Oregon

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

Chief Joseph Canyon Creek Trail

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.

Chief Joseph Canyon Creek Trail

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.

Enterprise Public Library

Frequently asked questions

How much are vacation packages to Enterprise?
You'll find an amazing flight and hotel bundle for a mere . With one of our Travelocity vacation packages, a stay in Enterprise has never looked so tempting! Save both time and cash and get an early start with packing your suitcases.
How long should my Enterprise vacation be?
There are no firm rules when it comes to how long your vacation in Enterprise should be, but many travelers choose to stay around 2 nights. Got some wiggle room in your departure date? Consider booking a few more nights. Then you'll have enough time to discover some lesser-known areas as well.
Where can I get the best vacation package deals for Enterprise?
With as many as 400 airline partners and 1,000,000 properties around the world, it's hard to go past Travelocity. Take advantage of our extensive range and score an incredible package deal to Enterprise. Doesn't it feel amazing when organizing a trip is that easy?
Why should I purchase my Enterprise vacation package with Travelocity?
With first-rate service, customer support available 24/7 and some of the most gorgeous getaways on offer, you'll never wander alone. And if you find a cheaper price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Enterprise car rental if I combine it with a hotel or flight?
You sure can. And our Enterprise vacation packages will help you do it. In only a few clicks you can save money as well as time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Need to fill your itinerary? Add a few tours to your package and save on those too.
What is there to do in Enterprise?
Alpine Meadows Golf Course is just one of the memorable sights that make Enterprise such a popular tourist destination. But leave some extra time to explore the city's lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Enterprise?
If you're after a place to base yourself, have a look at the SureStay Plus by Best Western Enterprise. It's the top choice for many visitors.

Photos of local treasures

Browse Enterprise vacation photos for more inspiration

Adobe
Highway to Enterprise, Oregon with Wallowa Mountains in the background
Adobe
Red Barn Endures Mountain Winter Wallowa Whitman National Forest
Caption---- Wallowa Mountains, Oregon