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
$153 nightly
The price is $170 total per night
$170 total
Aug 30 - Aug 31
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
$150 nightly
The price is $168 total per night
$168 total
Sep 27 - Sep 28
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.
Peaceful log cabin retreat with wildlife, mountain and lake views

Peaceful log cabin retreat with wildlife, mountain and lake views

Joseph OR
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This vacation home includes a garden and barbecue grills.
Park 66 Event Venue with Gorgeous View

Park 66 Event Venue with Gorgeous View

Enterprise OR
$1,627 nightly
The price is $1,743 total per night
$1,743 total
Aug 30 - Aug 31
Total with taxes and fees
This vacation home features barbecue grills.
Golden Saddle lakefront log home-Wallowa Lake

Golden Saddle lakefront log home-Wallowa Lake

Joseph OR
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This vacation home features barbecue grills.
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

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

Enterprise OR
$224 nightly
The price is $250 total per night
$250 total
Sep 1 - Sep 2
Total with taxes and fees
A garden is available at this vacation home.
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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.

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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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

A mountainous landscape with a valley, trees, and a clear sky.
A road flanked by autumn-colored trees and mountains in the distance.
A tractor in a field with mountains in the background.
A rural landscape with a red barn, a muddy stream, and snow-capped mountains in the background.
A mountain range with snow-capped peaks, a wooden fence, and a small cabin in the foreground.