Enterprise Vacations 2026

Top Enterprise hotels deals

The Ponderosa Motel

12 E Greenwood St Enterprise OR

Free cancellation

Reserve now, pay when you stay

CA $159

CA $178 total

Oct 18 - Oct 19

includes taxes & fees

Stay at this motel in Enterprise. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Enterprise Public Library and Alpine Meadows Golf Course are located nearby.

Pet-friendly

Parking included

SureStay Plus by Best Western Enterprise

1200 Highland Avenue Enterprise OR

Free cancellation

Reserve now, pay when you stay

CA $183

CA $204 total

Oct 25 - Oct 26

includes taxes & fees

Stay at this hotel in Enterprise. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Wallowa River and Alpine Meadows Golf Course are located nearby.

Pool

Hot tub

Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Enterprise OR

CA $208

CA $398 total

Nov 3 - Nov 4

includes taxes & fees

Stay at this condo in Enterprise. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Enterprise Public Library and Alpine Meadows Golf Course are located nearby.

Kitchen

Free WiFi

Golden Saddle lakefront log home-Wallowa Lake

Joseph OR

Get rates

Stay at this vacation home in Enterprise. Enjoy free WiFi, a pool table, and balconies. Popular attractions Wallowa Lake State Park and Wallowa Lake are located nearby.

Kitchen

Washer

Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos

Enterprise OR

CA $218

CA $450 total

Oct 19 - Oct 20

includes taxes & fees

Stay at this condo in Enterprise. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Enterprise Public Library and Alpine Meadows Golf Course are located nearby.

Kitchen

Free WiFi

Peaceful log cabin retreat with wildlife, mountain and lake views

Joseph OR

Get rates

Stay at this vacation home in Enterprise. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Wallowa Lake and Wallowa Lake State Park are located nearby.

Kitchen

Washer

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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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Enterprise Vacations

Before you jet off to Enterprise on a whim, take the time to learn a few facts about it.

Enterprise is in Eastern Oregon, and approximately 45 miles (72 kilometers) from Milton-Freewater.

Would you like to meet some locals? That shouldn't be too difficult. 2,000 people call this area of Eastern Oregon home.

Places to visit in Enterprise

The Eastern Oregon region offers plenty of opportunities for outdoor adventures. Why not try skiing while you're here? Once you've ticked that off your list, create some more special memories by going cross-country skiing.

Where do you fly into for Enterprise?

While you're researching for your Enterprise trip, keep in mind that the nearest major terminal, Nez Perce County Regional Airport (LWS), is about 45 miles (72 kilometers) to the north of the main streets. Book your flights, fill up your bags and get set for some exciting new adventures!

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.