Enterprise Vacations 2026

Top Enterprise hotels deals

SureStay Plus by Best Western Enterprise

1200 Highland Avenue Enterprise OR

Free cancellation

Reserve now, pay when you stay

CA $206

CA $230 total

May 21 - May 22

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

The Ponderosa Motel

12 E Greenwood St Enterprise OR

Free cancellation

Reserve now, pay when you stay

CA $225

CA $250 total

May 17 - May 18

includes taxes & fees

Stay at this motel in Enterprise. Enjoy free WiFi, free parking, and daily housekeeping. 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

Golden Saddle 7 is a beautiful lakefront log home on Wallowa Lake with seasonal private dock and wood-burning fireplace

Joseph OR

Get rates

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

Kitchen

Washer

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

Enterprise OR

CA $203

CA $366 total

May 15 - May 16

includes taxes & fees

Stay at this vacation home in Enterprise. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Enterprise Public Library and Wallowa River are located nearby.

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

Enterprise OR

Get rates

Stay at this cabin in Enterprise. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Wallowa River and Alpine Meadows Golf Course are located nearby.

Breakfast included

Kitchen

Park 66 Event Venue with Gorgeous View

Enterprise OR

CA $2,249

CA $3,240 total

May 15 - May 16

includes taxes & fees

Stay at this vacation home in Enterprise. Enjoy patios and an in-room coffeemaker. Popular attractions Enterprise Public Library and Alpine Meadows Golf Course 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.

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.

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.

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 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.