Enterprise, OR

Travel Guide

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.
SureStay Plus by Best Western Enterprise

SureStay Plus by Best Western Enterprise

2.5 out of 5
1200 Highland Avenue Enterprise OR
$122 nightly
The price is $136 total per night from Nov 11 to Nov 12
$136 total
Nov 11 - Nov 12
Total with taxes and 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 ...
9.2/10 Wonderful! (687 reviews)
"Staff was welcoming and helpful. The free breakfast was well stocked. It was disappointing that the jets on the hot tub were not working. Also, I tried to use the sauna but it took too long to heat up."

Reviewed on Oct 8, 2026

SureStay Plus by Best Western Enterprise
The Ponderosa Motel

The Ponderosa Motel

2.5 out of 5
12 E Greenwood St Enterprise OR
$113 nightly
The price is $126 total per night from Oct 21 to Oct 22
$126 total
Oct 21 - Oct 22
Total with taxes and 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. ...
8.8/10 Excellent! (404 reviews)
"This was a delightful motel to stop at as we traversed Oregon. The staff was welcoming and charming. Our room was spacious and clean. It was conveniently located in town and we felt very safe."

Reviewed on Oct 6, 2026

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

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

Enterprise OR
$264 nightly
The price is $282 total per night from Oct 19 to Oct 20
$282 total
Oct 19 - Oct 20
Total with taxes and 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 ...
10/10 Exceptional! (7 reviews)
"Loved the location! the kitchen could have used a few more amenities (larger cutting board, salad/sandwich plates and filters for the coffee pot), but nothing we couldn't work around."

Reviewed on Jun 12, 2026

Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
See all 327 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.
Golden Saddle lakefront log home-Wallowa Lake

Golden Saddle lakefront log home-Wallowa Lake

Joseph OR
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 ...
9.8/10 Exceptional! (9 reviews)
"Incredible property, amazing location. Very well stocked kitchen, and lovely amenities throughout. It's probably the nicest rental we've ever experienced, and we look forward to future visits..."

Reviewed on Sep 22, 2026

Golden Saddle lakefront log home-Wallowa Lake
River Street Escape

River Street Escape

Enterprise OR
Stay at this vacation home in Enterprise. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Enterprise Public Library and Wallowa River are located ...
9.4/10 Exceptional! (3 reviews)
"Wonderful"

Reviewed on Oct 11, 2026

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

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

Enterprise OR
Stay at this condo in Enterprise. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Enterprise Public Library and Alpine Meadows ...
10/10 Exceptional! (7 reviews)
"Loved the location! the kitchen could have used a few more amenities (larger cutting board, salad/sandwich plates and filters for the coffee pot), but nothing we couldn't work around."

Reviewed on Jun 12, 2026

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

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.
See properties

Frequently asked questions

Is Enterprise worth visiting?
Enterprise is worth visiting for its outdoor experiences, including the scenic Chief Joseph Canyon Creek Trail and the panoramic views from Red Hill Lookout. Travelers can also enjoy diverse dining options, with local North American and Latin American cuisine available.
When is the best time to visit Enterprise?
The best time to visit Enterprise is from June through August. For travelers seeking fewer crowds and better value, the quieter months of October through December are a good option, as lodging rates tend to be lower during this period.
What is Enterprise known for?
Enterprise is known for its outdoor attractions like Chief Joseph Canyon Creek Trail and Red Hill Lookout. Travelers can also enjoy golfing at Alpine Meadows Golf Course and find a variety of North American food.
What is a good itinerary length for Enterprise?
A good itinerary length for Enterprise is two to three days to experience the Chief Joseph Canyon Creek Trail, Red Hill Lookout, and Alpine Meadows Golf Course. For a more relaxed trip, an extended stay of four to five days lets travelers fully enjoy these natural and recreational spots.
What are the top things to do in and around Enterprise?
Enterprise offers outdoor recreation, scenic views, and a golf course for travelers to enjoy:


How do I plan a trip to Enterprise?
To plan your trip to Enterprise, search for places to stay on Expedia and book flights and rental cars in advance. Consider activities like Chief Joseph Canyon Creek Trail, Red Hill Lookout, and Alpine Meadows Golf Course. Always pair outdoor plans with indoor backups for weather flexibility, ensuring your trip remains enjoyable no matter the conditions.
What cuisines can you find in Enterprise?
In Enterprise you can find Thai cuisine, with dishes like Pad Thai, Green Curry, and Tom Yum Soup. Travelers can also enjoy North American favorites, Latin American options such as Mexican food, and Asian choices including Chinese dishes. Italian and Mediterranean European cuisines are also available.
Can I book a refundable hotel in Enterprise?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Enterprise by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Enterprise with Expedia?
Expedia makes it easier to plan your Enterprise trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Enterprise?
The best choice depends on your travel style. Hotels in Enterprise can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Enterprise trip on Expedia?
Once you've booked your Enterprise trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Enterprise trip?
Expedia offers customer support before, during, and after your Enterprise trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Enterprise?
If it's your first trip to Enterprise, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Enterprise hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Enterprise hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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