Enterprise Holiday Rentals, Oregon: Private House Rentals

A mountainous landscape with a valley, trees, and a clear sky.

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Our top choices for Enterprise hotels

A building with an American flag, a view of snow-capped mountains, and a grassy field.

A hotel lobby with a reception desk, seating area with blue upholstered chairs, a glass-top coffee table, a fireplace, and a large window.

A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

1. SureStay Plus by Best Western Enterprise

Enterprise

Matthew

฿4,101

฿4,573 total

includes taxes & fees

11 Nov - 12 Nov

A hotel room with a bed, a desk with a lamp, a chair, a sofa, a window with curtains, and a mirror on the wall.

A reception area with a stone fireplace, wooden reception desk, and a view of the outdoors.

A hotel bathroom with a sink, mirror, hairdryer, and a microwave.

A motel with a green roof, a parking lot, and a mountainous backdrop.

2. The Ponderosa Motel

Enterprise

Sonya

฿3,578

฿3,989 total

includes taxes & fees

18 Oct - 19 Oct

A cabin with a stone chimney, large windows, and a wooden deck with a table and chairs.

A kitchen with wooden cabinets, a microwave, and a dishwasher.

A kitchen with a stainless steel sink and a window overlooking a forested mountain area.

A lodge with multiple wooden cabins, a paved driveway, and a natural landscape with rocks and greenery.

3. Eagle Cap Chalets

Joseph

Nathan

฿3,487

฿3,714 total

includes taxes & fees

25 Oct - 26 Oct

A hotel entrance with a double door, a tiled floor, and potted plants.

A store with shelves stocked with snacks, drinks, and a 'Treats' sign.

A hotel lobby with a reception desk, a coffee station, and a carpeted walkway.

A hotel lobby with a large dining area, multiple chairs, a long table, and a chandelier.

4. Hampton Inn & Suites by Hilton Walla Walla

Walla Walla

Rhonda

฿4,389

฿4,977 total

includes taxes & fees

10 Nov - 11 Nov

A spacious lobby with a grand chandelier, multiple seating areas, and a reception desk.

A large brick building with multiple floors, located at a city intersection.

A modern lounge area with a fireplace, leather seating, and a chandelier.

5. The Marcus Whitman Hotel

Walla Walla

Amy

฿4,435

฿5,866 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with a hot tub, lounge chairs, and a table with chairs.

A building entrance with a covered walkway, potted plants, and a white picket fence.

A hotel room with a sofa, a TV mounted on the wall, a large framed picture, and a patterned carpet.

A hotel room with a bed, a chair, a window with curtains, a painting on the wall, and a lamp on the nightstand.

6. SureStay by Best Western Walla Walla

Walla Walla

Jane

฿2,651

฿3,045 total

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a reception desk, seating area, and large glass doors leading outside.

An indoor swimming pool with clear water, a ladder, and a few chairs around the pool area.

A modern restaurant with multiple dining tables and chairs, a kitchen area with a coffee machine, and a clock on the wall.

A hotel room with a bed, a sofa, a table, two lamps, and a framed picture on the wall.

7. Best Western Plus Walla Walla Suites Inn

Walla Walla

STEVEN

฿3,850

฿4,377 total

includes taxes & fees

9 Nov - 10 Nov

A hotel with a covered outdoor seating area, a well-maintained lawn, and a modern building facade.

A hotel with a covered entrance, stone facade, and a parking area with a landscaped garden.

A modern kitchen with a built-in stove, a dining area with chairs, and a variety of food and drink items on the counter.

An outdoor seating area with a fire feature, a sofa, and a table with food and drinks.

8. Courtyard by Marriott Walla Walla

Walla Walla

Christopher

฿4,247

฿4,819 total

includes taxes & fees

18 Oct - 19 Oct

A modern building with a large yellow bird sculpture, a staircase, and a sign that reads "FINCH".

A modern interior with a glass partition, a leather sofa, and a wooden table.

A hotel room with two beds, a desk with a computer, a chair, and a TV.

A reception desk with a wooden top and black base, a yellow partition, and a flower arrangement.

9. The FINCH

Walla Walla

Jamie

฿3,671

฿4,179 total

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a fireplace, red upholstered chairs, a grey ottoman, and a television on a stand.

A breakfast area with seating, a coffee station, and a wall-mounted TV.

A hotel room with two beds, a desk, a TV, and a large window with curtains.

10. Quality Inn & Suites Downtown Walla Walla

Walla Walla

Bonnie

฿3,107

฿3,552 total

includes taxes & fees

1 Nov - 2 Nov

A building with a snow-covered Christmas tree and a lit entrance.

A snow-covered outdoor area with a wooden fence, a tree, and a building in the background.

A hotel room with two beds, a desk with a TV, a microwave, and a refrigerator.

A room with wooden walls, a flat-screen TV on a dresser, a microwave, and a small refrigerator.

11. Walla Walla Garden Motel

Walla Walla

Philip

฿3,151

฿3,501 total

includes taxes & fees

1 Nov - 2 Nov

A hotel reception area with a cityscape mural, a laptop, and coffee dispensers.

A reception desk with a cityscape mural, a sign reading 'Welcome to the CAPRI MOTEL,' and a HP computer monitor.

A room with a window, a framed picture, a display rack with brochures, a white cabinet, and a wooden floor.

A hotel room with two beds, a desk, a chair, a TV, and a bathroom visible through an open door.

12. Capri Motel By Belvilla Walla Walla US 12

Walla Walla

Karen

฿2,523

฿2,803 total

includes taxes & fees

19 Oct - 20 Oct

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Stay near popular Enterprise attractions

Red Hill Lookout

8.6/10 (10 reviews)

Perched high in the Wallowa-Whitman National Forest, Red Hill Lookout offers sweeping panoramas of forested mountains and valleys. Accessible via gravel roads from June through September.

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Enterprise Public Library

This 1914 Carnegie-funded library showcases American Renaissance architecture with decorative brickwork and stone elements. Enjoy the serene, well-lit reading rooms that have maintained their original charm.

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Chief Joseph Canyon Creek Trail

9.4/10 (22 reviews)

This alpine trail rewards hikers with sweeping vistas of Wallowa Lake and Eagle Cap Wilderness. Traverse through wildflower-dotted meadows in mid-June for the most spectacular natural displays.

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Alpine Meadows Golf Course

7.8/10 (9 reviews)

Nestled against the stunning Wallowa Mountains, this historic 9-hole course features Trout Creek winding through its fairways. Enjoy challenging undulating greens while soaking in panoramic mountain views.

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Learn more about Enterprise

Nestled along the Wallowa River, this charming town offers easy access to Wallowa Lake's pristine waters and mountain trails. Outdoor enthusiasts flock to nearby Eagle Cap Wilderness, where rangers know which hiking paths have fewer people in summer months.

See all hotels in Enterprise

Top Enterprise Hotel Reviews

Eagle Cap Chalets

10/10 Excellent

"Great property in a beautiful location and a super friendly staff. Definitely planning to return."

Best Western Plus Walla Walla Suites Inn

10/10 Excellent

"Great Stay ! Comfortable, great staff and good breakfast !"

SureStay Plus by Best Western Enterprise

8/10 Good

"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."

The Ponderosa Motel

10/10 Excellent

"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."

Walla Walla Garden Motel

10/10 Excellent

"Wonderful every time - just stayed the one night again but everything is so clean and convenient. The restaurant next door is very good too :) Motel is a little back off the main road - nice and quiet - the garden area is beautiful and the honeysuckle smells divine :)"

Courtyard by Marriott Walla Walla

8/10 Good

"Super clean and rooms/bed very comfortable."

More cheap stays in Enterprise

SureStay by Best Western Walla Walla

2315 Eastgate Street Nort Walla Walla WA

฿2,651

฿3,045 total

25 Oct - 26 Oct

includes taxes & fees

Quality Inn & Suites Downtown Walla Walla

520 North 2nd Ave Walla Walla WA

฿3,107

฿3,552 total

1 Nov - 2 Nov

includes taxes & fees

The FINCH

325 East Main Street Walla Walla WA

฿3,671

฿4,179 total

9 Nov - 10 Nov

includes taxes & fees

Best Western Plus Walla Walla Suites Inn

7 E Oak Street Walla Walla WA

฿3,850

฿4,377 total

9 Nov - 10 Nov

includes taxes & fees

9/10 Wonderful! (958 reviews)

SureStay Plus by Best Western Enterprise

1200 Highland Avenue Enterprise OR

฿4,101

฿4,573 total

11 Nov - 12 Nov

includes taxes & fees

9.2/10 Wonderful! (687 reviews)

Hampton Inn & Suites by Hilton Walla Walla

1531 Kelley Place Walla Walla WA

฿4,389

฿4,977 total

10 Nov - 11 Nov

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

Frequently asked questions

What's the best place to stay in Enterprise?

Based on our traveller data, SureStay Plus by Best Western Enterprise is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. The Ponderosa Motel is another good option for your trip. See all available top hotels, or vacation rentals in Enterprise.

If I need to cancel my hotel reservation in Enterprise, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Enterprise.

What's the best dog-friendly hotel in Enterprise?

Wilderness Inn is a top hotel for people travelling with their pets and offers WiFi for its human guests. The Ponderosa Motel is another good choice for you and your pet. See more pet-friendly hotel accommodations in Enterprise.

What are some hotels with pools in Enterprise?

SureStay Plus by Best Western Enterprise is a top hotel with a pool, free breakfast and free WiFi. View all hotels with pools in Enterprise.

How is it to stay in Enterprise?

Visitors to Enterprise will definitely enjoy the lakeside setting and mountain views. Tourists can also enjoy the city's breweries, shopping and golf courses. In Enterprise, there are 34 hotels and other accommodation options to choose from. Find out more about Enterprise.

What are the top places to visit in Enterprise?

The lakeside and mountain views highlight the natural beauty with places to discover including Wallowa Lake, Wallowa-Whitman National Forest and Umatilla National Forest. A couple of additional sights to add to your itinerary are Wallowa River and Red Hill Lookout. Take a look at what more there is to see and do in Expedia's Enterprise guide.

What's the weather like in Enterprise?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are December and January, with an average of -3°C. Average annual precipitation for Enterprise is 712 mm.

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More ways to book

Book Hotels in Enterprise on Expedia.com

Find hotels in Enterprise, OR from ฿2,803

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Enterprise

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Enterprise hotels

1. SureStay Plus by Best Western Enterprise

2. The Ponderosa Motel

3. Eagle Cap Chalets

4. Hampton Inn & Suites by Hilton Walla Walla

5. The Marcus Whitman Hotel

6. SureStay by Best Western Walla Walla

7. Best Western Plus Walla Walla Suites Inn

8. Courtyard by Marriott Walla Walla

9. The FINCH

10. Quality Inn & Suites Downtown Walla Walla

11. Walla Walla Garden Motel

12. Capri Motel By Belvilla Walla Walla US 12

Stay near popular Enterprise attractions

Red Hill Lookout

Enterprise Public Library

Chief Joseph Canyon Creek Trail

Alpine Meadows Golf Course

Learn more about Enterprise

Top Enterprise Hotel Reviews

Eagle Cap Chalets

Best Western Plus Walla Walla Suites Inn

SureStay Plus by Best Western Enterprise

The Ponderosa Motel

Walla Walla Garden Motel

Courtyard by Marriott Walla Walla

More cheap stays in Enterprise

SureStay by Best Western Walla Walla

Quality Inn & Suites Downtown Walla Walla

The FINCH

Best Western Plus Walla Walla Suites Inn

SureStay Plus by Best Western Enterprise

Hampton Inn & Suites by Hilton Walla Walla

Frequently asked questions

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