Enterprise Vacation Packages
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Your Enterprise Vacation
Reserve a Enterprise vacation package and concentrate on what matters — having fun. No more planning headaches, just more free time to uncover what's special about this lively city, such as its friendly locals and rural countryside. Fill your spare time with tours of Wallowa River, Wallowa County Museum and Alpine Meadows Golf Course, some of the top attractions you just have to see during your trip to Enterprise. Whoever you're escaping with and whatever you want to spend, your ultimate Enterprise vacation is just a few clicks away with Expedia.
Top Enterprise Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Quality Inn Umatilla - Hermiston
Price was CA $871, price is now CA $856 per person
CA $856
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pendleton (PDT)
7.8/10 Good! (626 reviews)
Older place, but well kept. Staff was nice. Mexican food truck out front, decent breakfast and Ma & Pa bar w/cheap food & drinks 2 buildings down. Gas station & coffee stand very close by too.
Reviewed on Jun 4, 2026
Enterprise Hotel Deals
SureStay Plus by Best Western Enterprise
1200 Highland Avenue Enterprise OR
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Jun 29 to Jun 30
CA $248
CA $276 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (650 reviews)
"The hot tub alone was worth the stay. They communal area had fire pits and lovely areas to gather. The breakfast was perfect. The rooms were nice but the pool area was the best"
Reviewed on Jun 6, 2026
The Ponderosa Motel
12 E Greenwood St Enterprise OR
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Jun 21 to Jun 22
CA $229
CA $256 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (370 reviews)
"Great location and views"
Reviewed on Jun 14, 2026
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
Enterprise OR
The price is CA $208 per night from Jun 22 to Jun 23
CA $208
CA $377 total
Jun 22 - Jun 23
includes taxes & fees
8.4/10 Very Good! (14 reviews)
"Very handy to all downtown locations. Real friendly kitty cat!"
Reviewed on Jun 10, 2026
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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
