Title: Enterprise Vacation Packages 2026 | Expedia.com [Enterprise Travel Guide](https://expedia.com/Enterprise.dx180654)[Hotels in Enterprise](https://expedia.com/Enterprise-Hotels.d180654.Travel-Guide-Hotels)[Vacation Rentals in Enterprise](https://expedia.com/Enterprise-Vacation-Rentals.d180654.Travel-Guide-VacationRentals)[Flights to Enterprise](https://expedia.com/Cheap-Flights-To-Enterprise.d180654.Travel-Guide-Flights)[Car Rentals in Enterprise](https://expedia.com/Car-Rentals-In-Enterprise.d180654.Car-Rental-Guide) ![](https://images.trvl-media.com/place/180654/667cdb18-80e6-4236-9aca-7bd0a177f56d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Enterprise Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/Wallowa-River-Oregon.d684504085566779392.Vacation-Attraction), [Wallowa County Museum](https://www.expedia.com/Wallowa-County-Museum-Joseph.d553248621533115603.Vacation-Attraction) and [Alpine Meadows Golf Course](https://www.expedia.com/Alpine-Meadows-Golf-Course-Enterprise.d553248621569101420.Vacation-Attraction), 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. ### Discover the most popular places to visit in Enterprise ![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](https://images.trvl-media.com/place/6253669/165f0edf-6215-47c8-be80-2e86f731ea1d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Red-Hill-Lookout-Oregon.d6253669.Vacation-Attraction) #### 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. [](https://expedia.com/Chief-Joseph-Canyon-Creek-Trail-Enterprise.d6253676.Vacation-Attraction) ## Enterprise Hotel Deals ![SureStay Plus by Best Western Enterprise](https://images.trvl-media.com/lodging/1000000/80000/79500/79492/69a02bcb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SureStay Plus by Best Western Enterprise 1200 Highland Avenue Enterprise OR Fully refundableReserve now, pay when you stay $122 nightly $136 total Feb 12 - Feb 13 Total with taxes and fees 9/10 Wonderful! (628 reviews) They made up the room every day of my stay. Food was hot and ready and service people were absolutely amazing and hospitable. The tv wasn’t working and they immediately came and fixed it. Stayed open late for my arrival. Beautiful setting and scenery. The pool/hot tub/sauna were down for maintenance ... Reviewed on Dec 10, 2025 [](https://expedia.com/Hotel-Search?startDate=2%2F12%2F2026&endDate=2%2F13%2F2026&selected=79492&PinnedHotelID=79492&HadPinnedHotel=true®ionId=180654) ![Custom-built log home w/ gas grill, free WiFi, deck, and private location](https://images.trvl-media.com/lodging/72000000/71470000/71468600/71468549/f9f888dc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Custom-built log home w/ gas grill, free WiFi, deck, and private location Joseph OR 8.8/10 Excellent! (16 reviews) Great place. Very comfortable Reviewed on Dec 15, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=71468549&PinnedHotelID=71468549&HadPinnedHotel=true®ionId=180654) [](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=71468549&PinnedHotelID=71468549&HadPinnedHotel=true®ionId=180654) ![The Ponderosa Motel](https://images.trvl-media.com/lodging/45000000/44830000/44823000/44822947/0e41096c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ponderosa Motel 12 E Greenwood St Enterprise OR Fully refundableReserve now, pay when you stay $114 nightly $128 total Feb 6 - Feb 7 Total with taxes and fees 8.6/10 Excellent! (358 reviews) The room was clean. It is very convenient for us to stay while visiting relatives. Reviewed on Dec 1, 2025 [](https://expedia.com/Hotel-Search?startDate=2%2F6%2F2026&endDate=2%2F7%2F2026&selected=44822947&PinnedHotelID=44822947&HadPinnedHotel=true®ionId=180654) [See all 290 properties in Enterprise](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F6%2F2026&endDate=2%2F7%2F2026®ionId=180654) 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. ## Find the Best Enterprise Vacation Packages ## Enterprise Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Population | 1,950 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Wallowa Lake State Park](https://www.expedia.com/Wallowa-Lake-State-Park-Joseph.d553248621532651306.Vacation-Attraction), [Wallowa Lake Tramway](https://www.expedia.com/Wallowa-Lake-Tramway-Joseph.d553248621532651303.Vacation-Attraction) and [Wallowa County Museum](https://www.expedia.com/Wallowa-County-Museum-Joseph.d553248621533115603.Vacation-Attraction) | ## 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations 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