Oregon Vacations & Trips from $385

Portland offers some of the lowest typical prices for a weekend Oregon vacation package, while Bend tends to be higher. A weekend trip typically costs around $650 per adult in Portland, around $700 in Hillsboro, around $750 in Medford, around $800 in Eugene, and around $900 in Bend.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

When you bundle, you can save up to 30%*. To save money on a Oregon package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

An Oregon vacation package lets you combine flights, hotel stays, and rental cars, based in one of its top destinations like Portland, Eugene, or Hillsboro. In Portland, most hotels offer free breakfast, and nearly all provide airport shuttle service to and from Portland International Airport (PDX).


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

Portland, Hillsboro, Eugene, Bend, and Medford are some of the top destinations for cheap Oregon vacation package deals. For an affordable weekend getaway, Portland is often among the most budget-friendly options, with package prices starting around $360 per adult. For notable bundle savings, Eugene is often among the best options, with flight-and-hotel bundles saving around $45 per adult.


Browse cheap vacation packages in Oregon on Expedia to compare current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The best time for an Oregon vacation package depends on which destination you choose.


Portland is busiest in July and June, when highs reach around 83°F and 74°F respectively. February hosts the Portland Winter Light Festival, while September brings the Rose Festival and Rose City Comic Con. If you'd prefer fewer crowds, January, February, and November are quieter, with highs around 47°F to 51°F.


Bend sees the most visitors in July and June, with highs around 81°F and 69°F. For a quieter trip, January, February, and November are less busy, with highs ranging from 38°F to 51°F.


Lincoln City is most popular in July and August, when highs are around 66°F and 67°F. If you'd prefer fewer crowds, January, February, and December are quieter, with highs around 50°F.


Seaside is busiest in July and August, with highs around 64°F and 66°F. For a more relaxed visit, January, November, and December are quieter, with highs around 48°F.


Eugene is most popular in June and September, with highs around 73°F and 76°F. If you'd prefer fewer crowds, January, February, and December are quieter, with highs around 49°F.

Oregon is primarily known for outdoor activities, and vacation packages across its top destinations offer diverse travel styles:

• Budget: In Portland, the Portland International Guesthouse, rated 9.2 out of 10 by travelers, offers free breakfast and a game room, with weekend packages starting from around $360 per adult.
• Pet-Friendly: Eugene features options like the 4-star Valley River Inn, rated 8.8 out of 10 by travelers, which welcomes pets and includes an outdoor pool and restaurant.
• Family: Hillsboro offers family-friendly packages with stays at the Courtyard By Marriott Portland Hillsboro, rated 8.1 out of 10 by travelers, which provides family rooms and an indoor pool.
• Ski: For ski trips, Bend has the 4-star Tetherow Resort, rated 9 out of 10 by travelers, featuring an outdoor pool and playground, making it suitable for families too.
• Romantic: Medford, known for romantic getaways, includes the 4-star Compass by Margaritaville in Medford, rated 9.1 out of 10 by travelers, which offers a bar/lounge and outdoor pool.

For an Oregon vacation, choosing your base depends on your preferred travel style:

• For urban explorers and families: Portland is a popular package base, known for its city attractions, entertainment, and business travel amenities.
• For outdoor adventurers and families: Bend offers a great base for outdoor activities, scenic views, and adventure sports, with many family-friendly attractions.
• For a romantic beach getaway: Lincoln City is primarily known for its beaches and outdoor activities, making it a good choice for couples seeking a coastal escape.
• For a classic beach trip: Seaside is a popular destination for beach-focused vacations, offering scenic views and various outdoor activities.
• For romantic outdoor experiences: Eugene is well-suited for romantic getaways and outdoor activities, set amidst scenic natural surroundings.

Oregon is primarily an outdoor and nature destination, known for its scenic views and adventure activities. However, an Oregon vacation can easily cater to both beach and cultural interests, depending on the city you choose.


Coastal cities like Lincoln City and Seaside are ideal for beach lovers, offering public access to the shore and opportunities for outdoor activities. For a more urban and cultural experience, Portland provides vibrant theater and music scenes, along with city attractions and entertainment options.

For an Oregon vacation, Portland International Airport (PDX) is a primary gateway, serving the city of Portland and surrounding areas. Eugene Airport (EUG) provides convenient access to Eugene and the Willamette Valley. Additionally, Seattle-Tacoma International Airport (SEA) in Washington serves as a major hub for the broader Pacific Northwest region, offering another option for travelers heading to Oregon.

An Oregon vacation offers a diverse range of activities across its many destinations:


For a memorable day trip, consider a Columbia River Gorge Waterfall Tour from Portland, which is highly rated by travelers. Browse and book things to do in Oregon on Expedia.

Family vacation packages in Oregon can feature kid-friendly amenities across several destinations:

• In Portland, Residence Inn Portland Downtown/Pearl District, rated 8.7 out of 10 by travelers, offers spacious family rooms and a game room, located about a 15-minute walk from Moda Center. Travelers praise its lovely overall atmosphere and excellent staff.
• In Eugene, the 3.5-star Hyatt Place Eugene / Oakway Center, rated 8.8 out of 10 by travelers, provides family rooms and kitchenettes, with travelers highlighting its extremely clean facilities and fantastic location about 1 mile from Autzen Stadium.
• Hillsboro's Residence Inn by Marriott Portland Hillsboro/Brookwood, rated 8 out of 10 by travelers, is a great choice for families, featuring family rooms and a game room.
• For families visiting Bend, the 4-star Juniper Preserve, rated 9 out of 10 by travelers, includes a playground and outdoor pool, located about 12 miles from Old Mill District. Travelers feel at home thanks to the staff and enjoy the facilities.
• In Seaside, the SaltLine Hotel, rated 8.8 out of 10 by travelers, offers a game room and playground, making it a fun option for kids, and travelers frequently praise its fantastic staff.

Luxury Oregon vacation packages can be built around high-end resorts and hotels in several of its destinations:


Most Oregon vacation packages pair the hotel with flights. Browse luxury vacation packages in Oregon on Expedia to compare options.

Booking times for an Oregon vacation package vary by destination, with most travelers booking around 2 to 4 weeks ahead.


Travelers tend to book trips to these Oregon destinations most often in April, and from June through October. If you're planning a spontaneous getaway, Expedia also offers last-minute Oregon vacation packages.

Most Oregon vacation packages last around 3 days, but the ideal trip length depends on where you're going and what you'd like to experience.


Portland, a vibrant city known for its urban attractions and entertainment, is well suited to a trip of around 3 days. Weekend trips are most popular, though week-long stays are also common, giving you time to explore places like Powell's City of Books.


Eugene, a destination for romantic getaways and outdoor activities, also typically sees trips of around 3 days. Weekend stays are most popular, with nearly a third of travelers choosing week-long trips to enjoy sights such as the Hult Center for Performing Arts.


Bend, a hub for outdoor activities and scenic views, is also commonly visited for around 3 days. About half of travelers choose weekend trips, and nearly a third opt for week-long stays, allowing for exploration of the Old Mill District and surrounding nature.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Oregon vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Oregon, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Oregon vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Oregon getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.