Oregon Vacations & Trips 2026 from CA $1,008

Name: Tolovana Inn
Price range: CA $262
Rating: 8.8

Your Oregon Vacation

When it's time for a break, book a Oregon vacation package. Get set to enjoy distilleries and craft breweries, cycling, nature, and much more in this exciting destination. Kick off your trip to Oregon with a couple of nights in Portland visiting popular sights like Moda Centre and Oregon Zoo. Bend is another top city that lures travellers from far and wide. Hayden Homes Amphitheatre and Deschutes Brewery are two of the leading places to see in this destination. From the moment you book your Oregon vacation to when you get back home, Expedia has your back every step of the way.

Top vacation destinations in Oregon

A steel bridge over a river with a cityscape in the background.

Top Oregon Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Siletz Bay Beachfront Hotel by OYO Lincoln City

Taft Historic District

CA $1,008

per person

Sep 19 - Sep 26

found 2 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

8/10 Very good! (1,724 reviews)

Beach view

Reviewed on Jul 11, 2026

Rockaway Shores

CA $2,000

per person

Sep 2 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Portland (PDX)

9/10 Wonderful! (42 reviews)

SaltLine Hotel

CA $1,409

per person

Sep 2 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Portland (PDX)

9.4/10 Exceptional! (1,084 reviews)

Very nice hotel only 5min walk to beach. Ample parking @n/c on site. Beds were comfortable. A very good breakfast incl in booking. Our only complaint was sound proofing between floors. We were on 2nd floor and lots of thumps, bangs coming from rooms above us, despite carpeting on floors in rooms, hallways. Next time we will book top floor room with balcony.

Reviewed on Jul 9, 2026

Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard

CA $3,626

per person

Sep 2 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Portland (PDX)

10/10 Exceptional! (1 review)

We absolutely loved it. Can’t wait to go back!

Reviewed on Mar 23, 2026

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

CA $2,929

per person

Sep 2 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Portland (PDX)

10/10 Exceptional! (2 reviews)

Beach location was perfect for a relaxing week. Beach House was clean and well appointed with necessities.

Reviewed on Nov 17, 2025

Where to stay in Oregon

Find the best Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Oregon

A calm lake surrounded by dense forests and a clear sky.

Sunriver

Unique features of Sunriver include the golf courses and river views. Make a stop by The Village or Sunriver Resort Golf Course while you're exploring the area.

Find hotel + flight trips in Sunriver

A theater marquee with 'Portland' and 'An Evening with Crosby, Stills & Nash' written on it.

Downtown Portland

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotel + flight trips in Downtown Portland

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

Find hotel + flight trips in Pearl District

Northeast Portland

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

Find hotel + flight trips in Northeast Portland

A river with a bridge, a red building with 'OMSI' on it, and a modern glass building in the background.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

Find hotel + flight trips in Southeast Portland

Things to do in Oregon

Oregon offers an exciting blend of outdoor adventures and breathtaking scenery, perfect for a vacation. Visitors can enjoy skiing at various ski fields, explore recreational areas, and embark on memorable day trips. The state is renowned for its hiking opportunities and top attractions, making it an ideal destination for those seeking adventure and natural beauty.

Shopping

Experience Oregon's vibrant shopping scene at Washington Square Mall, featuring diverse stores and entertainment options. Visit Powell's City of Books, a paradise for book lovers, and stroll through Alberta Street, known for its unique boutiques and family-friendly atmosphere.

Recreation

The Moda Center offers an energetic atmosphere, making it perfect for sports enthusiasts to experience thrilling events. For a blend of culture and romance, the Keller Auditorium showcases captivating performances in a stunning setting. Meanwhile, Tokatee Golf Course invites you to unwind amidst scenic landscapes while enjoying a round of golf.

Adventure

At Timberline Lodge Ski Area, experience exhilarating skiing amidst breathtaking mountain views. The Wilsonville Family Fun Center and Bullwinkle's Restaurant offers a lively arcade atmosphere, perfect for family adventures. For outdoor enthusiasts, the Historic Columbia River Highway State Trail provides stunning scenery along its picturesque hiking paths.

Nightlife

In Oregon, experience vibrant nightlife at Tigard Bowl, a lively entertainment venue perfect for bowling and socializing. The atmosphere is energetic, with a mix of locals and visitors enjoying drinks, music, and friendly competition, making it a great spot to unwind after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Oregon

Oregon is a fantastic destination for outdoor enthusiasts, offering stunning scenery and adventure. Explore the Oregon Coast, visit vibrant urban parks, and discover national and state parks that cater to families and culture seekers alike. Whether you're hiking, relaxing at the beach, or enjoying local attractions, Oregon promises a memorable experience for every traveller.

Crater Lake National Park: Experience breathtaking views of the deepest lake in the United States, formed in a volcanic caldera. The park offers stunning scenery, hiking trails, and outdoor activities like kayaking and snowshoeing, perfect for adventure enthusiasts.
Cannon Beach: Renowned for its picturesque coastline and iconic Haystack Rock, Cannon Beach is a charming seaside destination. Enjoy leisurely strolls on the sandy shore, explore tide pools, and soak in the laid-back beach vibes while visiting quaint shops and eateries.
Multnomah Falls: Discover the enchanting beauty of Oregon's tallest waterfall, cascading 620 feet. Ideal for outdoor lovers, this stunning site offers hiking trails, picnic spots, and a romantic atmosphere, making it perfect for couples and families alike.

Best time to go to Oregon

The best time to visit Oregon is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	41.0°F (5.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Average	Average
April	48.2°F (9.0°C)	Light Rain	Mostly Cloudy	Average	Average
May	52.2°F (11.2°C)	Light Rain	Mostly Sunny	Average	Average
June	59.7°F (15.4°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
July	67.3°F (19.6°C)	No Rain	Sunny	Slightly High	Slightly High
August	74.5°F (23.6°C)	No Rain	Sunny	Slightly High	Slightly High
September	61.2°F (16.2°C)	No Rain	Sunny	Average	Average
October	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	44.6°F (7.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	39.7°F (4.3°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Slightly Low

Tips to save on your trip to Oregon

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Oregon.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Oregon Hotel Deals

Riverhouse Lodge

3075 N. Business 97 Bend OR

Fully refundableReserve now, pay when you stay

CA $217

CA $289 total

Jul 13 - Jul 14

includes taxes & fees

9.2/10 Wonderful! (1,249 reviews)

"Good location, nice facility, but the buildings interiors were outdated. The one disappointing factor was 95° outside and our air conditioner in our room did not work."

Reviewed on Jul 10, 2026

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

CA $151

CA $176 total

Aug 9 - Aug 10

includes taxes & fees

9.2/10 Wonderful! (3,531 reviews)

"Fantastic"

Reviewed on Jul 10, 2026

Tolovana Inn

3400 S. Hemlock Cannon Beach OR

Fully refundableReserve now, pay when you stay

CA $262

CA $315 total

Jul 26 - Jul 27

includes taxes & fees

8.8/10 Excellent! (2,031 reviews)

"Nice location next to the beach."

Reviewed on Jul 11, 2026

See all 19,111 properties in Oregon

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.

Frequently asked questions

How much does an Oregon vacation package cost?

Live it up in Oregon from as low as CA $1,008. We offer a wonderful selection of hotels, flights and rental cars to suit your budget. You can score even more discounts when you add a few experiences or tours to your package.

How do I get a cheap travel package to Oregon?

Crafting your own Oregon vacation package with Expedia is the easiest way to save. We have over 550 air carriers and 1,000,000 properties spread across the globe. With such an awesome range to select from, you'll have no issues putting together your ideal trip.

Where should I stay in Oregon?

Portland is a fantastic city to visit. It's where you'll find well-known sights including Oregon Zoo and Portland State University. Eugene also attracts many jetsetters eager to explore some of the best attractions in Oregon. Some of the best are University of Oregon and Autzen Stadium.

What are the top hotels in Oregon?

When it comes to hotels in Oregon Coast, Red Lion Hotel Portland Airport and Valley River Inn are two great options. If you're spending time in Bend, Campfire Hotel and Best Western Plus Bend North will make you feel right at home.

How far in advance should I book my Oregon vacation?

It's difficult to pick the perfect time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you're booking at the last minute, don't worry. Low prices appear from time to time within a few weeks of departure dates.

What does an Expedia Oregon travel package include?

Flights, rental cars and hotels — we've got them all. With Expedia, you can create your Oregon travel package the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater the savings!

What should I know before booking an Oregon travel package?

Get ready to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and score exciting discounts. You're not limited to hotels, however. Book with us and choose from island villas, city apartments and even castles and houseboats!

Can I choose my airline with an Oregon Expedia vacation package?

Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose your favorite carrier and create the perfect Oregon escape.

If I'm not able to travel, can I cancel my Oregon vacation package?

Because we understand life can be unpredictable, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if your booking is older than that.