Umpqua Vacations from $439

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Your Umpqua Vacation

With an Umpqua vacation package, say goodbye to travel planning and hello to an effortless adventure. Every detail of your journey has been taken care of before you go, so you can get on with experiencing this awesome city. A trip to Umpqua wouldn't be complete without checking out its top attractions, such as Henry Estate Winery. Expedia will help you escape your daily routine. Tailor your vacation to Umpqua to suit your travel style, whatever that may be.

The Latest Umpqua vacation packages

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

Bandon Inn

3 out of 5
Price was $489, price is now $439 per person
$439
per person
Jan 18 - Jan 21
found 9 hours ago
Roundtrip flight included
Denver (DEN) to North Bend (OTH)
9.4/10 Exceptional! (1,408 reviews)

Siltcoos Station Retreats

Siltcoos Station Retreats

4 out of 5
Price was $968, price is now $699 per person
$699
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
9.4/10 Exceptional! (12 reviews)
Out of all of the places we stayed on our trip driving up the coast, this was by far our favorite stop. We stayed at fancy resorts and swanky hotels, but the Siltcoos retreat was just magical! The amount of detail everywhere you look was amazing. The time and effort put into our conductors cabin, had us in awe. You guys are legendary for what you’ve accomplished there. Y’all we had deer walk up to us in the back yard! They didn’t even care we were there! The next time we are in Oregon, we will be staying with you! Thank you again for a magical stay. Your creativity has inspired us! I also thought it was funny you had “Du Monde” coffee because my maiden name is Dumond. So cool!

Reviewed on Sep 16, 2026

The Star Trek - USS Enterprise Room at the Itty Bitty Inn

The Star Trek - USS Enterprise Room at the Itty Bitty Inn

2 out of 5
Price was $705, price is now $595 per person
$595
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
10/10 Exceptional! (53 reviews)
Super fun place w/ lots of personal little Star Trek features. Owner was friendly and helpful. Wish I could have stayed longer!

Reviewed on Oct 7, 2026

The Florentine Waterfront Hotel

The Florentine Waterfront Hotel

2 out of 5
Price was $706, price is now $606 per person
$606
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
9.6/10 Exceptional! (97 reviews)
Shawn at check-in was so pleasantly nice and very helpful and even messed up our room so that he can make sure we understood the code to get in and some of the amenities! Very cute Lee decorated and the bed was super super comfy!!! Next time one night is not enough it will definitely be at least two! Very nice lake that is calm with kayaks and are boat dock that you can fish off of and no 🙂‍↔️ wind whatsoever just a beautiful experience in a beautiful place!

Reviewed on Nov 5, 2026

Bay Point Landing

Bay Point Landing

3.5 out of 5
Price was $529, price is now $467 per person
$467
per person
Jan 18 - Jan 21
found 9 hours ago
Roundtrip flight included
Denver (DEN) to North Bend (OTH)
9.2/10 Wonderful! (368 reviews)

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Stay near popular Umpqua attractions

Henry Estate Winery

9.6/10 (4 reviews)
You can enjoy a tasting or tour at Henry Estate Winery during your travels to Umpqua. Wander the riverfront in this family-friendly area.
See properties

Umpqua Hotel Deals

Lil Cedar Lodge

Lil Cedar Lodge

Roseburg OR
Fully refundable
$95 nightly
The price is $96 total per night from Nov 6 to Nov 7
$96 total
Nov 6 - Nov 7
Total with taxes and fees
Lil Cedar Lodge
Tiny House nestled into the Forest on 160 acre Playground.

Tiny House nestled into the Forest on 160 acre Playground.

Roseburg OR
Fully refundable
$116 nightly
The price is $117 total per night from Nov 9 to Nov 10
$117 total
Nov 9 - Nov 10
Total with taxes and fees
Tiny House nestled into the Forest on 160 acre Playground.
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $95 total per night from Nov 12 to Nov 13
$95 total
Nov 12 - Nov 13
Total with taxes and fees
Riverfront Inn Roseburg
See all 113 properties in Umpqua
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 Umpqua Vacation Packages

Umpqua Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
50ºF
Max Temp Summer
75ºF
Top Sights
Reustle Prayer Rock Vineyards, HillCrest Winery and Distillery and Melrose Vineyards

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Frequently asked questions

How much does an Umpqua vacation package cost?
You'll find cheap prices from $439 on Expedia for your Umpqua break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Umpqua costs.
What are the cheapest months to go to Umpqua?
You can typically find lower prices and greater availability in October, November and December. Take a look at our cheap Umpqua vacation packages and you could land some great off-season discounts.
How many days is enough for Umpqua?
Usually, a handful of days is enough to check out the major attractions during your Umpqua vacation. However, if you'd like to have more time to relax or go on day tours, consider extending your trip.
How to find the best Umpqua package deals?
Landing a cheap Umpqua package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Umpqua package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Umpqua vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations individually. Better still, you can tailor your Umpqua escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Umpqua?
If you've got your Umpqua vacation dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Umpqua vacation packages?
If you're like us, you love exploring new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Umpqua trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.