Tri-City Vacations from $443

Book a Hotel + Flight or Car together to unlock savings

Your Tri-City Vacation

With a Tri-City vacation package, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before departing, so you can enjoy each moment discovering this vibrant city. Want to tour the sights but unsure where to start? Every trip to Tri-City should include Pyrenees Vineyard & Cellars. Your ultimate Tri-City vacation is only clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Tri-City vacation packages

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

Wine Country Inn

$443
per person
Nov 27 - Dec 2
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.4/10 Exceptional! (1,004 reviews)
The property is so charming and pretty. Staff was really helpful with helping us find somewhere to eat dinner, and their morning breakfast was simple, but had some good choices. I would definitely stay here again!

Reviewed on Oct 16, 2026

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

$734
per person
Nov 27 - Dec 2
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.6/10 Exceptional! (188 reviews)
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

$515
per person
Nov 27 - Dec 2
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
8.8/10 Excellent! (1,541 reviews)
Super cute retro hotel with modern updates. I would stay here again!

Reviewed on Oct 20, 2026

Kubli Haus

Kubli Haus

$888
per person
Nov 27 - Dec 2
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
No reviews
Kathleen was very helpful and her presence was delightful. Very easy to be around her. there was a little glitch with the Expedia was of doing the reservation which she quickly figured out and she made great recommendations for out stay.

Reviewed on Oct 16, 2026

Hanna's House by WanderLodges

Hanna's House by WanderLodges

Historic Railroad District
$577
per person
Nov 27 - Dec 2
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
10/10 Exceptional! (4 reviews)
Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!

Reviewed on Oct 4, 2026

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Tri-City Hotel Deals

Chinook Ranch-Perfect Family Friendly Modern Home

Chinook Ranch-Perfect Family Friendly Modern Home

Myrtle Creek OR
Chinook Ranch-Perfect Family Friendly Modern Home
Riverfront Inn Roseburg

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
$89 nightly
$98 total
Oct 22 - Oct 23
Total with taxes and fees
8.6/10 Excellent! (1,525 reviews)
"Nice place fair priced clean continental breakfast"

Reviewed on Oct 19, 2026

Riverfront Inn Roseburg
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR
Fully refundableReserve now, pay when you stay
$93 nightly
$102 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"The staff and another client were very helpful in getting my sister and I into our room when we couldn’t get it to unlock. Then they helped us move everything into the room. It was very nice."

Reviewed on Oct 18, 2026

SureStay by Best Western Roseburg
See all 85 properties in Tri-City
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 Tri-City Vacation Packages

Tri-City Essential Information

Language
English
Currency
U.S dollars
Population
3,900

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Frequently asked questions

How much does a Tri-City vacation package cost?
Offering great value package deals from $443 on Expedia, you'll be thrilled with how little a vacation to Tri-City costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Tri-City?
February, October and December are the best times to search for cheap Tri-City vacation packages. Choosing to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Tri-City?
The ideal duration of your Tri-City vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to visit all the main attractions and discover some hidden gems along the way.
How to find the best Tri-City package deals?
Bagging a cheap Tri-City package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Tri-City package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Tri-City vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations separately. Better still, you can customize your Tri-City trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Tri-City?
If you have your Tri-City vacation dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Tri-City vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Tri-City vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.