Tri-City Vacations from $500

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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.
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $596, price is now $500 per person
$500
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Medford (MFR)
9.6/10 Exceptional! (157 reviews)
Charming vintage winery with great history and lovely rooms. The Syrah suite was clean and comfortable. The sunrise in the morning was spectacular. The tasting room is directly below the suite and can be loud but closes around 7 during the week. I don’t think I would stay here during an event unless I was participating in the event. So check the calendar first if noise is an issue for you. The grounds are wonderful and there are many spots to sit and enjoy. At night the terrace is lovely with the fires going. We played a bit of pickleball as well. Highly recommend with the caveat of checking for events first if noise is an issue for you.

Reviewed on Feb 28, 2026

Jacksonville Mountain Retreat

Jacksonville Mountain Retreat

2 out of 5
Save 100% on your flight
Price was $2,200, price is now $1,814 per person
$1,814
per person
Jul 3 - Jul 5
found 21 hours ago
Roundtrip flight included
San Francisco (SFO) to Medford (MFR)
No reviews
Green Springs Inn

Green Springs Inn

2 out of 5
Price was $1,310, price is now $1,082 per person
$1,082
per person
Jun 18 - Jun 21
found 17 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Medford (MFR)
9.4/10 Exceptional! (119 reviews)
This place was to die for. Absolutly the best time and more relaxed than i have ever been in my life you guys had everything we needed to keep happy warm and content im coming back here again and refering people to this spot . You guys keep it up.

Reviewed on Apr 9, 2026

The Eagles Nest in Eagle Point

The Eagles Nest in Eagle Point

2 out of 5
Price was $1,096, price is now $924 per person
$924
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Medford (MFR)
No reviews
Quail Run River View Cottage

Quail Run River View Cottage

2 out of 5
Price was $1,191, price is now $1,009 per person
$1,009
per person
Jul 3 - Jul 5
found 21 hours ago
Roundtrip flight included
San Francisco (SFO) to Medford (MFR)
No reviews
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Tri-City Hotel Deals

Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $111 total per night from May 11 to May 12
$111 total
May 11 - May 12
Total with taxes and fees
8.6/10 Excellent! (1,475 reviews)
Wasn’t the best breakfast options but still amazing they have breakfast for the price . Clean and a nice view of the river. This place was nice and honestly I have nothing bad to say especially for the price they give you more .

Reviewed on May 7, 2026

Riverfront Inn Roseburg
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 out of 5
2855 NW Edenbower Blvd Roseburg OR
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $102 total per night from May 17 to May 18
$102 total
May 17 - May 18
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
The evening manager, Crystal, was exceptionally cordial and informative at check-in, providing local information which was invaluable for our stay. The complimentary breakfast was well stocked and clean. It was a pleasure to stay there and I would recommend it.

Reviewed on May 2, 2026

SureStay by Best Western Roseburg
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 out of 5
1539 NW Mullholland Drive Roseburg OR
Fully refundable
$93 nightly
The price is $101 total per night from May 31 to Jun 1
$101 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Only there for one night so didn't check out the pool, but everything else was excellent. Breakfast was fresh and plentiful. Could use a couple more tables in the dining room.

Reviewed on May 8, 2026

Comfort Inn Roseburg
See all 83 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 $500 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.