Redwood Vacations from $374

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Your Redwood Vacation

Take the hassle out of planning your next epic adventure with a Redwood vacation package. Whether you're lured here by its food, history, art or something else, this city offers limitless opportunities for discovery. If a sightseeing tour is on the to-do list during your trip to Redwood, stop by leading attractions like Grants Pass Downs, Grants Pass and Josephine County Chamber of Commerce and Riverside Park. Whoever you're taking time off with and whatever your budget, your ultimate Redwood vacation is just clicks away with Expedia.

The Latest Redwood vacation packages

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

Wine Country Inn

$374
per person
Dec 23 - Dec 26
found 1 day 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

Kubli Haus

Kubli Haus

$604
per person
Dec 23 - Dec 26
found 1 day 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

Winchester Inn

Winchester Inn

Historic Downtown District
$500
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.6/10 Exceptional! (288 reviews)
Amazing breakfasts, friendly staff, best location

Reviewed on Oct 10, 2026

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

$633
per person
Dec 19 - Dec 23
found 8 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Medford (MFR)
8.8/10 Excellent! (1,541 reviews)
The gnome is game is so fun. Wish the pool was inside but overall loved everything

Reviewed on Oct 17, 2026

Green Springs Inn

Green Springs Inn

$416
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.2/10 Wonderful! (163 reviews)
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Stay near popular Redwood attractions

Schroeder Park

8.2/10 (58 reviews)
Schroeder Park is just one of the places to see in Redwood, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's riverfront and enjoy its top-notch restaurants.
See properties

Redwood Hotel Deals

Cozy & Historic, Pet Friendly Farm Stay

Cozy & Historic, Pet Friendly Farm Stay

Grants Pass OR
$165 nightly
$167 total
Oct 18 - Oct 19
Total with taxes and fees
10/10 Exceptional! (17 reviews)
"Everything was great. Super clean place, fresh eggs, comfy bed. Decor was so cute. Well stocked kitchen. Dog friendly. Everything we needed for a quick stop on a long road trip. Would have loved to stay longer!"

Reviewed on Oct 9, 2026

Cozy & Historic, Pet Friendly Farm Stay
Rogue Reefs Riverfront Home

Rogue Reefs Riverfront Home

Grants Pass OR
$355 nightly
$360 total
Oct 18 - Oct 19
Total with taxes and fees
Rogue Reefs Riverfront Home
Red Lion Inn & Suites Grants Pass

Red Lion Inn & Suites Grants Pass

1880 NW 6th St  Grants Pass OR
Fully refundableReserve now, pay when you stay
$69 nightly
$78 total
Oct 18 - Oct 19
Total with taxes and fees
Red Lion Inn & Suites Grants Pass
See all 342 properties in Redwood
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 Redwood Vacation Packages

Redwood Essential Information

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Frequently asked questions

How much does a Redwood vacation package cost?
You can grab a vacation package to this top destination from $374 on Expedia. But how much your vacation to Redwood costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Redwood?
February, October and December are the best times to look for cheap Redwood vacation packages. Traveling in less busy periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Redwood?
The ideal length of your Redwood vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to go to all the major attractions and discover some hidden gems along the way.
How to find the best Redwood package deals?
Use Expedia's handy filters to help you find some tempting Redwood package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Redwood package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Redwood vacation as a package?
You can enjoy significant savings on your Redwood retreat by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Redwood?
Land fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Redwood getaway.
How to plan a trip to Redwood?
  1. Choose your dates: The things you plan to do in Redwood and your preferred season can help you decide when to travel.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to set aside for your trip to Redwood. Then, pick a hotel that fits your budget, whether that's an economical option or a high-end retreat.
  3. Organize your Redwood getaway with our trip planning tool: Look for and book accommodations and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Redwood together.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Redwood. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, lock in the right Redwood vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the best Redwood has to offer. Find all the incredible things to do in Redwood with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Redwood vacation packages?
If you're like us, you love exploring new places but are not a fan of the big 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 total cost of your Redwood trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap 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.