Ashwood Vacations from $553

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The Latest Ashwood vacation packages

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

Seventh Mountain Resort

3 out of 5
Seventh Mountain
Price was $677, price is now $553 per person
$553
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Redmond (RDM)
7.4/10 Good! (426 reviews)
Everything was passable but shoddy. There was toilet paper, but the holder was detatched from the wall. The shower was fine, but there was no shower curtain. This type of thing. Pretty expensive for a mid experience.

Reviewed on Aug 4, 2025

Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
Price was $766, price is now $571 per person
$571
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Redmond (RDM)
9/10 Wonderful! (17 reviews)
2 bedroom luxury condo with full kitchen, washer and dryer. Near sports center and bike rental.

Reviewed on Aug 11, 2025

Brasada Ranch

Brasada Ranch

4 out of 5
Price was $867, price is now $667 per person
$667
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Redmond (RDM)
9.4/10 Exceptional! (308 reviews)
Great place. Friendly staff.

Reviewed on Sep 3, 2025

2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

3 out of 5
Summit West
Price was $1,541, price is now $1,255 per person
$1,255
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Redmond (RDM)
No reviews
WorldMark Eagle Crest

WorldMark Eagle Crest

3.5 out of 5
Price was $778, price is now $636 per person
$636
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Redmond (RDM)
8.4/10 Very Good! (112 reviews)
Eagle Crest is in a beautiful area and a great place to go all year. There are many activities including golf, tennis, swimming, a spa, etc. and many lovely walking trails. There are places to eat on site but it's a short drive to both Redmond and Sisters for good selections in restaurants.

Reviewed on Aug 16, 2025

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Ashwood Hotel Deals

Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown

Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown

Madras
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Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown
Cozy A-frame Cabin with WiFi and AC in charming Antelope

Cozy A-frame Cabin with WiFi and AC in charming Antelope

Antelope
$95 nightly
The price is $96 total per night from Sep 30 to Oct 1
$96 total
Sep 30 - Oct 1
Total with taxes and fees
Cozy A-frame Cabin with WiFi and AC in charming Antelope
Madras Oak House ● Entire Home w/Unopposed Mountain View ● Fireplace ● BBQ

Madras Oak House ● Entire Home w/Unopposed Mountain View ● Fireplace ● BBQ

Madras
Get rates
Madras Oak House ● Entire Home w/Unopposed Mountain View ● Fireplace ● BBQ
See all 3 properties in Ashwood
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.

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Frequently asked questions

How much does an Ashwood vacation package cost?
You can grab a vacation package to this popular destination from $553 on Expedia. But how much your vacation to Ashwood costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Ashwood?
You can typically find lower rates and greater availability in December, January and February. Explore our cheap Ashwood vacation packages and you could score some great off-season discounts.
How many days is enough for Ashwood?
The ideal length of your Ashwood vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to check out all the major sights and explore some hidden spots along the way.
How to find the best Ashwood package deals?
Use Expedia's handy filters to help you find some unbeatable Ashwood package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Ashwood package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book an Ashwood vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can tailor your Ashwood getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Ashwood?
If you've got your Ashwood vacation dates locked in, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Ashwood vacation packages?
Secure your perfect trip to Ashwood with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.