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Christmas Valley Vacation Packages

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Christmas Valley Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Madras, OR

Motel 6 Madras, OR

2 out of 5
Price was $278, price is now $247 per person
$247
per person
Sep 17 - Sep 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Redmond (RDM)
Stay at this motel in Madras. Enjoy free WiFi, free parking, and 10 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Park and Totem Park are located nearby.
Bed frame Squeaked EVERYTIME you moved on the bed. Very annoying Wouldn't recommend room 125

Reviewed on Jul 4, 2026

Waypoint Hotel

Waypoint Hotel

3.5 out of 5
Price was $413, price is now $336 per person
$336
per person
Sep 27 - Sep 30
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)
Book a stay at this business-friendly hotel in Bend. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deschutes River and Old Mill District are located nearby.
Great

Reviewed on Jul 9, 2026

Willamette Pass Inn

Willamette Pass Inn

2 out of 5
Price was $594, price is now $497 per person
$497
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)
Stay at this hotel in Crescent. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hoodoo Marina and Fawn Lake are located nearby.
Consider the age of the property ot was a comfortable stay

Reviewed on Jun 27, 2026

Campfire Hotel

Campfire Hotel

3 out of 5
Price was $336, price is now $289 per person
$289
per person
Sep 27 - Sep 30
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)
Stay at this hotel in Bend. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the bar in our reviews. Popular attractions Hayden Homes Amphitheater and Deschutes River are located nearby.
This place is definitely not a Hotel, it’s a Motel. Very unique decor and vibes. I stayed here with my 2 kids and definitely wouldn’t stay again. It’s very “party” vibes. The pool has a DJ and they let locals come swim so it’s very packed with adults. They say it’s newly remodeled but it seems like they just slapped some paint in the rooms and called it good. There is a big homeless camp behind the building. The parking is awful, I had an SUV and the spaces and area was crammed I couldn’t park by my room. They were very dog friendly!!!

Reviewed on Jul 10, 2026

My Place Hotel - Bend, OR

My Place Hotel - Bend, OR

2.5 out of 5
Price was $378, price is now $350 per person
$350
per person
Sep 27 - Sep 30
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)
Book a stay at this business-friendly hotel in Bend. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Mill District and Hayden Homes Amphitheater are located nearby.
close to concert venue we attended, great rooms at a fair price

Reviewed on Jul 11, 2026

Cascade Cottage Stay for 6

Cascade Cottage Stay for 6

4 out of 5
Price was $829, price is now $809 per person
$809
per person
Sep 17 - Sep 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Redmond (RDM)
Stay at this vacation home in Sisters. Enjoy a picnic area, furnished balconies or patios, and in-room washers/dryers. Popular attractions Cork Cellars and Makin' It Local are located nearby.

Scenic 1 Bedroom W/loft at Mount Bachelor Resort!

Scenic 1 Bedroom W/loft at Mount Bachelor Resort!

3.5 out of 5
Price was $507, price is now $500 per person
$500
per person
Sep 17 - Sep 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Redmond (RDM)
Stay at this condo in Bend. Enjoy free WiFi, furnished balconies, and an in-room coffeemaker. Popular attractions Hayden Homes Amphitheater and Old Mill District are located nearby.
Beautiful settings with a nice river walk nearby. Few minutes to town by car and about 20 minutes to slopes.

Reviewed on Apr 17, 2026

Christmas Valley Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Campfire Hotel

Campfire Hotel

3 out of 5
Orchard District
Price was $336, price is now $289 per person
$289
per person
Sep 27 - Sep 30
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)
Waypoint Hotel

Waypoint Hotel

3.5 out of 5
Orchard District
Price was $413, price is now $336 per person
$336
per person
Sep 27 - Sep 30
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)
My Place Hotel - Bend, OR

My Place Hotel - Bend, OR

2.5 out of 5
Southern Crossing
Price was $378, price is now $350 per person
$350
per person
Sep 27 - Sep 30
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)

Christmas Valley Vacation Packages 5-7 Night Stays

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

Willamette Pass Inn

2 out of 5
Price was $594, price is now $497 per person
$497
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Redmond (RDM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Sat, Aug 22 - Tue, Sep 1
SFO
San Francisco Intl.
RDM
Robert's Field
$181 Roundtrip, found 3 hours ago
$181
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Sat, Aug 22 from San Francisco Intl. to Robert's Field, returning Tue, Sep 1, priced at $181 found 3 hours ago
Bargain Flight
Tue, Sep 29 - Sat, Oct 3
LAX
Los Angeles Intl.
RDM
Robert's Field
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 29 from Los Angeles Intl. to Robert's Field, returning Sat, Oct 3, priced at $193 found 1 day ago
Bargain Flight
Tue, Aug 25 - Sat, Aug 29
SAN
San Diego Intl.
RDM
Robert's Field
$240 Roundtrip, found 6 days ago
$240
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, Aug 25 from San Diego Intl. to Robert's Field, returning Sat, Aug 29, priced at $240 found 6 days ago
United
Sat, Oct 24 - Sat, Nov 7
DEN
Denver Intl.
RDM
Robert's Field
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 24 from Denver Intl. to Robert's Field, returning Sat, Nov 7, priced at $269 found 1 day ago