Pine Hollow Vacations from $223

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The Latest Pine Hollow vacation packages

Price found within the past 48 hours. Click for updated prices.
The Tides by the Sea

The Tides by the Sea

3 out of 5
Save 100% on your flight
Price was $384, price is now $223 per person
$223
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
7/10 Good! (2 reviews)
Black Walnut Inn & Vineyard

Black Walnut Inn & Vineyard

4 out of 5
Save 100% on your flight
Price was $1,048, price is now $613 per person
$613
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
10/10 Exceptional! (62 reviews)
Beautiful and Peaceful. Large room, wonderful sunrise views and amazing breakfasts. Friendly staff that respect your privacy and peace, so much that on a couple occasions I couldn’t find anyone. But if you want a quiet get away with a loved one, you’ll get it here.

Reviewed on Sep 26, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Save 100% on your flight
Price was $570, price is now $339 per person
$339
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $925, price is now $552 per person
$552
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
Extra Blankets that were provided were a life saver! Had a great stay while celebrating a birthday and our Honeymoon. 10/10 would love to come back.

Reviewed on Nov 22, 2025

Seagull Beachfront Inn

Seagull Beachfront Inn

3 out of 5
Oceanlake
Save 100% on your flight
Price was $613, price is now $376 per person
$376
per person
Feb 13 - Feb 17
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
7.6/10 Good! (861 reviews)
Lovely stay. The woman at the desk was very nice. Our room was very comfortable. The hot tub is just what we needed after hiking for several day. And the view was the best. Thank you

Reviewed on Nov 30, 2025

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Pine Hollow Hotel Deals

Hidden Gem: Dock & Views on Pine Hollow Reservoir!

Hidden Gem: Dock & Views on Pine Hollow Reservoir!

3.5 out of 5
189 N Sentosa Lake Rd Tygh Valley OR
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Hidden Gem: Dock & Views on Pine Hollow Reservoir!
Oregon Cabin on Pine Hollow Reservoir w/ Mtn View!

Oregon Cabin on Pine Hollow Reservoir w/ Mtn View!

3 out of 5
Tygh Valley OR
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Oregon Cabin on Pine Hollow Reservoir w/ Mtn View!
Steps to Pine Hollow Reservoir: Home w/ Fire Pit!

Steps to Pine Hollow Reservoir: Home w/ Fire Pit!

3 out of 5
Tygh Valley OR
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Steps to Pine Hollow Reservoir: Home w/ Fire Pit!
See all 34 properties in Pine Hollow
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 Pine Hollow Vacation Packages

Pine Hollow Essential Information

Language
English
Currency
U.S dollars
Top Sights
White River Falls State Park, Maupin City Park and White River

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Frequently asked questions

How much does a Pine Hollow vacation package cost?
You'll find cheap prices from $223 on Expedia for your Pine Hollow escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Pine Hollow costs.
What are the cheapest months to go to Pine Hollow?
If you'd like to score a cheap Pine Hollow vacation package, consider planning a trip in October, November and December. You're likely to find better prices on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Pine Hollow?
The ideal duration of your Pine Hollow vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to visit all the leading sights and discover some hidden spots along the way.
How to find the best Pine Hollow package deals?
Use Expedia's filter tool to help you find some great Pine Hollow package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Pine Hollow package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Pine Hollow vacation as a package?
You can enjoy significant savings on your Pine Hollow getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pine Hollow?
If you've got your Pine Hollow travel dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Pine Hollow vacation packages?
Jet off on your dream getaway to Pine Hollow with our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snag great 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.