Pine Grove Vacations from $269

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The Latest Pine Grove vacation packages

Price found within the past 48 hours. Click for updated prices.
The Lodge at Eagle Crest Resort

The Lodge at Eagle Crest Resort

3.5 out of 5
Price was $321, price is now $269 per person
$269
per person
Dec 11 - Dec 13
found 15 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Redmond (RDM)
7.8/10 Good! (1,000 reviews)
I decided to extend my stay at Eagle Crest for an additional night, and the staff made the process incredibly easy. They were friendly, accommodating, and worked with me to ensure I could remain in the same suite rather than having to pack up my belongings and move to another room. It’s the little things like this that make a difference when traveling. I really appreciated their flexibility and willingness to make my extended stay as convenient as possible. While the rooms could certainly use some updating, the hospitality at Eagle Crest is exceptional. The staff truly deserves recognition for the level of care and service they provide their guests.

Reviewed on Nov 1, 2026

The Pines at Sunriver

The Pines at Sunriver

3 out of 5
Sunriver
Price was $406, price is now $310 per person
$310
per person
Dec 11 - Dec 13
found 15 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Redmond (RDM)
9.4/10 Exceptional! (464 reviews)

Juniper Preserve

Juniper Preserve

4 out of 5
Pronghorn
Price was $358, price is now $284 per person
$284
per person
Dec 11 - Dec 13
found 15 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Redmond (RDM)
9.2/10 Wonderful! (738 reviews)

Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
Boyd Acres
Price was $422, price is now $357 per person
$357
per person
Jan 22 - Jan 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Redmond (RDM)
9/10 Wonderful! (1,582 reviews)
Everything about our visit was wonderful- from the friendly staff and our immaculate room with a balcony that overlooked the river to the beauty of the surroundings. We will definitely return!

Reviewed on Nov 5, 2026

WorldMark Eagle Crest

WorldMark Eagle Crest

3.5 out of 5
Price was $438, price is now $372 per person
$372
per person
Jan 22 - Jan 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Redmond (RDM)
8.4/10 Very Good! (133 reviews)

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What to do in Pine Grove

Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

$140
per traveler
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

$139
per adult
The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls
See all activities in Pine Grove

Pine Grove Hotel Deals

Pine Hollow Lakehouse Retreat

Pine Hollow Lakehouse Retreat

Tygh Valley OR
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Pine Hollow Lakehouse Retreat
Rustic Charm Meets Lakeside Bliss in Pine Hollow

Rustic Charm Meets Lakeside Bliss in Pine Hollow

Tygh Valley OR
10/10 Exceptional! (5 reviews)
"Great place, clean, perfect for us! We hope to come back!"

Reviewed on Aug 31, 2026

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Rustic Charm Meets Lakeside Bliss in Pine Hollow
Steps to Pine Hollow Reservoir: Home w/ Fire Pit!

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

Tygh Valley OR
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Steps to Pine Hollow Reservoir: Home w/ Fire Pit!
See all 40 properties in Pine Grove
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 Grove Vacation Packages

Pine Grove Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Pine Grove vacation package cost?
Offering great value package deals from $269 on Expedia, you'll be thrilled with how little a vacation to Pine Grove costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pine Grove?
October, November and December are the best times to search for cheap Pine Grove vacation packages. Opting to travel in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for Pine Grove?
Generally, a handful of days is enough to go to the major sights during your Pine Grove vacation. However, if you prefer to have more time to rest or take day trips, think about extending your itinerary.
How to find the best Pine Grove package deals?
Use Expedia's filter tool to find some of the best Pine Grove 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 Grove package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Pine Grove vacation as a package?
You can enjoy significant savings on your Pine Grove retreat by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pine Grove?
If you're considering an impromptu Pine Grove getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pine Grove vacation packages?
Your Pine Grove break should be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.