Pine Grove Vacations from $495

Book a Hotel + Flight or Car together to unlock savings

The Latest Pine Grove 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 $650, price is now $495 per person
$495
per person
Feb 15 - Feb 20
found 6 hours ago
Roundtrip flight included
San Francisco (SFO) to Redmond (RDM)
7.4/10 Good! (435 reviews)
staff was excellent and all the amenities provided where awesome i more than enjoyed my stay and i would stay again in a heartbeat!! thank you

Reviewed on Oct 19, 2025

Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
Price was $993, price is now $699 per person
$699
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Redmond (RDM)
9.4/10 Exceptional! (27 reviews)
Staff and location was amazing. Only issues was the room wasn’t very clean. Hair in the upstairs master walk shower , sheets in master weren’t changed because there was makeup on the sheets still. That didn’t change the amazing time we had. Thank you for having us.

Reviewed on Nov 30, 2025

Powell by Avantstay Secluded Home Only 10 Mins From DT Bend w/ Hot Tub

Powell by Avantstay Secluded Home Only 10 Mins From DT Bend w/ Hot Tub

3.5 out of 5
Price was $2,387, price is now $1,801 per person
$1,801
per person
Feb 15 - Feb 20
found 6 hours ago
Roundtrip flight included
San Francisco (SFO) to Redmond (RDM)
No reviews
Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
Boyd Acres
Price was $710, price is now $544 per person
$544
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Redmond (RDM)
9.2/10 Wonderful! (707 reviews)
Staff was excellent and great amenities. Room was very clean and had a gorgeous view.

Reviewed on Dec 3, 2025

The Lodge at Eagle Crest Resort

The Lodge at Eagle Crest Resort

3.5 out of 5
Price was $705, price is now $548 per person
$548
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Redmond (RDM)
7.6/10 Good! (1,002 reviews)
Room was dated and smelled musty. Vent from air conditioning was filthy

Reviewed on Nov 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Pine Grove
View all trips

Discover the most popular places to visit in Pine Grove

Waterfall flowing into the deschutes river in central Oregon! #oregon #passionpassport #travel #adventure #river #rust #pnw

White River Falls State Park

4.5/5(8 reviews)

Commune with nature and explore the great outdoors at White River Falls State Park during your travels in Maupin. Wander the lakeside and parks while you're in the area.

White River Falls State Park

What to do in Pine Grove

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

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
Get rates
Hidden Gem: Dock & Views on Pine Hollow Reservoir!
Deschutes Motel - Boxcar - 2 Queen Beds

Deschutes Motel - Boxcar - 2 Queen Beds

Maupin OR
Get rates
Deschutes Motel - Boxcar - 2 Queen Beds
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
Get rates
Oregon Cabin on Pine Hollow Reservoir w/ Mtn View!
See all 33 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pine Grove vacation package cost?
Offering great value package deals from $495 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.