Underwood Vacations from $274

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Your Underwood Vacation

Prepare to experience Underwood in your own style with a custom Underwood vacation package! Discovering the treasures of this fascinating city is made easier with a base in a neighborhood such as Pine Grove, which is great for walking, among plenty of other things. Make sure to do some sightseeing during your trip to Underwood. Spring Creek Hatchery State Park and AniChe Cellars are some popular places to visit. A few clicks is all it takes to create a customized Underwood vacation on Expedia.

The Latest Underwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $463, price is now $274 per person
$274
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
The place was very understaffed, but all the staff was very excellent. They always accommodated any requests I made and overall it was a very nice stay worth the price.

Reviewed on Aug 15, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $754, price is now $402 per person
$402
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.8/10 Exceptional! (59 reviews)
The views were amazing! Also, Zack was so welcoming and made us feel comfortable.

Reviewed on Aug 20, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Save 100% on your flight
Price was $680, price is now $385 per person
$385
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,686 reviews)
We love this hotel. The staff is always friendly and the hotel is always sparkling clean!

Reviewed on Aug 28, 2025

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Save 100% on your flight
Price was $773, price is now $478 per person
$478
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,004 reviews)
Beautiful property with very helpful staff. Rooftop dining & great breakfast too.

Reviewed on Aug 28, 2025

Hotel Lucia

Hotel Lucia

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $540, price is now $335 per person
$335
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,222 reviews)
Older hotel, renovated in very hip style. Seems to appeal to a younger crowd.

Reviewed on Aug 20, 2025

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Discover the most popular places to visit in Underwood

AniChe Cellars

You can enjoy a tasting or tour at AniChe Cellars during your travels to Underwood. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.

AniChe Cellars

What to do in Underwood

Portland to Multnomah Falls a Waterfall Tour of 5 Falls and More

Portland to Multnomah Falls a Waterfall Tour of 5 Falls and More

$99
per adult
Portland to Multnomah Falls a Waterfall Tour of 5 Falls and More
Jasper National Park Self-Guided Driving Audio Tour

Jasper National Park Self-Guided Driving Audio Tour

$15
per traveler
Jasper National Park Self-Guided Driving Audio Tour
See all activities in Underwood

Underwood Hotel Deals

Skamania Lodge

Skamania Lodge

3.5 out of 5
1131 Skamania Lodge Way, Stevenson, WA
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $212 total per night from Sep 1 to Sep 2
$212 total
Sep 1 - Sep 2
Total with taxes and fees
Skamania Lodge
Bonneville Hot Springs Resort & Spa

Bonneville Hot Springs Resort & Spa

2.5 out of 5
1252 E Cascade Dr, North Bonneville, WA
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $152 total per night from Sep 1 to Sep 2
$152 total
Sep 1 - Sep 2
Total with taxes and fees
Bonneville Hot Springs Resort & Spa
Cousins Country Inn

Cousins Country Inn

3 out of 5
2114 W. 6th St., The Dalles, OR
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $113 total per night from Sep 22 to Sep 23
$113 total
Sep 22 - Sep 23
Total with taxes and fees
Cousins Country Inn
See all 528 properties in Underwood
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 Underwood vacation package cost?
You'll find cheap prices from $274 on Expedia for your Underwood escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Underwood costs.
What are the cheapest months to go to Underwood?
You're likely to find lower prices and better availability in October, November and December. Browse our cheap Underwood vacation packages and you could score some great off-season deals.
How many days is enough for Underwood?
With a well-planned schedule, you can easily tick off the top Underwood sights in a few days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Underwood vacation for longer.
How to find the best Underwood package deals?
Use Expedia's filters to help you find some tempting Underwood package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Underwood package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book an Underwood vacation as a package?
You can enjoy significant savings on your Underwood escape by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Underwood?
If you have your Underwood travel dates finalized, book early to score some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Underwood?

  1. Choose when to go: Check your calendar and get packing. Your favorite season and the activities on offer will also help you decide when to vacation in Underwood.
  2. Set your budget: Consider costs like flights, food and transportation when working out how much to save for your trip to Underwood. Then, pick a hotel that works with your budget, whether that's an affordable option or a more luxurious getaway.
  3. Use Expedia's trip planning tool to discover Underwood: Research every aspect of your trip to Underwood with this handy planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Determine how many days away: Start by listing all the attractions you'd like to get to in Underwood. Then, estimate how long you'll need at each, along with any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick an Underwood vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our travel guide to find some awesome things to do in Underwood. Book tickets or make reservations as soon as you can to save time and avoid the stress of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Underwood vacation packages?
Set off on your perfect trip to Underwood with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.