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A dense forest with tall evergreen trees and sunlight filtering through the canopy.

Woodland Vacations from $284

Book a Hotel + Flight or Car together to unlock savings

The Latest Woodland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Oct 4 - Oct 9

    Washington Plaza Apartments + Flight

    Downtown Portland
    5 nights
    3.0 star property
    8.4/10 - Very Good (432 reviews)
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    $410
    $284
    per traveler
    found 1 day ago
    Washington Plaza Apartments
  • Exterior
    Oct 12 - Oct 16

    The Dundee - A Trace Hotel + Flight

    Dundee
    4 nights
    3.5 star property
    10/10 - Exceptional (46 reviews)
    "Convient to wine country"
    Reviewed August 1, 2026
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $683
    $446
    per traveler
    found 1 day ago
    The Dundee - A Trace Hotel
  • Property grounds
    Oct 4 - Oct 9

    Milwaukie Inn Portland South + Flight

    Oak Grove
    5 nights
    2.0 star property
    7.4/10 - Good (571 reviews)
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $418
    $286
    per traveler
    found 1 day ago
    Milwaukie Inn Portland South
  • Deluxe Suite, 2 Queen Beds, Non Smoking | 1 bedroom, iron/ironing board, WiFi (free), bed sheets
    Oct 12 - Oct 16

    Capitol Hill Motel + Flight

    Southwest Portland
    4 nights
    2.5 star property
    9.2/10 - Wonderful (861 reviews)
    "We just wanted a convenient, economical place to stay for a couple of nights and this was perfect. It was clean, safe and the staff were very nice. Lots of restaurants nearby. This was easy access to downtown Portland and surrounding area-without staying downtown. No frills but perfect to lay your head at night."
    Reviewed July 27, 2026
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $451
    $314
    per traveler
    found 1 day ago
    Capitol Hill Motel
  • 208 St. Helens | Premium bedding, blackout drapes, iron/ironing board, WiFi (free)
    Oct 2 - Oct 6

    Camas Boutique Hotel + Flight

    Camas
    4 nights
    3.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • 1 stop
    $609
    $433
    per traveler
    found 1 day ago
    Camas Boutique Hotel

Discover the most popular places to visit in Woodland

A wooden house on stilts by a river surrounded by dense foliage.
Photo by Glenn Miller
Open Photo by Glenn Miller

Cedar Creek Grist Mill

7.6/10 (17 reviews)
This water-powered 1876 grist mill still grinds grain using original stone methods. Watch volunteer millers demonstrate traditional techniques while enjoying the picturesque covered bridge setting.

Woodland Hotel Deals

40-inch flat-screen TV with cable channels, TV

Lewis River Inn

Lewis River Inn
2.5 star property
0.6 mi from Woodland
9.2 out of 10, Wonderful, (1,006 reviews)
"Nice place. Quiet evening but close to freeway. Good breakfast selection-continental."
$128 nightly
The price is $142
Aug 3 - Aug 4
Total with taxes and fees
Lewis River Inn
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.
See all properties in Woodland

Frequently Asked Questions

How much does a Woodland vacation package cost?

You'll find cheap prices from $284 on Expedia for your Woodland break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Woodland costs.

What are the cheapest months to go to Woodland?

You can typically find reduced prices and better availability in February, April and November. Browse our cheap Woodland vacation packages and you could land some excellent off-season deals.

How many days is enough for Woodland?

Typically, a handful of days is enough to visit the major attractions during your Woodland vacation. However, if you'd like to have more time to chill out or go on day trips, think about extending your itinerary.

How to find the best Woodland package deals?

Use Expedia's filters to find some terrific Woodland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Woodland package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.

Is it cheaper to book a Woodland vacation as a package?

An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can tailor your Woodland escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.

When to book a vacation package to Woodland?

Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Woodland break.

Does Expedia offer Book Now, Pay Later Woodland vacation packages?

Jet off on your perfect escape to Woodland with our Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snag great deals before they sell out.