Sherwood Vacations from $278

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Your Sherwood Vacation

With all your travel plans worked out before you go, our Sherwood vacation packages mean you can focus more on having a good time! One neighborhood to base yourself in this exciting city is Neighbors Southwest, which is great for nature and walking. Love to get out and explore? Tualatin Country Club, Tualatin River National Wildlife Refuge and Cinetopia Progress Ridge 14 are three of the leading places to visit during a trip to Sherwood. Check out Expedia's wide range of travel options and book your perfect vacation to Sherwood now.

The Latest Sherwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Hotel Vintage Portland by IHG
Two Capes Lookout
Mark Spencer Hotel
The Nines, a Luxury Collection Hotel, Portland
Hotel Lucia
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Where to stay in Sherwood

Find the best Sherwood areas and neighborhoods for the activities you enjoy most. Learn more about Sherwood

Discover the most popular places to visit in Sherwood

What to do in Sherwood

Sherwood Hotel Deals

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Sep 2 to Sep 3
$138 total
Sep 2 - Sep 3
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
"We enjoyed our stay and went to a concert."

Reviewed on Aug 25, 2025

DoubleTree by Hilton Hotel Portland
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
$119 nightly
The price is $138 total per night from Sep 1 to Sep 2
$138 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (1,951 reviews)
"No issues with the hotel. Unfortunately Downtown Portland is filled with homeless people and drug use."

Reviewed on Aug 23, 2025

Courtyard by Marriott Portland City Center
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $121 total per night from Sep 8 to Sep 9
$121 total
Sep 8 - Sep 9
Total with taxes and fees
9.2/10 Wonderful! (2,717 reviews)
"Very nice"

Reviewed on Aug 22, 2025

The Paramount Hotel
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 a Sherwood vacation package cost?
Offering excellent value package deals from $278 on Expedia, you'll be pleasantly surprised at how much a vacation to Sherwood costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Sherwood?
If you're hoping to score a cheap Sherwood vacation package, consider visiting in August, September and December. You're likely to find better rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Sherwood?
Generally, a handful of days is great for a Sherwood vacation. With a detailed itinerary, you can go to all the major attractions such as Tualatin River National Wildlife Refuge, as well as discover some hidden treasures along the way.
How to find the best Sherwood package deals?
Finding a cheap Sherwood package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Sherwood package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Sherwood vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Sherwood vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Sherwood?
If you're planning an impromptu Sherwood getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Sherwood?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Sherwood.
  2. Set your budget: Consider expenses such as flights, meals and transportation when working out how much to save for your trip to Sherwood. Then, pick a hotel that works with your budget, whether that's an economical stay or a more upscale getaway.
  3. Use our trip planning tool to explore Sherwood: Research every part of your trip to Sherwood with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're more familiar with Sherwood, you can figure out the right length of your vacation. Create a draft plan and allocate enough time to get through everything on your must-do list.
  5. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Sherwood vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Explore some of the top things to do in Sherwood and book your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Sherwood vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Sherwood vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.