Sherwood Vacations from $302
Book a Hotel + Flight or Car together to unlock savings
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.
Hood River Hotel
$302
per person
Nov 9 - Nov 13
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9/10 Wonderful! (1,009 reviews)
The hotel is great. The parking is absolutely horrible. They have no handicap accessible parking. We did what we were told to do and they got a parking ticket to boot.
Reviewed on Aug 28, 2026
Milwaukie Inn Portland South
Oak Grove
$448
per person
Oct 3 - Oct 9
found 6 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
7.4/10 Good! (584 reviews)
Friendly staff, very clean room. By far the best budget lodging in the area. But... Low quality Wi-Fi and TV. Thin walls and potential for sketchy guests next door.
Reviewed on Aug 30, 2026
Sunnyside Inn & Suites
Sunnyside
$356
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
6.8/10 (1,005 reviews)
It was close to where I needed to be. I liked that. The continental breakfast was not much and I had to ask them to make coffee. The room was ok for 1 night. Parking was good near room. The staff was super friendly.
Reviewed on Aug 30, 2026
Stay near popular Sherwood attractions
Tualatin River National Wildlife Refuge
8.2/10 (12 reviews)
This urban wildlife haven shelters over 200 bird species amid wetlands, forests, and grasslands. Explore the trails with binoculars at dawn or dusk when wildlife is most active.
Tualatin Island Greens
7.6/10 (10 reviews)
This golf facility features a 43-bay driving range with heated, covered bays for year-round practice. Perfect your swing before enjoying the scenic 18-hole mini golf course and relaxing at the Island Grill restaurant.
Tualatin Lake of the Commons
This urban oasis features a man-made lake surrounded by walking paths and vibrant public art. Watch giant pumpkins transform into racing vessels during the annual West Coast Giant Pumpkin Regatta each fall.
Hawks View Cellars
6.0/10 (1 review)
This boutique Oregon winery showcases exceptional Pinot Noir and Pinot Gris amid stunning Mt. Hood views. Savor curated wine flights on the Rooftop Terrace while overlooking the picturesque Chehalem Mountains.
Sherwood Center for the Arts
Enjoy an outing to Sherwood Center for the Arts during your stay in Sherwood.
Quailhurst Vineyard Estate
6.0/10 (1 review)
This boutique vineyard showcases premium Pinot Noir from French Dijon clones grown in volcanic Jory soil. Savor exquisite wines while overlooking Japanese gardens with streams, waterfalls, and mountain views.
What to do in Sherwood
2-Hour Sunset River Cruise - Portland, Oregon
$79
per adult
Mt. Hood and Multnomah Falls Air Tour by Envi Adventures
$299
per adult
Willamette Valley Wine tasting Tour from Portland
$145
per adult
96% of travellers recommend
Sherwood Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$113 nightly
$131 total
Sep 30 - Oct 1
Total with taxes and fees
Hyatt Regency Portland at the Oregon Convention Center
375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
$152 nightly
$176 total
Sep 13 - Sep 14
Total with taxes and fees
Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
Fully refundable
$112 nightly
$130 total
Oct 1 - Oct 2
Total with taxes and fees
8.8/10 Excellent! (3,178 reviews)
"This hotel has everything and I mean everything! Airport shuttle, pool, hot tub, full breakfast, tons of parking, beer & wine for sale along with candy & ice cream and such - I could go on and on. We will certainly be staying here in the future and I highly recommend!!"
Reviewed on Aug 30, 2026
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 Sherwood Vacation Packages
Sherwood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Airport (PDX) |
Population | 19,300 |
Max Temp Winter | 45ºF |
Max Temp Summer | 80ºF |
Top Sights | Hawks View Cellars, Bald Peak State Park and Oak Knoll Winery |
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Frequently asked questions
How much does a Sherwood vacation package cost?
Offering excellent value package deals from $302 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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- Oregon Zoo
- Ross Island Bridge
- Oregon Culinary Institute
- Powell's City of Books
- First Immanuel Lutheran Church
- Tigard Vacations
- Visit Portland
- Cooper Mountain Vineyards
- Cinetopia Progress Ridge 14
- Summerfield Golf Course
- George Huesner House
- Al's Garden Center
- Portland Japanese Garden
- Holladay Park
- Wallace Park
- Pacific Northwest College of Art
- Tualatin Island Greens
- U.s. Bank Building
- Pettygrove House
- Washington Square Mall
- Boxwood Garden
- Portland Vacations
- Terwilliger Boulevard Parkway
- Ohsu Hospital
- International Rose Test Garden
- Koin Tower
- Norse Hall
- Dirksen Nature Park
- Moda Center
- Trevett-Nunn House
- St. James Lutheran Church
- Salmon Street Springs
- Animals in Pools Statue
- Hawthorne District Vacations
- Gerding Theater at the Armory
- Wings and Waves Waterpark
- Wilsonville Family Fun Center and Bullwinkle's Restaurant
- Life Size Elephant Statue
- Baggenstos Farm
- Portland State University
- Mary Smith House
- Bridgeport Plaza Mall
- John Tigard House
- Cottonwood Bay City Park
- Ponzi Historic Estate
- Historic Bishop's House
- Marquam Nature Park
- Mentor Graphics Headquarters
- Hughes Water Gardens
- Ankeny Square
- Mark O. Hatfield US Courthouse
- Cooper Mountain Nature Park
- Oregon State Hospital Portland
- Lone Fir Pioneer Cemetery
- Portland VA Medical Center
- Tualatin Vacations
- Shoebox Theatre
- Tigard Bowl
- Pearl District Vacations
- Bridgeport Village
- Wilsonville Vacations
- First Congregational Church
- Brody Theater
- Never Look Away Mural
- Providence Park
- Jeff Morris Fire Museum
- Waterstone Gallery
- Mission Theater
- George Fox University Portland Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.