Sherwood Holidays from NZ$2,462
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Sherwood Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel
Downtown Portland
NZ$2,626
per person
24 Oct - 30 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Portland (PDX)
9.2/10 Wonderful! (2,416 reviews)
A very nice place to stay, clean and well kept. Very nice front desk people and a great location. Will definitely stay again. Thanks
Reviewed on 22 Sept 2026
Heathman Hotel
Downtown Portland
NZ$2,470
per person
24 Oct - 30 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
Truly convenient, well maintained hotel with a great staff - especially at the door. Overall efficient, secure, pleasant and up to date. Coffee SIP shop lobby a plus. However, we were surprised (and disappointed) to learn that you had to request housekeeping services (beds/towel changes/trash and basic services). Definitely would recommend staying there again - but be sure to request housekeeping.
Reviewed on 23 Sept 2026
Hotel deLuxe
Downtown Portland
NZ$2,849
per person
24 Oct - 30 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
The staff at the front desk was very friendly. Our bartender at the Driftwood Room was attentive and we loved our waitress at Gracie’s for breakfast.
Reviewed on 24 Sept 2026
Sherwood Holiday
Our pick of the best Sherwood Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
NZ$240
14 Oct - 15 Oct
includes taxes & fees
9.2/10 Wonderful! (3,707 reviews)
"Beautiful hotel! Clean room, complimentary coffee bar downstairs and super friendly staff! Convenient and walking distance to most everything downtown."
Reviewed on 23 Sept 2026
Heathman Hotel
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
NZ$266
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (1,083 reviews)
"Truly convenient, well maintained hotel with a great staff - especially at the door. Overall efficient, secure, pleasant and up to date. Coffee SIP shop lobby a plus. However, we were surprised (and disappointed) to learn that you had to request housekeeping services (beds/towel changes/trash and ..."
Reviewed on 23 Sept 2026
Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
Fully refundable
NZ$214
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (3,243 reviews)
"I love to stay there ! Excellent"
Reviewed on 24 Sept 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.
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 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.
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.
Hawks View Cellars
6.0/10 (1 review)
This boutique Oregon winery showcases exceptional Pinot Noir and Pinot Gris amid stunning Mt. Hood views. Savour 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. Savour exquisite wines while overlooking Japanese gardens with streams, waterfalls, and mountain views.
What to do in Sherwood
Portland Washington Park Shuttle Puzzling Adventure Hunt
NZ$84
per traveller
2-Hour Sunset River Cruise - Portland, Oregon
NZ$132
per adult
Mt. Hood and Multnomah Falls Air Tour by Envi Adventures
NZ$500
per adult
Frequently asked questions
How much does a Sherwood holiday package cost?
Offering excellent value package deals from NZ$2,462 on Expedia, you'll be pleasantly surprised at how much a holiday to Sherwood costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Sherwood?
You can usually find lower rates and better availability in January, September and November. Browse our cheap Sherwood holiday packages and you could get some excellent off-season deals.
How many days is enough for Sherwood?
With a well-organised schedule, you can easily hit the top Sherwood attractions in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your Sherwood holiday for longer.
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 holiday as a package?
Expedia holiday 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 customised Sherwood holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 your travel dates: What you'd like to do in Sherwood and your preferred season will help you decide when to travel.
- Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your accommodation will likely be the largest expense during your trip to Sherwood.
- Work out your trip length: Think about how much time you'd like to spend exploring Sherwood. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your airfare and accommodation: After you've settled on your dates and duration, book the right Sherwood holiday package for you.
Explore a world of travel with Expedia
- B&B in Milwaukie
- Guest Houses in King City
- Apartments in PSU Urban Center-SW 5th and Mill Street Station
- Apartments in Portland
- B&B in Portland
- Condo Rentals in Sherwood
- Hostels in Oregon City
- Apartments in Wilsonville
- Cabin Rentals in Wilsonville
- Motels in Beaverton
- Cottages in Beaverton
- Pet Friendly Hotels in West Portland
- Luxury Hotels in Oregon City
- La Quinta Inn & Suites Hotels in West Linn
- Marriott Hotels & Resorts in Dundee
- Aimbridge Hospitality Hotels in Tigard
- Goose Hollow Hotels
- King City Hotels
- Tigard Hotels
- Saint Paul Hotels
- Dundee Hotels
- Sellwood-Moreland Hotels
- Tualatin Hotels
- Witch Hazel Hotels
- Gladstone Hotels
- Newberg Hotels
- Hotels near Langdon Farms Golf Club
- Oregon City Hotels
- Cedar Mill Hotels
- Hotels near Cinetopia Progress Ridge 14
- Sherwood Hotels
- Canby Hotels
- Multnomah Village Hotels
- Southwest Portland Hotels
- Lake Oswego Hotels
- Greenburg Hotels
- Aurora Hotels
- Aloha Hotels
- Wilsonville Hotels
- Hotels near Beaverton Civic Theatre
- Shute Park Aquatic and Recreation Center
- Downtown Portland Holidays
- Metzger Park
- Shriners Hospital for Children
- Cinetopia Progress Ridge 14
- Keller Auditorium
- Baggenstos Farm
- Oaks Amusement Park
- World Forestry Center
- Waverley Country Club
- Oregon Holocaust Memorial
- Tigard Bowl
- Reed College
- Tom McCall Waterfront Park
- Pioneer Place
- Jaquith Park
- Portland Holidays
- Hyland Forest Park
- Oregon City Municipal Elevator
- Mission Theater
- Rood Bridge Park
- Portland State University
- John Ross Tower
- Pioneer Courthouse Square
- Cooper Mountain Vineyards
- Washington Square Mall
- Hoyt Arboretum
- Wilsonville Family Fun Center and Bullwinkle's Restaurant
- Oregon Zoo
- Haggart Observatory
- Visit Sellwood-Moreland
- Visit Johns Landing
- Visit King City
- Visit Beaverton
- Visit Aloha
- Visit Whitford
- Visit Oregon City
- Visit West Linn
- Visit Concord
- Car hire in Avis 7010 S Tamiami Trail, Suite B
- Car hire Newberg
- Car hire near Cinetopia Progress Ridge 14
- Car hire near Portland
- Car hire Wilsonville
- Car hire Aloha
- Car hire near Al's Garden Center
- Alamo Rent A Car Rental Cars in Portland
- Sixt Rental Cars in Beaverton
- Budget Rental Cars in Beaverton
- Firefly Rental Cars in Aloha
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
