Sherwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Amber Petersen

Where to stay in Sherwood

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

Top hotels in Sherwood

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
The price is 3.114.198 ₫ per night from 2 Sept to 3 Sept
3.114.198 ₫
3.630.221 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
First choice for hotels
"Third Hilton this week as part of a roadtrip. All clean, friendly and comfortable."

Reviewed on 23 Aug 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
The price is 2.931.010 ₫ per night from 26 Aug to 27 Aug
2.931.010 ₫
3.433.974 ₫ total
26 Aug - 27 Aug
includes taxes & fees
8.6/10 Excellent! (1,948 reviews)
"The staff was great and was able to check me in earlier than 3 pm. Hotel was in the perfect location everything was pretty much walking distance. I would come again in the future!"

Reviewed on 23 Aug 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
The price is 2.728.053 ₫ per night from 1 Sept to 2 Sept
2.728.053 ₫
3.179.566 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,728 reviews)
"Wonderful location and amenities!"

Reviewed on 25 Aug 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 holiday package cost?
Offering excellent value package deals 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?

  1. Pick your travel dates: What you'd like to do in Sherwood and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, book the right Sherwood holiday package for you.