Winchester Bay Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kim Larson

Top hotels in Winchester Bay

Winchester Bay Inn

Winchester Bay Inn

2.5 out of 5
390 Broadway Ave, Reedsport, OR
Fully refundableReserve now, pay when you stay
The price is 2.340.835 ₫ per night from 20 Aug to 21 Aug
2.340.835 ₫
2.806.375 ₫ total
20 Aug - 21 Aug
includes taxes & fees
7.2/10 Good! (786 reviews)
"No Wi-Fi in my room was the only thing not perfect"

Reviewed on 15 Aug 2025

Winchester Bay Inn
Winchester Bay Apt Near Dunes & State Parks!

Winchester Bay Apt Near Dunes & State Parks!

3 out of 5
Reedsport
10/10 Exceptional! (2 reviews)
Cozy & Clean
"The apartment was cozy and clean. The owner was responsive and even accommodated an early check-in."

Reviewed on 29 Mar 2025

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Winchester Bay Apt Near Dunes & State Parks!
Winchester Bay Vacation Rental Near Dunes & Atv!

Winchester Bay Vacation Rental Near Dunes & Atv!

3 out of 5
Reedsport, OR
"It was a great stay for my family. The only disappointment was could not get the gas fireplace to work."

Reviewed on 2 Oct 2024

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Winchester Bay Vacation Rental Near Dunes & Atv!
See all 183 properties in Winchester Bay
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.

Popular places to visit

Umpqua Lighthouse

Umpqua Lighthouse

Learn about the local history of Winchester Bay when you spend time at Umpqua Lighthouse. Wander the riverfront and beaches while you're in the area.

Umpqua Lighthouse

Dean Creek Elk Viewing Area

Learn about the local history of Reedsport when you spend time at Dean Creek Elk Viewing Area. While you're in the area, stroll along the riverfront.

Dean Creek Elk Viewing Area

Umpqua Discovery Center

You can take time to visit Umpqua Discovery Center during your travels to Reedsport. Wander the riverfront and beaches while you're in the area.

Umpqua Discovery Center

Frequently asked questions

How much does a Winchester Bay holiday package cost?
You'll find cheap prices on Expedia for your Winchester Bay escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Winchester Bay costs.
What are the cheapest months to go to Winchester Bay?
If you're looking to snag a cheap Winchester Bay holiday package, consider travelling in January, February and April. You'll generally find lower rates on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Winchester Bay?
Generally, a handful of days is enough to see the top sights during your Winchester Bay holiday. However, if you want to have some time to chill out or go on day tours, think about extending your trip.
How to find the best Winchester Bay package deals?
Begin your search for a Winchester Bay package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Winchester Bay package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winchester Bay adventure off to a flying start.
Is it cheaper to book a Winchester Bay holiday as a package?
You can enjoy significant savings on your next Winchester Bay escape by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Winchester Bay?
If you're considering a spur-of-the-moment Winchester Bay holiday, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Winchester Bay?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Winchester Bay.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodation will likely be the biggest expense during your trip to Winchester Bay.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to get to in Winchester Bay. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised Winchester Bay holiday package.