Winchester Bay Trips (flight + hotel)

Photo by Kim Larson

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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 P5,087 per night from Aug 11 to Aug 12
P5,087
P6,099 total
Aug 11 - Aug 12
includes taxes & fees
7.2/10 Good! (780 reviews)
"Winchester Bay Inn is only a block from the north end of the harbor. Not central, but it is a quieter location. You can see the sky above the ocean from the window (if it is not foggy). The parking is right outside the lower floor rooms. The Inn is old, but the rooms are very clean."

Reviewed on Aug 4, 2025

Winchester Bay Inn
Winchester Bay Vacation Rental Near Dunes & Atv!

Winchester Bay Vacation Rental Near Dunes & Atv!

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

Reviewed on Oct 2, 2024

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Winchester Bay Vacation Rental Near Dunes & Atv!
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 Mar 29, 2025

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Winchester Bay Apt Near Dunes & State Parks!
See all 185 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

Overlook Beach Trail

You can take time to visit Overlook Beach Trail during your travels to Westlake. While you're in the area, stroll along the riverfront.

Overlook Beach Trail

Frequently asked questions

How much does a Winchester Bay vacation 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 vacation to Winchester Bay costs.
What are the cheapest months to go to Winchester Bay?
If you're looking to snag a cheap Winchester Bay vacation package, consider traveling in January, February and April. You'll generally find lower rates on hotels and flights during these quieter months — ideal for travelers 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 vacation. 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 vacation as a package?
You can enjoy significant savings on your next Winchester Bay escape by booking a personalized vacation 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 vacation package to Winchester Bay?
If you're considering a spur-of-the-moment Winchester Bay vacation, 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, favorite 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 accommodations 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 customized Winchester Bay vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.