Winchester Bay Vacations from $329

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Your Winchester Bay Vacation

From its coastal scenery to its spectacular views and beyond, there's a lot to love about Winchester Bay. Discover the delights of this interesting city with a Winchester Bay vacation package that's made for you. Love to start exploring your surroundings? Oregon Dunes National Recreation Area, Umpqua Lighthouse and Umpqua Lighthouse State Park are a few of the top places to visit during your trip to Winchester Bay. Your perfect Winchester Bay vacation is a few clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style.

The Latest Winchester Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Edgewater Inn and Suites, an Ascend Collection Hotel

Edgewater Inn and Suites, an Ascend Collection Hotel

2 out of 5
Price was $376, price is now $329 per person
$329
per person
Nov 18 - Nov 21
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
8.2/10 Very Good! (1,204 reviews)
Nice large suite, clean and comfortable.

Reviewed on Oct 5, 2025

Bay Point Landing

Bay Point Landing

3.5 out of 5
Price was $978, price is now $817 per person
$817
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Bend (OTH)
9.2/10 Wonderful! (250 reviews)
The property and the staff are wonderful, but i wouldn't consider the town, Coos Bay as a desirable destination.

Reviewed on Oct 3, 2025

The Wildflower Inn

The Wildflower Inn

2 out of 5
Price was $639, price is now $559 per person
$559
per person
Nov 7 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to North Bend (OTH)
9.8/10 Exceptional! (172 reviews)
A great place to stay if you are spending the night in Gold Beach.

Reviewed on Oct 6, 2025

Bandon Inn

Bandon Inn

3 out of 5
Price was $961, price is now $848 per person
$848
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Bend (OTH)
9.4/10 Exceptional! (1,256 reviews)
This property was nice and clean. It was newly renovated and the rooms were nice. The parking lot and area was safe. You could walk to the shops and food close by. The staff was very friendly and the fresh baked cookies each night and breakfast in the morning were a nice touch.

Reviewed on Sep 29, 2025

Gold Beach Inn

Gold Beach Inn

2.5 out of 5
Price was $459, price is now $406 per person
$406
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to North Bend (OTH)
7/10 Good! (1,006 reviews)
Awesome staff, nice room

Reviewed on Oct 5, 2025

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Discover the most popular places to visit in Winchester Bay

#OnTheRoad another beautiful #lighthouse on the Oregon Coast

Umpqua Lighthouse

4.5/5(59 reviews)

Learn about the local history of Winchester Bay with a stop at Umpqua Lighthouse. Wander the riverfront and beaches while you're in the area.

Umpqua Lighthouse

Dean Creek Elk Viewing Area

4.5/5(61 reviews)

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

Dean Creek Elk Viewing Area

Overlook Beach Trail

4.5/5(14 reviews)

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

What to do in Winchester Bay

Oregon Coast: Audio Driving Tour

Self-Guided Audio Driving Tour in Oregon Coast

$20
per traveler
100% of travellers recommend
Self-Guided Audio Driving Tour in Oregon Coast
See all activities in Winchester Bay

Winchester Bay Hotel Deals

Winchester Bay Inn

Winchester Bay Inn

2.5 out of 5
390 Broadway Ave, Reedsport, OR
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Oct 7 to Oct 8
$96 total
Oct 7 - Oct 8
Total with taxes and fees
7.2/10 Good! (835 reviews)
"Nice location"

Reviewed on Sep 29, 2025

Winchester Bay Inn
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok

Reedsport
9.4/10 Exceptional! (20 reviews)
"The little beach house has had extensive remodeling . Very bright, clean and comfortable on the inside. Good location in a quiet neighborhood."

Reviewed on Sep 12, 2025

Get rates
Cozy family beach cottage w/ hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok
Hilltop Home with Dune Access and Breathtaking Views

Hilltop Home with Dune Access and Breathtaking Views

Reedsport
$632 nightly
The price is $641 total per night from Oct 7 to Oct 8
$641 total
Oct 7 - Oct 8
Total with taxes and fees
9.8/10 Exceptional! (224 reviews)
"Such a beautiful spot and view! The house itself was great, there wasn’t a ton of activities to do in town for toddlers. But we made the best of our visit!"

Reviewed on Aug 28, 2025

Hilltop Home with Dune Access and Breathtaking Views
See all 191 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.

Winchester Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Southwest Oregon Regional Airport (OTH)
Population
380
Max Temp Winter
50ºF
Max Temp Summer
65ºF
Top Sights
Umpqua Lighthouse State Park, Dean Creek Elk Viewing Area and Umpqua Lighthouse

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Frequently asked questions

How much does a Winchester Bay vacation package cost?
You'll find cheap prices from $329 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?
November, December and January are the best times to look for cheap Winchester Bay vacation packages. Traveling in less busy periods means you'll typically find better prices on hotels and flights.
How many days is enough for Winchester Bay?
The ideal length of your Winchester Bay vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to go to all the main sights and explore some hidden gems along the way.
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. Pick your travel dates: The things you plan to do in Winchester Bay and your favorite season will help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your hotel, you should factor in other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Winchester Bay.
  3. Use our trip planning tool to explore Winchester Bay: Research every aspect of your trip to Winchester Bay with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Winchester Bay, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Winchester Bay vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to see and do. Browse some of the exciting things to do in Winchester Bay and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Winchester Bay vacation packages?
Jet off on your dream escape to Winchester Bay with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up cheap deals while they last.

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Explore a world of travel with Expedia

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