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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.

Global INN
Price was $491, price is now $442 per person
$442
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
6.8/10 (1,006 reviews)
This is an older hotel located on a busy road with a bit of traffic noise, but it wasn't too bad overnight. Our room was small, but it was very clean, the bed was comfortable and the Wi-Fi was decent. The breakfast selection was quite limited - cereal, oats, fruits etc. Better than nothing though! The staff was helpful and friendly. Good value and fine for a one-night stay.
Reviewed on Nov 5, 2026

Siltcoos Station Retreats
Price was $968, price is now $699 per person
$699
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
9.4/10 Exceptional! (12 reviews)
Out of all of the places we stayed on our trip driving up the coast, this was by far our favorite stop. We stayed at fancy resorts and swanky hotels, but the Siltcoos retreat was just magical! The amount of detail everywhere you look was amazing. The time and effort put into our conductors cabin, had us in awe. You guys are legendary for what you’ve accomplished there. Y’all we had deer walk up to us in the back yard! They didn’t even care we were there! The next time we are in Oregon, we will be staying with you! Thank you again for a magical stay. Your creativity has inspired us! I also thought it was funny you had “Du Monde” coffee because my maiden name is Dumond. So cool!
Reviewed on Sep 16, 2026

The Star Trek - USS Enterprise Room at the Itty Bitty Inn
Price was $705, price is now $595 per person
$595
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
10/10 Exceptional! (53 reviews)
Super fun place w/ lots of personal little Star Trek features. Owner was friendly and helpful. Wish I could have stayed longer!
Reviewed on Oct 7, 2026

The Florentine Waterfront Hotel
Price was $706, price is now $606 per person
$606
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to North Bend (OTH)
9.6/10 Exceptional! (97 reviews)
Shawn at check-in was so pleasantly nice and very helpful and even messed up our room so that he can make sure we understood the code to get in and some of the amenities! Very cute Lee decorated and the bed was super super comfy!!! Next time one night is not enough it will definitely be at least two! Very nice lake that is calm with kayaks and are boat dock that you can fish off of and no 🙂↔️
wind whatsoever just a beautiful experience in a beautiful place!
Reviewed on Nov 5, 2026

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Winchester Bay Hotel Deals

Winchester Bay Inn
390 Broadway Ave Reedsport OR
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Nov 6 to Nov 7
$96 total
Nov 6 - Nov 7
Total with taxes and fees
7.4/10 Good! (960 reviews)
"No crab cooking in rooms ( outdoor spot dedicated for crab cooking ). Comfortable, clean and nice for a good price"
Reviewed on Oct 23, 2026

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.
Winchester Bay OR
Fully refundable
$352 nightly
The price is $357 total per night from Nov 8 to Nov 9
$357 total
Nov 8 - Nov 9
Total with taxes and fees
9.8/10 Exceptional! (36 reviews)
"Quintessential Oregon coast cottage with a fun theme. Loved that it accommodated the whole family. We also loved how quiet the area is."
Reviewed on Oct 11, 2026

Cozy family beach cottage with hot tub, deck, WiFi, surfboard-walk to bay, Dogs ok
Reedsport OR
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.
Find the Best Winchester Bay Vacation Packages
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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- Suislaw River Bridge
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- Overlook Beach Trail
- Cape Arago State Park
- Jessie M. Honeyman State Park
- Sandpines Golf Course
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- Sandland Adventures
- Visit Florence
- Umpqua Lighthouse
- Pony Village Mall
- Sea Lion Caves
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- Visit Reedsport
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- South Slough National Estuarine Research Reserve
- John Dellenback Dunes Trail
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- Siltcoos Lake
- The Mill Casino
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















