Winchester Bay Vacation Packages 2026 from $769

Winchester Bay flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Florentine Waterfront Hotel

$769

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to North Bend (OTH)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and luggage storage are also provided.

The Star Trek - USS Enterprise Room at the Itty Bitty Inn

Save 100% on your flight

$1,130

per person

Sep 19 - Sep 26

found 22 hours ago

Roundtrip flight included

Dallas (DFW) to North Bend (OTH)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and concierge services are also provided.

Bandon Inn

$966

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to North Bend (OTH)

This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Staff at the 24-hour front desk can provide around-the-clock assistance.

Bay Point Landing

$999

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to North Bend (OTH)

A private beach and an indoor pool are featured at this aparthotel. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A business center, a grocery/convenience store, and a picnic area are also on offer.

Rogue River Landing Resort

$934

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to North Bend (OTH)

Top Winchester Bay hotels deals

Winchester Bay Inn

390 Broadway Ave Reedsport OR

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$107 total

Jul 24 - Jul 25

Total with taxes and fees

This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

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

Reedsport OR

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A hot tub is featured at this vacation home, along with a garden and barbecue grills.

Spacious & comfortable home close to the Harbor, Sand Dunes, beaches, & parks

Reedsport OR

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This vacation home features barbecue grills.

Kitchen

Washer

Soothing Crab themed 3-bedroom home with WiFi and a hot tub in Winchester Bay.

Winchester Bay OR

$457 nightly

$464 total

Jul 26 - Jul 27

Total with taxes and fees

A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.

Hot Tub

Washer

Hilltop Home with Dune Access and Breathtaking Views

Winchester Bay OR

$630 nightly

$639 total

Jul 22 - Jul 23

Total with taxes and fees

A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Dog-friendly coastal-themed home with a full kitchen & washer&dryer

Reedsport OR

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This vacation home includes a garden and barbecue grills.

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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.

Stay near popular Winchester Bay attractions

Umpqua Lighthouse

9.0/10 (168 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.

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Frequently asked questions

How much are vacation packages to Winchester Bay?

With offers starting from as little as $769, hotel and flight packages are a great way to stretch your vacation budget. Winchester Bay, here you come!

How long should my Winchester Bay vacation be?

Your Winchester Bay getaway can be as short or as long as you want it to be, but the majority of travelers stay roughly 2 nights. In the mood to venture out and discover some lesser-known sights? Lock in a few extra nights and experience another side of this place.

Where can I get the best vacation package deals for Winchester Bay?

You'll come across a terrific selection of Winchester Bay package deals on Travelocity. With 400 air carriers and 1,000,000 properties worldwide, organizing the perfect vacation will be a breeze.

Why should I book my Winchester Bay vacation package with Travelocity?

We take the stress out of travel planning. Whether you're seeking an amazing new place to roam around or want to make sure you get the best deal around, we're here to assist. Our 24/7 customer care, top-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Will I save money on my Winchester Bay car rental if I combine it with a hotel or flight?

You sure can. And our Winchester Bay vacation packages will help you do it. In only a few clicks you can save cash as well as time by booking everything in one place. Collect the keys to your rental car and feel the freedom of the open road. Searching for things to do? Add some tours or experiences to your package and make savings on those too.

Which airport is best for Winchester Bay?

You'll find Southwest Oregon Regional Airport (OTH) 19 mi south of central Winchester Bay.

Where should I stay when visiting Winchester Bay?

If you're after someplace comfortable to base yourself, take a look at the Winchester Bay Inn. It's the top choice for many travelers.